Home Vacation Rentals By Owner In Monmouth, ME

Showing 19 Of 19 Vacation Rentals
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Exceptional(8)

$279.43

/ Nightly
Private Vacation Home

Floating Island Cabin

Monmouth, Maine, United States

Summary:brbrThe Nautilus is a floating love letter to reinvention — a cabin, a tiny home, and a houseboat all rolled into one quietly wonderful idea. Moored beside 1 Big Sustainable Island, it lets you wake to gentle waves at your door, watch the sunrise from bed, and step straight onto a floating porch for morning coffee. It’s proof that with a little imagination (and a lot of care), something old can become something entirely new.brbrbrbrThe Space:brbrInside, the Nautilus keeps things simple and comfortable. A cozy queen bed, a convertible futon, and thoughtfully designed off-grid amenities make island living feel easy. You’ll find a compost toilet, hot shower (non-freezing seasons), cooking gear, solar lighting, and just enough battery-powered electricity to stay comfortable without breaking the spell. Outside, a hammock hangs over the water, a canoe can tie up right alongside, and evenings glow with firelight and loon calls.brbrGetting here is part of the adventure — and we make it seamless. Arrive by paddle, ferry, or your own boat, with free parking and island transport included. Once settled, you’ll enjoy private access to the Nautilus and shared access to the island’s trails, swimming spots, rope swing, docks, hammocks, and paddle gear. Daytime neighbors may pass through shared spaces, as island tradition allows, but nights are quiet and reserved for overnight guests.brbrbrbrThe Nautilus is pet-friendly for well-mannered pups, welcoming to returning guests, and perfect for anyone drawn to creative reuse, gentle adventure, and life lived a little closer to the water. Come curious, pack light, and settle into a stay that floats — literally — on the idea that the best things are often made, not bought.brbrbrbrOUR FAQ:brbrbrbrHOW DO I GET TO THE ISLAND brbrEvery island adventure begins at our shoreside parking/dock area. From there, you've got options: Paddle, Ferry, or BYOBoat. See the details below for schedules, limitations, and FAQ. Know that we make island access for you, your crew, and your gear convenient, free, and part of your adventure.brbrbrbrRETURNING GUESTS: We appreciate folks who return year after year. If you've misplaced the Island Withdrawal Syndrome coupon code, remind us of your last stay and we'll send you a new one. We can't have you suffering from IWS, now can we! Also, if you are looking for an exception to minimum night requirements, please reach out.brbrbrbrCOOKING OPTIONS: Cooking is easy, so pack heavy on food and light on gear. We supply: kitchen utensils, dishes, pots and pans, French press, coffee, tea, sugar, salt, pepper, and drinking water from our homestead well. You can cook on the propane grill and stove or you can cook over an open fire.brbrbrbrFREE STUFF: Every Maine Island adventure includes: free island transportation, camp chairs, unlimited firewood, lantern, fire starter, matches, canoe, kayak, or stand-up paddle board with life vests and gear. Explore Annabessacook Lake! On the island there is a rope swing, a mile of walking paths, benches and hammocks.brbrbrbrDOGS ON VACAY: We're dog people and the Nautilus is pet-friendly for most pups. We screen all four legged visitors right after the reservation is made so that every island visitor is safe and prepared. If you can answer YES to each of our screening questions, your pup will be approved: Does your dog get along with other pups and humans Is your dog’s history bite-free Are you willing to keep your pup on leash during your stay And, are you willing to be responsible for any damages your dog creates brbrbrbrIf there's a NO in there, DON'T WORRY! Check out our stay at Naughty Dog Island. It’s a private island with a log cabin where ANY dog - even unsociable ones - can be leash-free and worry-free. Our pet fees are $30/night per pet, which gets settled up after the reservation and screening are completed.brbrbrbrLOOKING FOR A SHORT STAY OR WANT A SUPER DEAL So that guests looking for longer stays have options, our minimum night stay requirements tend to start high early in the year and then drop by Summer. So if you've got a quick stay in mind and are surprised by our minimum night stay requirements, check back with us. The closer we get to an empty night, the more flexible we will be. brbrbrbrSame goes for our pricing: if you've got specific dates or stay in mind, book early for the sure thing. But if you're flexible on dates, flexible on which stay you want, and don't mind biting your nails while waiting for a price you like, then save the link and check back. We have a first-come, first-served booking policy, but our pricing gets lower, the closer we are to an empty night.brbrbrbrGuest Access:brbrGuests enjoy exclusive access to the Nautilus where they can enjoy privacy and shared access to 1 Big Sustainable Island and its facilities.brbrbrbrThere's lots to do on 1 Big Sustainable Island and (as has been the tradition for generations in the neighborhood) visitors are encouraged to stop by (so expect some company from the neighborhood on the island during daylight -- after dark, however, the island is closed to the public). Activities in these shared areas include:brbrbrbrHiking or walking on more than a mile of trailsbrbrSwimmingbrbrCooking over an open firebrbrWatching the sunset from Sunset RockbrbrResting in one of the hammocks sprinkled about the islandbrbrFishing off the dockbrbrCanoeing, kayaking, and stand-up paddle boardingbrbrSauna lake plungingbrbrbrbrWe are happy to provide safe luggage storage so you can enjoy FREE early arrival or FREE late departure. Guests can take advantage of the shared areas and activities either before check in or after check out.brbrbrbrHOW PRIVATE IS THIS brbrEach of our eco-island stays is designed with privacy in mind. There are 6 stays on 1 Big Sustainable Island. Unless you go looking for neighbors, you probably wouldn't know they are there. Every site has its own corner of the island. You might find folks in the public areas of the island (ie bathroom, boat rack, ferry ride, rope swing, and trails), but your sleeping and eating accommodations are private. Also know that our Island support team, if they're not already on island, they're a text away, if you need help.brbrbrbrThe Neighborhood:brbrAnnabessacook Lake is our 1400 acre backyard of clear water, good fishing, and great neighbors. Whether they are year-round residents, summer vacationers, or visitors, most folks you'll meet will tell you that they have been coming here since they were a kid.brbrbrbrGetting Around:brbrGetting to the Island: You’ve got check in optionsbrbrbrbrCHECK IN YOURSELF by:brbr* Bringing your own boat or boat plane - we have a public boat launch, free parking for your rig at our place, and free island dock space available.brbr* Paddling yourself - Take one of our canoes or kayaks and paddle the 30 minute trip across the lake to your stay. We can shuttle your gear on the next ferry if you want. Or, brbrbrbrCHECK IN WITH FERRY SERVICE:brbrFree ferry service to the island runs at:brbrbrbr* 9:45 Early Arrival - We’ll shuttle you to 1 Big Sustainable Island early and while your stay is being prepared, you can begin your “Island Time” early. We’ll safely stow your gear and let you know as soon as your accommodations are ready.brbrbrbr* 3pm and 5pm - With the standard checkin ferry, we’ll move your crew and your gear to the island and help get you settled in.brbrbrbr*. Pre-arranged Special Ferry Service is available at other times for a $60 one-way fee during regular hours (between 8pm and 7am, the cost is $100 and a hot cup of coffee for the Boat Captain). We'll transport your gear and all your guests on this 10 minute private boat ride. brbrbrbrFREE PARKING: Park in our private parking area for free. Cart your gear to our shoreside dock to begin your Island Time journey.brbrbrbrInteraction with Guests:brbrKent, a Registered Maine Guide and Commercial Boat Operator, and our Island Support Crew are available if needed - either on the island or a text message away. brbrbrbrFrom dawn to dusk, the island common areas receive visitors from the surrounding community who want to hike, swim, explore, or take the rope swing for a ride! These are our neighbors, friends, and are our helpful security guards. At night, the island is quiet, peaceful, and restricted to overnight guests. Four (soon to be five) other sites are remotely located on the island and share some of the bathroom and shower facilities.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(4)

$234.57

/ Nightly
Private Vacation Home

Island Tent Overlook in Maine

Monmouth, Maine, United States

Summary:brbrLoon Point is a front-row seat to one of Maine’s most iconic performances. Perched above Annabessacook Lake with sweeping 270-degree views, this island tent overlook is serenaded daily by loons — calling across the water at dawn, echoing at dusk, and occasionally laughing you to sleep. It’s a stay shaped by their rhythms, where mornings begin with mist and music and evenings end with the lake settling into quiet loon conversation.brbrbrbrThe Space:brbrIsland prep is blissfully simple. Pack your clothes, favorite food, and drinks, and we’ll supply the rest. Loon Point features a comfy queen bed, cozy blankets, cooking gear, fresh drinking water, and a peaceful site that feels wonderfully remote without being inconvenient. Modern off-grid amenities include a nose-friendly compost toilet, hot outdoor shower (non-freezing seasons), solar lights, and a wood stove to keep things warm when the air turns crisp. It’s glamping that lets nature lead — loons included.brbrbrbrGetting here is part of the adventure, and we make it easy. Arrive by canoe, kayak, ferry, or your own boat, with free island transportation and parking included. Once settled, you’ll enjoy private access to Loon Point and shared access to the wider island: trails, hammocks, swimming spots, paddle gear, docks, and plenty of quiet places to listen for that unmistakable call drifting across the lake. Daytime visitors may pass through shared areas, as island tradition allows, but nights belong to overnight guests — and the loons.brbrbrbrLoon Point is pet-friendly for well-mannered pups, beloved by returning guests, and ideal for anyone craving a reset guided by water, wildlife, and sound instead of schedules. Come curious, pack light, and let the loons set the tone — they’ve been doing it longer than we have.brbrbrbrOUR FAQ:brbrbrbrHOW DO I GET TO THE ISLAND brbrEvery island adventure begins at our shoreside parking/dock area. From there, you've got options: Paddle, Ferry, or BYOBoat. See the details below for schedules, limitations, and FAQ. Know that we make island access for you, your crew, and your gear convenient, free, and part of your adventure.brbrbrbrRETURNING GUESTS: We appreciate folks who return year after year. If you've misplaced the Island Withdrawal Syndrome coupon code, remind us of your last stay and we'll send you a new one. We can't have you suffering from IWS, now can we! Also, if you are looking for an exception to our minimum night requirements, please reach out.brbrbrbrCOOKING OPTIONS: We make cooking is easy, so pack food, not gear. We supply: kitchen utensils, dishes, pots and pans, French press, coffee, tea, sugar, salt, pepper, and drinking water from our homestead well. You can cook on the propane grill and stove, or over an open fire. brbrbrbrFREE STUFF: Every Maine Island adventure includes: Free island transportation, camp chairs, unlimited firewood, lantern, fire starter, matches, canoe, kayak, or stand-up paddle boards with life vests and gear so you can explore Annabessacook Lake! On the island, there is a mile of walking paths, benches and emergency hammocks. This is FINE GLAMPING not hard camping - we do all the rustling for you.brbrbrbrDOGS ON VACAY: We're dog people and Loon Point is pet-friendly for most pups. We screen all four legged visitors right after the reservation is made so that every island visitor is safe and prepared. If you can answer YES to each of our screening questions, your pup will be approved: Does your dog get along with other pups and humans Is your dog’s history bite-free Are you willing to keep your pup on leash during your stay And, are you willing to be responsible for any damages your dog creates brbrbrbrIf there's a NO in there, DON'T WORRY! Check out our stay at Naughty Dog Island. It’s a private island with a log cabin where ANY dog - even unsociable ones - can be leash-free and worry-free. Our pet fees are $30/night per pet, which gets settled up after the reservation and screening are completed.brbrbrbrLOOKING FOR A SHORT STAY OR WANT A SUPER DEAL brbrSo that guests looking for longer stays have options, our minimum night stay requirements tend to start high early in the year and then drop by Summer. So if you've got a quick stay in mind and are surprised by our minimum night stay requirements, check back with us. The closer we get to an empty night, the more flexible we will be. brbrbrbrSame goes for our pricing: if you've got specific dates or stay in mind, book early for the sure thing. But if you're flexible on dates, flexible on which stay you want, and don't mind biting your nails while waiting for a price you like, then save the link and check back later. We have a first-come, first-served booking policy, but our pricing gets lower, the closer we are to an empty night.brbrbrbrGuest Access:brbrGuests enjoy exclusive access to Loon Point where they can enjoy privacy and shared access to 1 Big Sustainable Island.brbrbrbrThere's lots to do on 1 Big Sustainable Island and (as has been the tradition for generations in the neighborhood) visitors are encouraged to stop by (so expect some company from the neighborhood on the island during daylight -- after dark, however, the island is closed to the public). Activities in these shared areas include:brbrbrbrHiking or walking on more than a mile of trailsbrbrSwimmingbrbrCooking over an open firebrbrWatching the sunset from Sunset RockbrbrResting in hammocks sprinkled about the islandbrbrFishing off the dockbrbrCanoeing, Kayaking, and stand-up paddle boardingbrbrSauna lake plungingbrbrbrbrWe are happy to provide safe luggage storage so you can enjoy free early arrival or free late departure. Guests can take advantage of the shared areas and activities either before check in or after check out.brbrbrbrHOW PRIVATE IS THIS brbrEach of our eco-island stays is designed with privacy in mind. There are 5 (soon to be 6) stays on 1 Big Sustainable Island. Unless you go looking for neighbors, you probably won't know they are there. Every site has its own corner of the island. You might see folks in the public areas of the island (ie bathroom, boat rack, ferry ride, rope swing, and trails), but your sleeping and eating accommodations are private. Also know that our Island support team (if they're not already on island) is a text away, if you need help.brbrbrbrThe Neighborhood:brbrAnnabessacook Lake is our 1400 acre backyard of clear water, good fishing, and great neighbors. Whether they are year-round residents, summer vacationers, or visitors, most folks you'll meet will tell you that they have been coming here since they were a kid.brbrbrbrGetting Around:brbrGetting to the Island: You’ve got check in optionsbrbrbrbrCHECK IN YOURSELF by:brbrbrbr* Bringing your own boat or boat plane - we have a public boat launch, free parking for your rig at our place, and free island dock space for convenient boat tie-up.brbr* Paddling yourself - Take one of our canoes or kayaks and paddle the 30 minute trip across the lake to your stay. We can shuttle your gear on the next ferry if you want. Or, brbrbrbrCHECK IN WITH FERRY SERVICE:brbrbrbrFree ferry service to the island runs at:brbr* 9:45 Early Arrival - We’ll shuttle you to 1 Big Sustainable Island early and while your stay is being prepared, you can begin your “Island Time” early. We’ll safely stow your gear and let you know as soon as your accommodations are ready.brbrbrbr* 3pm and 5pm - With the standard check in ferry, we’ll move your crew and your gear to the island and help get you settled in for FREE.brbrbrbrPre-arranged Special Ferry Service is available at other times for a $60 one-way fee during regular hours (between 8pm and 7am, the cost is $100 and a hot cup of coffee for the Boat Captain). We'll transport your gear and all your guests on this 10 minute private boat ride. brbrbrbrFREE PARKING: Park in our private parking area for free. Cart your gear to our shoreside dock to begin your Island Time journey.brbrbrbrInteraction with Guests:brbrKent, a Registered Maine Guide and Commercial Boat Operator, and our Island Support Crew are available if needed - either on the island or a text message away.brbrbrbrFrom dawn to dusk, the island common areas are open to the public and receive visitors from the surrounding community who want to hike, swim, explore! These are our neighbors, friends, and are our security guards. At night, the island is quiet, peaceful, and restricted to overnight guests. Five other sites are remotely located on the island and share some of the bathroom and shower facilities.
Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps

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Exceptional(6)

$237.29

/ Nightly
Private Vacation Home

Island Aframe Adventure in Maine

Monmouth, Maine, United States

Summary:brbrThe Island A-Frame is a gentle reminder that enough really is enough. Enough comfort, enough nature, enough quiet, and enough adventure to leave you feeling full instead of fried. Tucked into a wooded corner of 1 Big Sustainable Island, this cozy A-frame invites you to slow down: sleep deeply, cook simple meals, sway in a hammock, warm yourself by the woodstove, and listen as loons and crackling fires take turns filling the air.brbrbrbrThe Space:brbrInside, the A-frame is thoughtfully simple and surprisingly complete. A queen bed in the loft, a futon below, and even an indoor hammock offer plenty of ways to rest and reset. You’ll find a nose-friendly compost toilet, hot shower (non-freezing seasons), unlimited firewood, and just enough battery-powered electricity to keep things easy without pulling you back into overdrive. It’s not roughing it — it’s right-sizing it.brbrbrbrGetting here is part of the adventure, and we make it easy. Arrive by paddle, ferry, or your own boat, with free parking and island transport included. Once settled, enjoy private access to the A-frame and shared access to the wider island: trails, swimming spots, hammocks, docks for fishing, and canoes, kayaks, and paddleboards ready to roam the lake. Daytime neighbors may pass through shared areas, as island tradition allows, but evenings are calm and reserved for overnight guests.brbrbrbrThe Island A-Frame is pet-friendly for well-mannered pups, welcoming to returning guests, and ideal for anyone craving a reset built around simplicity, warmth, and intention. Come curious, pack light, and discover how good it feels when you realize you already have… enough.brbrbrbrOUR FAQ:brbrbrbrHOW DO I GET TO THE ISLAND brbrEvery island adventure begins at our shoreside parking/dock area. From there, you've got options: Paddle, Ferry, or BYOBoat. See the details below for schedules, limitations, and FAQ. Know that we make island access for you, your crew, and your gear convenient, free, and part of your adventure.brbrbrbrRETURNING GUESTS: We appreciate folks who return year after year. If you've misplaced the Island Withdrawal Syndrome coupon code, remind us of your last stay and we'll send you a new one. We can't have you suffering from IWS, now can we! Also, if you are looking for an exception to minimum night requirements, please reach out.brbrbrbrCOOKING OPTIONS: We make cooking easy, so pack food, not gear. We supply: kitchen utensils, dishes, pots and pans, French press, coffee, tea, sugar, salt, pepper, and drinking water from our homestead well. You can cook on the propane grill and stove under the pavilion in the outdoor kitchen and picnic area. Or, you can cook over an open fire. brbrbrbrFREE STUFF: Every Maine Island adventure includes: camp chairs, unlimited firewood, lantern, fire starter, matches, canoe, kayak, and stand-up paddle board with life vests and gear. Explore Annabessacook Lake! On the island there is a mile of walking paths, benches and hammocks.brbrbrbrDOGS ON VACAY: We're dog people and the Aframe Acorn Abode is pet-friendly for most pups. We screen all four legged visitors right after the reservation is made so that every island visitor is safe and prepared. If you can answer YES to each of our screening questions, your pup will be approved: Does your dog get along with other pups and humans Is your dog’s history bite-free Are you willing to keep your pup on leash during your stay And, are you willing to be responsible for any damages your dog creates brbrbrbrIf there's a NO in there, DON'T WORRY! Check out our stay at Naughty Dog Island. It’s a private island with a log cabin where ANY dog - even unsociable ones - can be leash-free and worry-free. Our pet fees are $30/night per pet, which gets settled up after the reservation and screening are completed.brbrbrbrLOOKING FOR A SHORT STAY OR WANT A SUPER DEAL So that guests looking for longer stays have options, our minimum night stay requirements tend to start high early in the year and then drop by Summer. So if you've got a quick stay in mind and are surprised by our minimum night stay requirements, check back with us. The closer we get to an empty night, the more flexible we will be. brbrbrbrSame goes for our pricing: if you've got specific dates or stay in mind, book early for the sure thing. But if you're flexible on dates, flexible on which stay you want, and don't mind biting your nails while waiting for a price you like, then save the link and check back. We have a first-come, first-served booking policy, but our pricing gets lower, the closer we are to an empty night.brbrbrbrGuest Access:brbrGuests enjoy exclusive access to the Aframe where they can enjoy privacy and shared access to 1 Big Sustainable Island.brbrbrbrThere's lots to do on 1 Big Sustainable Island and (as has been the tradition for generations in the neighborhood) visitors are encouraged to stop by (so expect some company from the neighborhood on the island during daylight -- after dark, however, the island is closed to the public). Activities in these shared areas include:brbrbrbrHiking or walking on more than a mile of trailsbrbrSwimmingbrbrCooking over an open firebrbrWatching the sunset from Sunset RockbrbrResting in one of the hammocks sprinkled about the islandbrbrFishing off the dockbrbrCanoeing, kayaking, and stand-up paddle boardingbrbrSauna lake plungingbrbrbrbrWe are happy to provide safe luggage storage so you can enjoy free early arrival or free late departure. Guests can take advantage of the shared areas and activities either before check in or after check out.brbrbrbrHOW PRIVATE IS THIS brbrEach of our eco-island stays is designed with privacy in mind. There are 5 (soon to be 6) stays on 1 Big Sustainable Island. Unless you go looking for neighbors, you probably wouldn't know they are there. Every site has its own corner of the island. You might find folks in the public areas of the island (ie bathroom, boat rack, ferry ride, and trails), but your sleeping and eating accommodations are private. Also know that our Island support team (if they're not already on island) they're a text away, if you need help.brbrbrbrThe Neighborhood:brbrAnnabessacook Lake is our 1400 acre backyard of clear water, good fishing, and great neighbors. Whether they are year-round residents, summer vacationers, or visitors, most folks you'll meet will tell you that they have been coming here since they were a kid.brbrbrbrGetting Around:brbrGetting to the Island: You’ve got check in optionsbrbrbrbrCHECK IN YOURSELF by:brbrbrbr* Bringing your own boat or boat plane - we have a public boat launch, free parking for your rig at our place, and free island dock space available.brbr* Paddling yourself - Take one of our canoes or kayaks and paddle the 30 minute trip across the lake to your stay. We can shuttle your gear on the next ferry if you want. Or, brbrbrbrCHECK IN WITH FERRY SERVICE:brbrbrbrFree ferry service to the island runs at:brbr* 9:45 Early Arrival - We’ll shuttle you to 1 Big Sustainable Island early and while your stay is being prepared, you can begin your “Island Time” early. We’ll safely stow your gear and let you know as soon as your accommodations are ready.brbrbrbr* 3pm and 5pm - With the standard check in ferry, we’ll move your crew and your gear to the island and help get you settled in.brbrbrbrPre-arranged Special Ferry Service is available at other times for a $60 one-way fee during regular hours (between 8pm and 7am, the cost is $100 and a hot cup of coffee for the Boat Captain). We'll transport your gear and all your guests on this 10 minute private boat ride. brbrbrbrFREE PARKING: Park in our private parking area for free. Cart your gear to our shoreside dock to begin your Island Time journey.brbrbrbrInteraction with Guests:brbrKent, a Registered Maine Guide and Commercial Boat Operator, and our Island Support Crew are available if needed - either on the island or a text message away. brbrbrbrFrom dawn to dusk, the island common areas receive visitors from the surrounding community who want to hike, swim, explore! These are our neighbors, friends, and are our security guards. At night, the island is quiet, peaceful, and restricted to overnight guests. Four (soon to be five) other sites are remotely located on the island and share some of the bathroom and shower facilities.
Bed 1

Bed

Bath 2

Bath

Sleep 5

Sleeps

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Exceptional(3)

$203.02

/ Nightly
Private Vacation Home

Hammock Haven Island Dome

Monmouth, Maine, United States

Summary:brbrHammock Haven is tuned to Nature’s soundtrack — loons calling at dusk, water lapping beneath the dock, wind moving through the trees, and the occasional splash from someone giving in to the lake. From your island dome, you’ll fall asleep to these rhythms and wake as light skims across Annabessacook Lake. Days unfold to a steady beat: cooking simple meals, drifting in hammocks just above the water, paddling the shoreline, and wandering the wooded trails of our 14-acre island. No headphones required.brbrbrbrThe Space:brbrGetting settled is easy and intentionally uncomplicated. Bring a cooler of food and drinks, a few vacation clothes, and curiosity — we supply the rest. Hammock Haven includes a comfy queen bed, extra blankets, a wood stove with unlimited firewood, and thoughtfully designed off-grid comforts like a nose-friendly compost toilet and hot outdoor shower (non-freezing seasons). Electricity is limited on purpose, so the natural sounds get top billing. This is fine glamping, not rough camping.brbrbrbrGetting here is part of the experience, and we make it smooth. Arrive by canoe, kayak, ferry, or your own boat, with free island transportation and parking included. You’ll have private access to Hammock Haven and shared access to the rest of the island — trails, docks, hammocks, swim spots, paddle gear, and sunset perches. Daytime visitors may pass through shared areas, as island tradition allows, but when evening settles in, the island quiet takes over.brbrbrbrHammock Haven is pet-friendly for well-mannered pups, beloved by returning guests, and perfect for anyone craving a reset guided by wind, water, and wildlife instead of notifications. Pack light, listen closely, and let nature handle the playlist.brbrbrbrOUR FAQ:brbrbrbrHOW DO I GET TO THE ISLAND Every island adventure begins at our shoreside parking/dock area. From there, you've got options: Paddle, Ferry, or BYOBoat. See the details below for schedules, limitations, and FAQ. Know that we make island access for you, your crew, and your gear convenient, free, and part of your adventure.brbrbrbrRETURNING GUESTS: We appreciate folks who return year after year. If you've misplaced the Island Withdrawal Syndrome coupon code, remind us of your last stay and we'll send you a new one. We can't have you suffering from IWS, now can we! Also, if you are looking for an exception to minimum night requirements, please reach out.brbrbrbrCOOKING OPTIONS: We make cooking easy, so pack food, not gear. We supply: kitchen utensils, dishes, pots and pans, French press, coffee, tea, sugar, salt, pepper, and drinking water from our homestead well. You can cook on the propane grill and stove or over an open fire.brbrbrbrFREE STUFF: Every Maine Island adventure includes: FREE island transportation, camp chairs, unlimited firewood, lantern, fire starter, matches, canoe, kayak, or stand-up paddle board with life vests and gear. Explore Annabessacook Lake! On the island there is a rope swing, a mile of walking paths, benches and hammocks. This is FINE GLAMPING not hard camping - we do all the rustling for you.brbrbrbrDOGS ON VACAY: We're dog people and Hemlock Haven is pet-friendly for most pups. We screen all four legged visitors right after the reservation is made so that every island visitor is safe and prepared. If you can answer YES to each of our screening questions, your pup will be approved: Does your dog get along with other pups and humans Is your dog’s history bite-free Are you willing to keep your pup on leash during your stay And, are you willing to be responsible for any damages your dog creates brbrbrbrIf there's a NO in there, DON'T WORRY! Check out our stay at Naughty Dog Island. It’s a private island with a log cabin where ANY dog - even unsociable ones - can be leash-free and worry-free. Our pet fees are $30/night per pet, which gets settled up after the reservation and screening are completed.brbrbrbrLOOKING FOR A SHORT STAY OR WANT A SUPER DEAL So that guests looking for longer stays have options, our minimum night stay requirements tend to start high early in the year and then drop by Summer. So if you've got a quick stay in mind and are surprised by our minimum night stay requirements, check back with us. The closer we get to an empty night, the more flexible we will be. brbrbrbrSame goes for our pricing: if you've got specific dates or stay in mind, book early for the sure thing. But if you're flexible on dates, flexible on which stay you want, and don't mind biting your nails while waiting for a price you like, then save the link and check back. We have a first-come, first-served booking policy, but our pricing gets lower, the closer we are to an empty night.brbrbrbrCAN'T FIND THE DATES YOU'RE LOOKING FOR Check out all seven (soon to be eight) of our Maine Island eco-retreat listings at 1 Big Sustainable Island.brbrbrbrGuest Access:brbrGuests enjoy exclusive access to Hammock Haven where they can enjoy privacy and shared access to 1 Big Sustainable Island.brbrbrbrThere's lots to do on 1 Big Sustainable Island and (as has been the tradition for generations in the neighborhood) visitors are encouraged to stop by (so expect some company from the neighborhood on the island during daylight -- after dark, however, the island is closed to the public). Activities in these shared areas include:brbrbrbrHiking or walking on more than a mile of trailsbrbrSwimmingbrbrCooking over an open firebrbrWatching the sunset from Sunset RockbrbrResting in one of the hammocks sprinkled about the islandbrbrFishing off the dockbrbrCanoeing, kayaking, and stand-up paddle boardingbrbrSauna lake plungingbrbrbrbrWe are happy to provide safe luggage storage so you can enjoy free early arrival or free late departure. Guests can take advantage of the shared areas and activities either before check in or after check out.brbrbrbrHOW PRIVATE IS THIS brbrEach of our eco-island stays is designed with privacy in mind. There are 6 stays on 1 Big Sustainable Island. Unless you go looking for neighbors, you probably won't know they are there. Every site has its own corner of the island. You might see folks in the public areas of the island (ie bathroom, boat rack, ferry ride, rope swing, and trails), but your sleeping and eating accommodations are private. Also know that our Island support team (if they're not already on island) is a text away, if you need help.brbrbrbrThe Neighborhood:brbrAnnabessacook Lake is our 1400 acre backyard of clear water, good fishing, and great neighbors. Whether they are year-round residents, summer vacationers, or visitors, most folks you'll meet will tell you that they have been coming here since they were a kid.brbrbrbrGetting Around:brbrGetting to the Island: You’ve got check in optionsbrbrbrbrCHECK IN YOURSELF by:brbrbrbr* Bringing your own boat or boat plane - we have a public boat launch, free parking for your rig at our place, and free island dock space for convenient boat tie-up.brbr* Paddling yourself - Take one of our canoes or kayaks and paddle the 30 minute trip across the lake to your stay. We can shuttle your gear on the next ferry if you want. Or, brbrbrbrCHECK IN WITH FERRY SERVICE:brbrbrbrFree ferry service to the island runs at:brbr* 9:45 Early Arrival - We’ll shuttle you to 1 Big Sustainable Island early and while your stay is being prepared, you can begin your “Island Time” early. We’ll safely stow your gear and let you know as soon as your accommodations are ready.brbrbrbr* 3pm and 5pm - With the standard check in ferry, we’ll move your crew and your gear to the island and help get you settled in.brbrbrbrPre-arranged Special Ferry Service is available at other times for a $60 one-way fee during regular hours (between 8pm and 7am, the cost is $100 and a hot cup of coffee for the Boat Captain). We'll transport your gear and all your guests on this 10 minute private boat ride. brbrbrbrFREE PARKING: Park in our private parking area for free. Cart your gear to our shoreside dock to begin your Island Time journey.brbrbrbrInteraction with Guests:brbrKent, a Registered Maine Guide and Commercial Boat Operator, and our Island Reset Crew are available if needed - either on the island or a text message away.brbrbrbrFrom dawn to dusk, the island common areas receive visitors from the surrounding community who want to hike, swim, explore, or take the rope swing for a ride! These are our neighbors, friends, and are our helpful security guards. At night, the island is quiet, peaceful, and restricted to overnight guests. Four (soon to be five) other sites are remotely located on the island and share some of the bathroom and shower facilities.
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Bath 1

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Sleep 3

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$685.57

/ Nightly
Private Vacation Home

Sunfish Cove is the perfect year round getaway.

Monmouth, Maine, United States

Welcome to Sunfish Cove, where the sunrise greets you in the morning as it beams over Sand Pond. This perfect year round getaway offers Summer fun in the water, amazing Fall colors and lots of opportunities to play in the snow & on the ice over the Winter months, making this a great destination for your year round adventures.brAs an extended generational family ourselves, Sunfish Cove is designed to meet the needs of 2-3 families. A wonderful location for a reunion or a gathering of friends looking to spend time together. Adults and children will all enjoy everything this home has to offer.brRelaxation, peace, and let’s not forget overwhelming fun, will take over as you enjoy the generous 300’ of water frontage with a dock for easy access. There is a second dock to additional frontage on a shallow cove. brSand Pond connects to 3 other ponds with a total of 6 miles in length to paddle and for boating. Enjoy swimming, fishing, and kayaking just a few steps from your front door facing the lake. A patio with a gas grill, picnic tables, and fire pit are located just through the walk out ground floor recreation room.brWith just under 3000 square feet of floor space, this quintessential Maine home offers water views from nearly every room and has been updated to provide you added comfort.brOur favorite spot in the house is the enclosed porch with walls of windows that surround the home on three sides to ensure the weather never rains out your lakeside adventure. The spacious main living area has a large screen Smart TV, lots of comfortable seating and a river stone fireplace original to the charming 1920’s home. The dining room boasts a large table with bench seating that has a history going back to the original lake cottage. The remodeled, fully equipped kitchen has all new appliances and features walnut butcher block countertops, a large stainless sink, gas range, microwave, refrigerator/freezer with ice maker, dishwasher, toaster, Keurig coffee maker, and blender. The large island provides ample prep space, as well as, a wonderful place to gather around while preparing a meal.brMultiple powerful ceiling fans and a waterfront breeze keep the area comfortable in any weather. There are four bedrooms, 3 on the upstairs level, 1 on the ground floor level, and a futon in the family room. There is also a remodeled She Shed/Bunk House that can sleep an additional two for summer only “Glamping” (glamorous camping). brAll outdoor spaces have generous seating. The dock provides a swim ladder and there are multiple kayaks, a paddle boat and plenty of floating tubes to ensure summer time fun on the water. For more outdoor fun, provided is corn hole, badminton and other fun yard games. brThe game room is located on the walkout ground floor level, ensuring that the night owls wanting to stay up late and play don't disturb the early to bed crowd. A Smart TV, as well as, a ping pong table and foosball table round out this large space made to entertain. A refrigerator and microwave round out this great party space.brAmenities include linens and towels, washer/dryer, gas grill, Smart TV's, and wireless internet.brThis Private location is just minutes from I-95, There is an 18 hole golf course only 4 miles away. LL Bean, outlet stores and specialty shopping only 40 minutes away. Visit Portland for sightseeing, great restaurants, or take a lobster boat tour and catch your own lobsters.brParking is available for eight vehicles. Yard space is perfect for a game of catch, bocce, badminton corn-hole or other lawn sports. A large shed is available for storage of fishing gear, or whatever other toys you want to bring.brPlease excuse the appearance of the downstairs recreation room as it is currently being renovated. The downstairs bathroom renovations have been completed.
Bed 4

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Bath 2

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Sleep 14

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$248.48

/ Nightly
Cottage

Charming Cottage 2 bedroom, AC, loft, deck screened porch, Lake View in Monmouth

Monmouth, Maine, United States

More Photos coming soon once we open up for the summer season. (inquire for small pixle photos that did not meet the VRBO mins.)brbrExperience Lake Vacationing in Monmouth like a local in this private 2-bedroom + loft cottage with lake access, views and kyaks. The perfect spot for and extended family vacation, it features a renovated kitchen, queen bed, twin bunk beds, and a full bed in the loft to comfortably accommodate guests. Convenient to see the Maine Attractions as most are within a short 1-2hr drive. The cottage offers a soothing atmosphere where guests can relax after a day of exploring. Whether you’re unwinding indoors or enjoying the peaceful surroundings, this fantastic retreat makes every moment enjoyable. Our place will help you feel at home while you're traveling in Monmouth.brbrCottage has views and access to Lake Cochnawoggen, and is on a 2 acre lot, with a handful of surrounding cottages in the area, so you are not totally remote. Connect to the large screen smart TV your cell phone hot spot at the end of the day, or work remotely as needed as cell phone coverage is excellent. When the rain starts, you can still enjoy the outdoors as there is a large screened in porch off the master bedroom with views of the lake through the trees.brbrAsk about extend stay discounted rates. Cottage is perfect for writers/authors looking to get away in a quite place while invoke their creativity after resting and relaxing.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(9)

$283.63

/ Nightly
Private Vacation Home

Island Tree House Glamping

Monmouth, Maine, United States

Summary:brbrRest easy in the Oaktagon Tree House of 1 Big Sustainable Island. This off-the-grid unique home is perched on a 14 acre island 1/2 mile from shore on Lake Annabessacook. The 900 sq. ft. octagonal home, built around a live Red Oak tree, is designed to make your stay comfortable in the midst of the forest canopy. Every treehouse island adventure includes enjoying the sights and sounds of Maine's natural beauty from a canoe or kayak: fresh air, clean water, and the songs of the loons. brbrServing the naturally curious since 2015.brbrbrbrThe Space:brbrInside, the Oaktagon balances wonder with comfort. Cedar-scented air, a cathedral ceiling, and sunlight filtering through the canopy make the space feel both grounded and magical. There’s a queen bed in the loft, convertible futons below, an indoor hammock you can clip right to the tree, and a small woodstove that turns cool evenings into cozy ones. Electricity is intentionally limited, plumbing is eco-thoughtful, lighting is solar, and everything you need is here — which is exactly the point.brbrbrbrGetting here is part of the adventure, and we make it easy. Arrive by paddle, ferry, or your own boat, with free parking and island transportation included. Once settled, enjoy private access to the Oaktagon and shared access to the wider island: trails, hammocks, docks, swimming spots, fishing, fire pits, and canoes or kayaks ready to explore Annabessacook Lake. Daytime neighbors may wander through shared areas, as island tradition allows, but evenings are quiet and reserved for overnight guests.brbrbrbrThe Oaktagon is pet-friendly for well-mannered pups, welcoming to families and groups, and ideal for anyone craving a reset rooted in life among the leaves. Come curious, pack light, and settle into canopy living — where the trees do the talking and the island takes care of the rest.brbrbrbrOUR FAQ;brbrbrbrHOW DO I GET TO THE ISLAND brbrEvery island adventure begins at our shoreside parking/dock area. From there, you've got options: Paddle, Ferry, or BYOBoat. See the details below for schedules, limitations, and FAQ. Know that we make island access for you, your crew, and your gear convenient, free, and part of your adventure.brbrbrbrRETURNING GUESTS: We appreciate folks who return year after year. If you've misplaced the Island Withdrawal Syndrome coupon code, remind us of your last stay and we'll send you a new one. We can't have you suffering from IWS, now can we! Also, if you are looking for an exception to minimum night requirements, please reach out.brbrbrbrCOOKING OPTIONS: We make cooking easy, so pack heavy on food, but light on gear. A compact and complete kitchen has all the cooking utensils you will need to prepare meals -- just bring a cooler with your favorite food and we'll provide the kitchen to get the food prep and serving done. We supply: kitchen utensils, dishes, pots and pans, French press, coffee, tea, sugar, salt, pepper, and drinking water from our homestead well. You also can cook on the gas grill and stove on the back porch or the kitchen stove inside.brbrbrbrA small indoor 1/2 bath adds modern convenience to the experience. It is equipped with a composting toilet and hand sink. Take a hot shower (available during the non-freezing season) in a separate, shared building a few steps down the path.brbrbrbrWarm your hands and feet in front of the small woodstove - kindling, and infinite firewood come with the accommodations. (You can't visit Maine without at least seeing a woodstove!). Use it for cooking, creating some ambiance, or just taking the chill off a cool evening breeze.brbrbrbrSleep soundly in the queen size comfy bed in the sleeping loft that is made up with extra blankets and a comforter. Two futon couches convert to a queen size and a full size bed in the living room. Another lounging option is to linger in the indoor hammock that you can attach to the tree in the living room. Island life is barely roughing it, even though there is no grid-electricity and running water.brbrbrbrOUTSIDE THE OAKTAGON:brbrThe large deck looks into the canopy and down to the dock. It is perfect for grilling and enjoying an outdoor meal, bird watching, and having a firefly counting contest. There is also an outdoor fire pit, complete with plenty of free firewood to enjoy a fire while enjoying an evening breeze.brbrbrbrThe Oaktagon comes equipped with a few fishing poles and a small tackle box with an assortment of jigs, flies, and line. You are welcome to use them -- just be sure to get a fishing permit before you do so you can be on the right side of Maine's fishing laws. Annabessacook is known as a world class bass fishery -- we don't even have to stock 'em -- it's that good!brbrbrbrFREE STUFF: Every Maine Island adventure includes: Free island transportation, camp chairs, unlimited firewood, lantern, fire starter, matches, canoe or kayaks with life vests and gear. Explore Annabessacook Lake! On the island there is a rope swing, a mile of walking paths, benches and hammocks.brbrbrbrDOGS ON VACAY: We're dog people and the Oaktagon is pet-friendly for most pups. We screen all four legged visitors right after the reservation is made so that every island visitor is safe and prepared. If you can answer YES to each of our screening questions, your pup will be approved: Does your dog get along with other pups and humans Is your dog’s history bite-free Are you willing to keep your pup on leash during your stay And, are you willing to be responsible for any damages your dog creates brbrbrbrIf there's a NO in there, DON'T WORRY! Check out our stay at Naughty Dog Island. It’s a private island with a log cabin where ANY dog - even unsociable ones - can be leash-free and worry-free. Our pet fees are $30/night per pet, which gets settled up after the reservation and screening are completed.brbrbrbrLOOKING FOR A SHORT STAY OR WANT A SUPER DEAL brbrSo that guests looking for longer stays have options, our minimum night stay requirements tend to start high early in the year and then drop by Summer. So if you've got a quick stay in mind and are surprised by our minimum night stay requirements, check back with us. The closer we get to an empty night, the more flexible we will be. brbrbrbrSame goes for our pricing: if you've got specific dates or stay in mind, book early for the sure thing. But if you're flexible on dates, flexible on which stay you want, and don't mind biting your nails while waiting for a price you like, then save the link and check back. We have a first-come, first-served booking policy, but our pricing gets lower, the closer we are to an empty night.brbrbrbrGuest Access:brbrGuests enjoy exclusive access to the Oaktagon Tree House where they can enjoy privacy and shared access to 1 Big Sustainable Island.brbrbrbrThere's lots to do on 1 Big Sustainable Island and (as has been the tradition for generations in the neighborhood) visitors are encouraged to stop by (so expect some company from the neighborhood on the island during daylight -- after dark, however, the island is closed to the public). Activities in these shared areas include:brbrbrbrHiking or walking on more than a mile of trailsbrbrSwimmingbrbrCooking over an open firebrbrWatching the sunset from Sunset RockbrbrResting in one of the hammocks sprinkled about the islandbrbrFishing off the dockbrbrCanoeing, Kayaking, and stand-up paddle boardingbrbrSauna lake plunging.brbrbrbrWe are happy to provide safe luggage storage so you can enjoy free early arrival or free late departure. Guests can take advantage of the shared areas and activities either before check in or after check out.brbrbrbrHOW PRIVATE IS THIS brbrEach of our eco-island stays is designed with privacy in mind. There are 5 (soon to be 6) stays on 1 Big Sustainable Island. Unless you go looking for neighbors, you probably wouldn't know they are there. Every site has its own corner of the island. You might find folks in the public areas of the island (ie bathroom, boat rack, ferry ride, rope swing, and trails), but your sleeping and eating accommodations are private. Also know that our Island support team (if they're not already on island) they're a text away, if you need help.brbrbrbrThe Neighborhood:brbrAnnabessacook Lake is our 1400 acre backyard of clear water, good fishing, and great neighbors. Whether they are year-round residents, summer vacationers, or visitors, most folks you'll meet will tell you that they have been coming here since they were a kid.brbrbrbrGetting Around:brbrGetting to the Island: You’ve got check in optionsbrbrbrbrCHECK IN YOURSELF by:brbr* Bringing your own boat or boat plane - we have a public boat launch, free parking for your rig at our place, and free island dock space available for convenient boat tie-up.brbr* Paddling yourself - Take one of our canoes or kayaks and paddle the 30 minute trip across the lake to your stay. We can shuttle your gear on the next ferry if you want. Or, brbrbrbrCHECK IN WITH FERRY SERVICE:brbrFree ferry service to the island runs at:brbr* 9:45 Early Arrival - We’ll shuttle you to 1 Big Sustainable Island early and while your stay is being prepared, you can begin your “Island Time” early. We’ll safely stow your gear and let you know as soon as your accommodations are ready.brbrbrbr* 3pm and 5pm - With the standard check in ferry, we’ll move your crew and your gear to the island and help get you settled in.brbrbrbrPre-arranged Special Ferry Service is available at other times for a $60 one-way fee during regular hours (between 8pm and 7am, the cost is $100 and a hot cup of coffee for the Boat Captain). We'll transport your gear and all your guests on this 10 minute private boat ride. brbrbrbrFREE PARKING: Park in our private parking area for free. Cart your gear to our shoreside dock to begin your Island Time journey.
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Bath 1

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Sleep 8

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Exceptional(12)

$519.93

/ Nightly
Private Vacation Home

Naughty Dog Private Island Log Cabin

Monmouth, Maine, United States

Summary:brbrNaughty Dog Island is what happens when island time meets unapologetic canine freedom. This is a private island log cabin where you and your pup can truly be away away — no leashes once you arrive, no neighbors, no schedules worth keeping. Just you, your dog(s), and a 1,400-acre lake that becomes your shared backyard. If your dog has ever dreamed of running the show, this is their moment.brbrbrbrThe Space:brbrLife here is simple, cozy, and intentionally off-grid. The rustic cabin offers a warm woodstove, solar lighting, an indoor, nose-friendly composting toilet, and a private outdoor hot shower (non-freezing seasons). Days unfold however you like: swimming off the dock, paddling the lake, fishing world-class bass waters, hammock hopping, or doing absolutely nothing while loons call and eagles circle overhead. It’s glamping with personality — relaxed, a little quirky, and wonderfully unbothered.brbrbrbrGetting to Naughty Dog Island is easy and part of the adventure. Arrive by paddle, ferry, or your own boat, with free parking and island transport included. Once settled, you and your pack have exclusive access to the entire island. If curiosity strikes, you’re also welcome to paddle over to 1 Big Sustainable Island during daylight hours to explore trails, rope swings, saunas, and shared spaces.brbrbrbrNaughty Dog Island is designed for dogs of all personalities, including the delightfully unsociable. We screen pups for safe transport, then hand the island over to them leash-free and judgment-free. If you’re craving deep quiet, goofy joy, and a place where dogs don’t have to behave like humans, this is island time done right — muddy paws, wagging tails, and all.brbrbrbrOUR FAQ:brbrbrbrCOOKING: We make cooking easy: Pack heavy on food, light on gear. We supply: kitchen utensils, dishes, pots and pans, French press, coffee, tea, sugar, salt, pepper, and drinking water from our homestead well. You can cook on the propane grill and stove, or over an open fire. Naughty Dog Island adventures involve minimal visitor preparation because this is GLAMPING: bring lots of food, vacay clothes, and your pup. We'll take it from there.brbrbrbrHOW DO I GET TO THE ISLAND brbrEvery island adventure begins at our shoreside parking/dock area. From there, you've got options: Paddle, Ferry, or BYOBoat. See the details below for schedules, limitations, and FAQ. Know that we make island access for you, your crew, and your gear convenient, free, and part of your adventure.brbrbrbrRETURNING GUESTS: We appreciate folks who return year after year. If you've misplaced the Island Withdrawal Syndrome coupon code, remind us of your last stay and we'll send you a new one. We can't have you suffering from IWS, now can we! Also, if you are looking for an exception to minimum night requirements, please reach out.brbrbrbrFREE STUFF: Every Maine Island adventure includes: FREE island transportation, camp chairs, unlimited firewood, lantern, fire starter, matches, canoe or kayaks with life vests and gear. Explore Annabessacook Lake! brbrbrbrDOGS ON VACAY: We're dog people and Naughty Dog Island is pet-friendly for all pups. We screen all four legged visitors right after the reservation is made so that every island visitor and ferry passenger is safe and prepared. The process has the following questions: Does your dog get along with other pups and humans Is your dog’s history bite-free Are you willing to keep your pup on leash during your trip out And, are you willing to be responsible for any damages your dog creates brbrbrbrIf there's a NO in there, DON'T WORRY! Because Naughty Dog Island is a private island, ANY dog - even unsociable ones - can be leash-free and worry-free. We just need to know about our four-legged challenges on the ferry-ride. Our pet fees are $30/night per pet, which gets settled up after the reservation and screening are completed.brbrbrbrLOOKING FOR A SHORT STAY OR WANT A SUPER DEAL So that guests looking for longer stays have options, our minimum night stay requirements tend to start high early in the year and then drop by Summer. So if you've got a quick stay in mind and are surprised by our minimum night stay requirements, check back with us. The closer we get to an empty night, the more flexible we will be. brbrbrbrSame goes for our pricing: if you've got specific dates or stay in mind, book early for the sure thing. But if you're flexible on dates, flexible on which stay you want, and don't mind biting your nails while waiting for a price you like, then save the link and check back. We have a first-come, first-served booking policy, but our pricing gets lower, the closer we are to an empty night.brbrbrbrGuest Access:brbrGuests enjoy private and exclusive access to the entire Naughty Dog Island.brbrbrbrYou are also invited to explore the shared areas of 1 Big Sustainable Island from sunrise to sunset, a 1/2 mile paddle from Naughty Dog Island. You're welcome to take the early arrival ferry there, explore during the day, and check in at the appointed time. Or, you can paddle over on your own schedule.brbrbrbrACTIVITIES:brbrThere's lots to do on 1 Big Sustainable Island and (as has been the tradition for generations in the neighborhood) visitors are encouraged to stop by (so you might have some company from the neighborhood on the island during daylight -- after dark, however, the island is closed to the public). Activities in these shared areas include:brbrbrbrHiking or walking on more than a mile of trailsbrbrSwimmingbrbrWatching the sunset from Sunset RockbrbrResting in one of the hammocks sprinkled about the islandbrbrFishing off the dockbrbrCanoeing, kayaking, and stand-up paddle boardingbrbrSauna lake plungingbrbrbrbrWe are happy to provide safe luggage storage so you can enjoy free early arrival or free late departure. Guests can take advantage of the shared areas and activities either before check in or after check out.brbrbrbrThe Neighborhood:brbrAnnabessacook Lake is our 1400 acre backyard of clear water, good fishing, and great neighbors. Whether they are year-round residents, summer vacationers, or visitors, most folks you'll meet will tell you that they have been coming here since they were a kid.brbrbrbrGetting Around:brbrGetting to the Island: You’ve got check in optionsbrbrbrbrCHECK IN YOURSELF by:brbr* Bringing your own boat or boat plane - we have a public boat launch, free parking for your rig at our place, and free island dock space for convenient boat tie-up.brbr* Paddling yourself - Take one of our canoes or kayaks and paddle the 30 minute trip across the lake to your stay. We can shuttle your gear on the next ferry if you want. Or, brbrbrbrCHECK IN WITH FERRY SERVICE:brbrFree ferry service to the island runs at:brbr* 9:45 Early Arrival - We’ll shuttle you to 1 Big Sustainable Island early and while your stay is being prepared, you can begin your “Island Time” early. We’ll safely stow your gear and let you know as soon as your accommodations are ready.brbrbrbr* 3pm and 5pm - With the standard check in ferry, we’ll move your crew and your gear to the island and help get you settled in.brbrbrbrPre-arranged Special Ferry Service is available at other times for a $60 one-way fee during regular hours (between 8pm and 7am, the cost is $100 and a hot cup of coffee for the Boat Captain). We'll transport your gear and all your guests on this 10 minute private boat ride. brbrbrbrFREE PARKING: Park in our private parking area for free. Cart your gear to our shoreside dock to begin your Island Time journey.brbrbrbrInteraction with Guests:brbrKent, a Registered Maine Guide and Commercial Boat Operator, and our Island Support Crew are available if needed - a text message away. Otherwise, the island will be all yours.
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Exceptional(37)

$265.19

/ Nightly
Private Vacation Home

LATE SUMMER SPECIAL - WEEK OF 8/30 OPEN, AS WELL AS ALL SEPT - 25% OFF

Monmouth, Maine, United States

TIME TO ENJOY MAINE IN LATE SUMMER, A GREAT TIME OF YEAR WHERE THE KIDS ARE BACK TO SCHOOL, THE LAKE IS QUIETER, DAYS ARE STILL WARM, MAINE IS LESS CROWDED AND STILL OPEN, AND THE LOONS ARE STILL HERE! brbrTHE LOON'S NEST IS RENTED ON A WEEKLY BASIS - SUNDAY TO SUNDAY. OUR LATE SUMMER SPECIAL RATE IS NOW $1600 A WEEK - A 25% DISCOUNT. brbrThe “Loon’s Nest” is a three-bedroom, year-round home on a sloping lawn to the water’s edge. WI-FI, basic cable and high-speed internet and bring your own Roku device if you want more. Also bring your favorite CDs for the Bose sound system and crank out the hits. brbrIn addition to the three bedrooms, the house also has two single beds in separate rooms - ideal for the kids or someone who snores. We are pet friendly with pre-approval but do charge a $200 pet fee and expect no trace left behind - inside and out. The location is 20 minutes from the state capital of Augusta, on the Winthrop-Monmouth town lines. The first floor features a full kitchen, living room with basic cable TV and open dining area with a cathedral ceiling where you can enjoy your morning coffee and watch the sun rise over the lake or sip an evening glass of wine and look at the moon over 'Big Island'. Two bedrooms on the first floor - both with queen beds, and a single bed in the laundry room. brbrOn the second floor is the third bedroom with queen, and a reading nook with a single bed - complete with dozens of books (children and adults). brbrThe first-floor bathroom features a large tub and separate shower. The first-floor laundry room has a washer and dryer, iron and ironing board and a single bed. brbrThe 100 feet of deep-water shore frontage features a dock for fishing, swimming, sunning or listening to the loons. Two kayaks, an aluminum rowboat and an old fashioned large inner tube also await you at water’s edge. You are also welcomed to bring your boat and launch it from the new state-owned boat ramp. At night, start a campfire in the lakeside fire pit with plenty of firewood provided, roast marshmallows, sip a glass of wine, watch the glow of the fire, listen to the loons, and reflect on the day and start planning the next. brbrThree-mile long Annabessacook Lake has a state-built, boat-launching ramp that opened in the fall of '22 along Holmes Road. The lake is full of bass, some giant pickerel and pike, and plenty of perch and sunfish for the kids. Some +30-inch-long pike were caught during recent summers by renters. Several pairs of loons live on the lake and their beautifully haunting call can be heard day and night. In addition, eagles, ospreys, and cranes also reside on the lake and wild turkeys live in the nearby woods and occasionally visit.brbrThe “Loon’s Nest” is 3 miles from downtown Winthrop, with small-town shopping, and a large grocery store and drug store; 4 miles from the town center of Monmouth with its renowned summer theater; five miles from the nearest golf course; 15 miles from the state capital of Augusta with its shopping, cinemas, restaurants and just over an hour drive to the coast (Rockland, Camden, Damariscotta, Wiscasset, Bath, Brunswick, and LL Bean and the outlets of Freeport. brbrKeywords: Lakefront Year-round House
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Bath 1

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Exceptional(3)

$1526.0

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Country House

Designer 5-bedroom farmhouse with private lake access in Monmouth Maine.

Monmouth, Maine, United States

Consider this farmhouse your home away from home while you visit Monmouth. This lovely property boasts 4 bedrooms, plus a flexible loft space. Bedrooms can easily accomodate 11 people and include a king, queen, full, and 3 twin beds, plus daybed with trundle in the loft --perfect for families or groups of friends. With 3-1/2 bathrooms equipped with hair dryers and travel toiletries. Your comfort is guaranteed. Enjoy amenities like WiFi, central air and heating, fully stocked and newly renovated kitchen, a dedicated office space, yoga mats, weights, washer/dryer, kayaks, gas grill, dedicated outdoor dining patio, ample parking, plus acres of secluded land and access to a private beach on Annabasacook lake.brbrWe're happy to assist with any questions while you stay at our farmhouse. While we have two kayaks available for your use on the lake, you're welcome to bring your own boat or jet skis; the Cobbossee Lake boat launch is less than a quarter of a mile away. The winter in this area offers ice fishing at its best! Some area attractions are: Cobbosee Lake Custom Hall (a public library and theater), Cobbossee Colony Golf Course, Sunset Spa, Harvest Moon Farm Stand, Stevenson’s Farm stand, Absolem Cider Company, Grateful Grain Brewing Company, The White Duck Brew Pub, The Woodshed (owned by the “Cabin Masters”), and located only a half an hour from Augusta, and just an hour north of Portland. Come explore all Monmouth and all the lakes have to offer!
Bed 5

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Bath 3

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Sleep 11

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$500.27

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Private Vacation Home

Charming Four-Season Lakehouse with Scenic Views and Activities for All Ages

Monmouth, Maine, United States

The Lake House at MonmouthbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled on the peaceful shores of Sand Pond, in the heart of Maine’s Tacoma Lakes Region, this charming retreat is a hidden gem for families and friends seeking year-round adventure and relaxation. With four spacious bedrooms comfortably sleeping 8–10 guests, two full baths, and a mix of cozy gathering spaces and quiet corners, it’s perfect for family reunions, friend getaways, or simply escaping the hustle of daily life. The home offers modern conveniences too, including internet access, a double-monitor workstation for those who need to stay connected, and three mini-splits that keep the house cool and comfortable during warmer months.brbrFrom the moment you arrive, you’re surrounded by the natural beauty of Sand Pond. In warmer months, dive into crystal-clear waters, paddle a kayak or board, or bring your own watercraft with the nearby public boat launch. Fishing from the shore and hiking nearby trails provide plenty of land-based adventures, while evenings can be spent roasting marshmallows and stargazing around one of two firepits. We have fishing rods for both ice fishing and seasonal fishing. Ice fishing on Sand Pond is popular, and we also provide several lawn games for guests to enjoy, such as corn hole, badminton, and more.brbrAs the seasons shift, so do the experiences. In winter, the pond becomes a playground for skating, snowshoeing, and cross-country skiing, while Maine’s best downhill slopes are just a short drive away. Whether you’re chasing adrenaline or craving a peaceful escape, this retreat delivers in every season.brbrBeyond the property, local amenities add even more to your stay. Tee off at The Meadow’s Golf Club, sample local brews at Grateful Grain Brewery, or catch a show at the Theatre at Monmouth. Nearby towns like Gardiner, Hallowell, Augusta, and Lewiston offer charming shops, galleries, and dining—from Apple Valley Bakery and Doolin’s Pub to The Quarry Tap Room and The Wood Shed of Kennebec Cabin Masters fame. Essentials are close by too, with Gowell’s Shop & Save and Hannaford just minutes away.brbrThings to Do:brTheatre at MonmouthbrLocal fairs: Monmouth, Litchfield, WindsorbrThe Meadow’s Golf Club (with virtual golf)brGrateful Grain BrewerybrSkiing & snowboarding: Camden Snow Bowl, Titcomb Mountain, Lost Valley, Pleasant MountainbrbrThis all-season family retreat is more than a getaway—it’s an opportunity to reconnect with nature, family, and friends while making memories that last a lifetime. Whether for a weekend or a full week, your next adventure awaits on beautiful Sand Pond in Monmouth, Maine.brbrThings to knowbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 8 vehicles.brbrSecurity camera details: They point at the drivewaybrbrDock details: is removed in Oct.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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$1449.16

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Private Vacation Home

Eco-Island Events: Weddings, Families, Retreats

Monmouth, Maine, United States

Summary:brbrA private island on Annabessacook Lake for weddings, family reunions, retreats, or big gatherings. brbrbrbrSleep in whimsical stays, eat under event tents, paddle pristine water, and reset together in nature. Bring clothes, friends, off-leash pups & lots of food. We’ve got the rest: easy transport, comfy-real-beds, cooking options, hot shower & super clean, Maine Guide hospitality. brbrbrbrAll levels of nature lovers.brbrbrbrThe Space:brbrWelcome to Eco-Island Events — your 14-acre island playground in the heart of Maine’s Annabessacook Lake. This isn’t just a venue… it’s a shared experience where comfort meets curiosity, and nature meets intentional mischief. brbrbrbrBring your crew — family, friends, colleagues, or that eclectic group you’ve been meaning to celebrate with — because this space was made for big memories and big laughs. From unique glamping stays to communal gathering tents, every corner invites connection, play, and wonder. brbrbrbrHere’s what you’ll find: brbr✨ Five cozy, character-filled living spaces — treehouse, A-frame, glam tent, dome, and floating cabin — each with comfy beds and quirky charm. brbr✨ Two spacious event tents — for dinners, celebrations, retreats, or your own island shindig. brbr✨ Lots of hammocks, fire pits, and a cold plunge sauna.brbr✨ Compost toilets + hot shower, thoughtfully designed for comfort and eco-fun. brbr✨ Unlimited free boats & paddles — canoes, kayaks, SUPs — for exploring the lake. brbr✨ Miles of trails waiting for barefoot wanderings. brbrbrbrThis is glamping with intention — wild enough to feel real, soft enough to feel kind, and supported by an experienced hospitality team. We'll help your crew settle into the rhythm of island life and return your crew refreshed, renewed, and inspired. For groups larger than 20, we offer the same logistical support, but with BYOTenting for the overflow crowd.brbrbrbrOUR FAQ:brbrbrbrHOW DO I GET TO THE ISLAND Your Adventure Begins at the Dock.brbrGet here your way: paddle, ride the free island ferry, or bring your own boat. We make access part of the fun — no puzzles, just possibilities. Once you’re on island time, every day has options:brbrbrbr* Swim, canoe, kayak, or stand-up paddleboardbrbr* Walk more than a mile of paths and find cozy nooksbrbr* Sunset rock views that whisper “stay a little longer”brbr* Hammocks begging for naps and whispered secretsbrbr* Fireside chats under starlit Maine skiesbrbrbrbrRETURNING GUESTS: Got Island Withdrawal Syndrome We hear you. Tell us your last stay date and we’ll send a new IWS coupon — because someone’s gotta make sure you come back. Minimum nights We’re happily flexible for those who’ve played here before.brbrbrbrCOOKING AND GEAR - Pack food, not gear. brbrWe provide:brbr* Pots, pans, dishes, French press, coffee & teabrbr* Propane grill + stove + open fire cookingbrbr* Drinking water from our wellbrbr* Camp chairs, lanterns, fire starter — and friendly instructions brbrBecause cooking over flame tastes better when you’re laughing with friends, not unpacking a suitcase-full of stuff.brbrbrbrPUPS ON VACAY: We're dog people — most pups are welcome here! Just answer a few quick questions so we know your four-legged adventurer plays nice. If your dog prefers zero rules and lots of zoomies, check out our Naughty Dog Island listing instead. The dog fee is $30 per night per dog. Request permission by sending us a picture and brief description of each dog's demeanor toward other pups and humans. With the entire island for your event, dogs can be leash free and worry free.brbrbrbrLARGE GROUP PRICING: For pricing above 16 guests, please send us a message and we'll work up a quote.brbrbrbrFREE PLANNING TOURS: Yep, we do that. If you want to scope out the island ahead of time to see the potential of the venue for your event, we're happy to give you a tour. It's best if your reach out to schedule while the leaves are still on the trees!brbrbrbrEZ EVENT ORGANIZING: Organizing an event shouldn’t require a spreadsheet empire or a heroic amount of email wrangling. Our event console keeps the whole expedition tidy in one place — invitations, guest lists, lodging assignments, ferry plans, meals, and the day-by-day schedule. Guests get their own simple planning screen to choose arrivals, sign up for potluck items, and share what they’re bringing. The result: fewer logistics headaches for you, more time for the good parts of gathering people together. brbrbrbrDANCE PARTY ALL NIGHT Sound carries on the lake, and we love our neighbors. During the quiet hours (sunset to sunrise) we offer a silent disco headset system for music you might want to play (add $500 and 2 week advance notice). Create your own mix, play it from your phone, and dance till the moon sets.brbrbrbrFREE STUFF: Every Maine Island adventure includes: FREE island transportation, camp chairs, unlimited firewood, lanterns, fire starters, lighters, canoes, kayaks, or stand-up paddle boards with life vests and gear. You just need to bring coolers of food, vacay clothes, and a curious sense of adventure.brbrbrbrGuest Access:brbrISLAND ENTERTAINMENT:brbr* Walking more than a mile of trailsbrbr* Swimmingbrbr* Cooking over an open firebrbr* Sunset Rockbrbr* Hammock swim docksbrbr* Fishing from dock or boatbrbr* Canoeing, kayaking, and SUPbrbr* Sauna/lake plungingbrbr* Indoor games: cards and board gamesbrbr* Outdoor games: Corn hole, Capture the Island Flagbrbr* Two 20x30 event tents for dining and gathering.brbrbrbrWe are happy to provide safe luggage storage so you can enjoy free early arrival or free late departure. Guests can take advantage of the shared areas and activities either before check in or after check out.brbrbrbrDAY VISITORS Sure! It's your private island. Of course you can have visitors who don't spend a night. If you have friends and family who want to visit for a ceremony, a meal, or just an afternoon of island fun: no problem. We'll fit them into the existing ferry schedule or do a special ferry service at their convenience ($$).brbrbrbrThe Neighborhood:brbrAnnabessacook Lake is our 1400 acre backyard of clear water, good fishing, and great neighbors. Whether they are year-round residents, summer vacationers, or visitors, most folks you'll meet will tell you that they have been coming here since they were a kid.brbrbrbrGetting Around:brbrGETTING THE CREW TO THE ISLAND: brbrbrbrCHECK IN & CHECK OUT WITH FERRY SERVICE:brbrWe offer three round trip ferry services daily, during daylight hours, at times that work for your crew. We can transport up to 25 people with gear at a time on our two pontoon boats and floating side cars.brbrbrbrBYOBOATbrbrBring your own boat or boat plane - we have a public boat launch, free overnight parking for your trailer at our place, and free island dock space for convenient boat tie-up. Or, you can rent a boat from a local partner.brbrbrbrPADDLE THE LAKEbrbrTake one of our canoes or kayaks and paddle the 30 minute trip across the lake to a stay (weather permitting and during daylight only). We'll shuttle gear on the next ferry trip, if you want.brbrbrbrFREE PARKING: Park 20 vehicles in our private and secure parking area for free.brbrbrbrInteraction with Guests:brbrKent is a Registered Maine Guide and Licensed Commercial Boat Operator. Our 5 person Reset Crew is available for all sorts of event support, setup, and breakdown. They are available when needed, checking in on things, and happy to gopher this and gopher that, but otherwise the private eco-island resort will be all yours.
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Exceptional(6)

$869.3

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Private Vacation Home

Lakefront home with private dock, kayaks, firepit, grill, & sunroom

Monmouth, Maine, United States

Lakeshore LivingbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSpend a getaway in Central Maine on the shores of beautiful, Cochnewagon Lake at this waterfront gem. Just a short walk from Monmouth town center, this picturesque community comes alive with warm weather activities, from lake recreation to community happenings. This sprawling, five-bedroom home is well-appointed for both indoor and outdoor living boasting a large yard, private dock, and furnished sunroom.brbrAnchored by a gorgeous stone fireplace, the living room offers plenty of space for guests to spread out in comfort while enjoying time together. Grab a spot on one of the plush sofas for shows and movies on the wall-mounted TV or gather around the window bench and parlor table for a classic family game night. Head out to the fully enclosed porch/sunroom for cooling lake breezes and conversation in the living area or sit down for sunset dining at the eight-seater banquet table. Speaking of, you'll find the gourmet kitchen well-equipped for group and family style meals with a full suite of stainless steel appliances, plus a dishwasher and farmhouse sink.brbrDip your toes (or cannonball) in the lake from the private dock or grab one of the available canoes or kayaks and explore the water. When you've had your fill of fun, unwind under the stars around the outdoor firepit.brbrTHINGS TO KNOWbrbrParking notes: There is free parking available for 4 vehicles.brbrDock details: Available from Memorial Day to Labor DaybrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 5

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Bath 2

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