Home Vacation Rentals By Owner In Bailey Island, ME

Showing 20 Of 40 Vacation Rentals
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Exceptional(6)

$330

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Cottage

Enjoy beautiful easterly views of Casco Bay from this charming 1BR cottage

Bailey Island, Maine, United States

Perfectly set in Bailey Island's Oceanside neighborhood, this charming cottage offers beautiful easterly views of Casco Bay, as well as a right of way to a sandy shoreline just at the end of the road. Guests will enjoy being a comfortable walk away from Cedar Beach, Bailey Island General Store, Fish Net Café, and convenient to Cook's Lobster & Ale House. You'll love exploring all that the island and the surrounding area have to offer during the day and retreating to the deck in the evenings to enjoy the views and sound of waves breaking along the rugged coastline.brbrInside the cottage you'll find a living room area with a smart TV and a futon that opens to a full bed, an eat-in kitchen with all you'll need to cook at home and dining for four, a bedroom with a full bed, and a 3/4 bathroom with a shower. Outside there is an ocean view deck with seating for four.brbrEnjoy all that Harpswell has to offer from this beloved family cottage on Bailey Island, and we're sure it will beckon you and your family back for years to come!brbrPets are prohibited at Briney Jr.brbrFor quick access to the waterfront, follow Oceanside Drive to the end and signs will lead you down the path to the ocean.brbrAir Conditioning: NobrBeach/Water Access: Access to shared oceanfront just 1min walk from cottagebrBeach Towels: Not includedbrDeparture Cleaning: IncludedbrCable TV: Basic cablebrClosest Shopping Village: Brunswick, 20 min awaybrCoffee Maker: Yes, automatic dripbrDishwasher: NobrGrill: Gas Grill available, Propane providedbrHeat Source: No formal heat source, space heaters available in cottagebrInternet Access: Yes, Xfinity Cable Internet and WiFibrLinens & Bath Towels: Included, guests are responsible for making beds upon arrivalbrLobster Pot: YesbrOutdoor Firepit: NobrParking: 2 carsbrStairs to Water: No, follow walking path to waterbrTrash Removal: Included, picked up weekly (for multi-week stays) or upon departurebrTV: TV in Living RoombrUsable Fireplaces: NobrWasher & Dryer: No, but there is a laundromat in Brunswick, just 20 minutes away.brWater Frontage: No, ocean view, walk to shared oceanfrontbrWater Source: Well water, bottled drinking water recommended
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Sleep 3

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Exceptional(19)

$280

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Condo

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

Bailey Island, Maine, United States

The perfect seaside retreat, The Bailey Island Condo is conveniently located on Bailey Island overlooking scenic Mackerel Cove, just a short walk away from public beaches, local stores, seafood restaurants, and all the beautiful sights and walking trails Harpswell has to offer including the historic Cribstone Bridge, the Giant Stairs, and Land's End. You'll love the stunning views from your deck, easy water access via the public beach and field at the head of the cove, and the ability to buy lobsters right off the wharf for the perfect Maine meal on your vacation!brbrInside, you will find an open concept living, kitchen, and dining area with a fully stocked kitchen, flat-screen TV, and electric heat for chilly nights. Upstairs, you'll find a full bathroom and ocean view bedroom with stunning views of the cove and a sliding door opening to a balcony, the perfect place to enjoy your morning coffee or tea as you watch the sun rise over the peninsula.brbrCome to Bailey Island this summer and fall (to see the gorgeous foliage) and enjoy this wonderful condo right in the heart of the island and close to all this seaside community has to offer! Spend all day basking in the sun, go for a swim in the cove,  launch your boat or kayak in the cove from the beach and explore the coast, take a walk to the local stores and restaurants, or take a drive to explore the surrounding coastal areas (Brunswick (15 min), Freeport (30 min), Portland (1hr), or Boothbay (1hr)) offering a variety of restaurants, stores, and activities. The opportunities for adventure are endless and I'm sure this comfortable condo will keep you coming back year after year!brbrGuests please note the following:brPets - Sorry, this property does not allow pets.brLaundry - The condo does not have a washer and dryer, but there are several laundromats in Brunswick, just 15min away.brSmoking - Smoking is prohibited.brQuiet Hours - We kindly ask guests to observe the quiet hours between 10pm and 8am. Thank you!brbrBed types/descriptions:brSecond Floor- Ocean View with Queen BedbrExtra Sleeping Area - First Floor - Living Room Sofa Opens to sleep 2 additional guestsbrbrBathroom setup/description: brSecond Floor- Full Bath with Shower/Tub CombobrbrAir Conditioning: Yes, condo has window AC unit located in the window at the top of the stairsbrBeach Access: NobrBeach Towels: Not includedbrDeparture Cleaning: IncludedbrCable TV: No (local HD channels through antenna hookup)brClosest Shopping Village: Brunswick, 23 min awaybrCoffee Maker: Yes, regular dripbrDishwasher: YesbrGrill: Electric grillbrHeat Source: ElectricbrInternet Access: Yes, Xfinity internet + WiFibrLinens & Bath Towels: Included, beds are made prior to guest arrival and towels remain in their sanitized packaging, placed on each bedbrLobster Pot: YesbrOutdoor Firepit: NobrParking: 1-2 carsbrStairs to Water: NobrTrash Removal: Trash bags in dumpster by parking lot; recyclables in grey bin on deck upon departurebrTV: Smart TV in living room & bedroom brUsable Fireplaces: NobrWasher & Dryer: NobrWater Frontage: YesbrWater Source: Well water, bottled water recommended
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Exceptional(20)

$395

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Cottage

Sea Ledge North - Capture Breathtaking Sunsets from this Beautiful Home

Bailey Island, Maine, United States

Perched overlooking Merriconeag Sound rests this charming, beautifully furnished 2BR, 1BA Bailey Island cottage. Perfectly located in the West Shore neighborhood, you'll love being within walking distance of all the islands have to offer including Cook's Lobster & Ale House, Sundrenched, Fishnet Cafe, Bailey Island General Store, and just a short drive away from other great local eats. Spend your days lounging on the sunlit deck watching the lobster boats pass by or go on a nearby adventure. Just make sure you make it back in time for the glorious sunsets over the sound.brbrInside the cottage are two bedrooms, each with a queen size bed, a full bathroom with a shower, fully stocked kitchen, and a living room area with a sofa, two chairs and a flat screen TV. For additional comfort, the cottage offers heat pumps with A/C for hot summer days. Outside there is an elevated deck with a picnic table, umbrella, and two adirondack chairs, a yard area, and stairs to access the waterfront.brbrExperience Maine, the way life should be, at Sea Ledge North and it will surely beckon you back for years to come!brbrPlease note- The stairs to access the waterfront are very steep. For easy kayak access, we would recommend launching from Garrison Cove, just down the road.brbrBed types/descriptions:brLower Level:brFirst Bedroom with a Queen BedbrSecond Bedroom with a Queen BedbrbrBathroom setup/description: brFirst Floor/Upper Level- Full Bathroom with Shower
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Sleep 4

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Exceptional(3)

$459

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Private Vacation Home

The Beach Rose - 3BR, 2BA home perched overlooking picturesque Mackerel Cove

Bailey Island, Maine, United States

Perched overlooking picturesque Mackerel Cove and The Back Beach, rests The Beach Rose, a beautiful coastal cottage with stunning westerly ocean views. You'll love spending your mornings on the front porch, watching the lobstermen set out for their day on the water. Your days will be filled with trips to Mackerel Cove to soak up the sun, comb the beach for treasures, and take a refreshing dip in the ocean, coming back to the house for a tasty lunch or exploring one of the island's restaurants to enjoy delicious, fresh seafood, and at the end of the day, you will surely find yourself back on the porch to watch the sunset over the ocean, painting the sky with gorgeous hues of pink, orange, and purple. brbrInside The Beach Rose, you will find a wonderfully updated home with modern, coastal décor and comfortable furnishings throughout. The first floor offers a well-equipped kitchen, dining area, and a comfortable living room with a wonderful bay window overlooking the ocean. The living room opens to a back deck offering outdoor seating and a grill. On the first floor, you will also find a washer & dryer and a full bathroom. Upstairs, there are three spacious bedrooms with lush, inviting bedding, and a shared full bathroom with a walk-in shower. You'll love the creature comforts throughout the home, making for a wonderfully relaxing vacation by the sea. brbrLocated in the heart of Bailey Island, you will enjoy being just a short walk/drive away from all the islands have to offer, including Sundrenched (1.2mi away), Cook's Lobster & Ale House (1.3mi), Fishnet Café (0.4mi), Bailey Island General Store (0.4mi), Land's End Gift Shop (1mi), Salt Cod Café (1.5mi), H2Outfitters (1.5mi), Island Candy Company (2mi), and several great local beaches. You will also enjoy being just 20 minutes from all the restaurants, shops, and pubs of Brunswick. brbrBook your Maine vacation at The Beach Rose today and make memories this summer to last a lifetime. brbrPets are considered at The Beach Rose and a non-refundable pet fee does apply. Please reach out to MaineStay Vacations for more information. brbrBed types/descriptions:brSecond Floor: Master Bedroom with Queen Bed, Ocean Views, and Door to Shared Bathroom brSecond Bedroom with Queen Bed and Ocean Views brThird Bedroom with Twin Trundle Bed (2 Twins) and a Double Bed brbrBathroom setup/description: brFirst Floor- Full Bathroom with Shower/Tub Combo brSecond Floor- Full Bathroom with Walk-In Shower
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Sleep 7

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Exceptional(16)

$455

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Cottage

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

Bailey Island, Maine, United States

Perched overlooking Merriconeag Sound rests this charming, beautifully furnished 2BR, 1BA Bailey Island cottage. Perfectly located in the West Shore neighborhood, you'll love being within walking distance of all the islands have to offer including Cook's Lobster & Ale House, Sundrenched, Fishnet Cafe, Bailey Island General Store, and just a short drive away from other great local eats. Spend your days lounging on the sunlit deck watching the lobster boats pass by or go on a nearby adventure. Just make sure you make it back in time for the glorious sunsets over the sound.brbrInside the cottage are two bedrooms, one with a queen bed and the other with a twin trundle (twin on top and a twin pull-out underneath), a full bathroom with stall shower, fully stocked kitchen, and a living room area with a loveseat, two chairs and a large flat screen TV. For additional comfort, the cottage offers heat pumps with A/C for hot summer days. Outside there is an elevated deck with a picnic table, umbrella, and two Adirondack chairs, a yard area, and stairs to access the waterfront.brbrExperience Maine, the way life should be, at Sea Ledge South and it will surely beckon you back for years to come!brbrPlease note- While it offers everything you need, the bathroom is quite small with a stall shower and if you are concerned about the space or comfort, please talk to our team. For kayak access, we would recommend launching from Garrison Cove, just down the road.brbrBed types/descriptions:brFirst Floor:brPrimary Bedroom with a Queen BedbrSecond Bedroom with a Twin Trundle BedbrbrBathroom setup/description: brFirst Floor- Full Bathroom with Stall Shower
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Sleep 4

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Exceptional(11)

$874

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Private Vacation Home

The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home

Bailey Island, Maine, United States

Perched on the water's edge, The Overlook offers commanding views of Merriconeag Sound to Casco Bay and its islands. You'll find yourself waiting to watch the sunset every evening, as the sky is painted with stunning hues and the soft light fills every room. The Overlook offers multiple decks with plenty of seating for dining outdoors or simply relaxing by the sea. Beautiful gardens and trees surround the property, offering great privacy, while being within walking distance to all Bailey Island has to offer.brbrInside you'll find a well appointed kitchen with everything you'll need to prepare a delicious Maine meal, a beautiful dining room area with two sliding glass doors opening to the deck, and a spacious living room with comfortable furnishings and panoramic ocean view. The first floor also offers a bedroom with a queen bed and ocean views, as well as a full bathroom with a laundry area just outside. On the second floor you'll find two additional ocean view bedrooms with queen beds and a shared full bathroom with a tile shower. Hardwood and tile floors throughout, modern coastal decor, and an abundance of natural light completes this seaside retreat.brbrConveniently located in the West Shore neighborhood of Bailey Island, you'll love being just 0.5mi (8-10min walk) from all of the island's great local restaurants including Cook's Lobster & Ale House (serving lunch and dinner), Sundrenched (serving lunch and dinner), and Bailey Island General Store (convenience store).brbrSpend your days relaxing by the sea, exploring the shore, sailing out of Cook's Lobster on the Schooner Alert (70-foot tall ship), or soaking up the sun at Cedar Beach (1mi away) and come home to experience the gorgeous sunset over the bay.brbrThe Overlook is the perfect vacation destination and will surely have you coming back for years to come.brbrBed types/descriptions:brFirst Floor-brBedroom with Queen Bed, Closet, and Ocean ViewsbrSecond Floor-brMaster Bedroom with Queen Bed, Closet, and Ocean ViewsbrBedroom with Queen Bed, Closet, and Ocean ViewsbrbrBathroom setup/description: brFirst Floor- Full Bath with Shower/Tub CombobrSecond Floor- Full Bath with Tile Shower
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Sleep 6

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Exceptional(11)

Select Dates for Price
Cottage

Little Harbor - Crashing surf, sunrise views from this perfect Maine getaway.

Bailey Island, Maine, United States

Bailey Island waterfront, bold surf, private, and location, location, location! This cozy, yet rustic, oceanfront cottage on Bailey Island oversees what was once called the most spectacular view in North America. The ocean surrounds you and provides views from every window. The cottage itself overlooks sparkling vistas of open ocean to the east and south, Casco Bay to the West, Little Harbor and Edna St. Vincent Millet`s Ragged Island. Enjoy dining in the dining area or on the deck--both inside and outside you marvel at waves crashing on the rocks below. Whether soaking up sun on the spacious deck, catching that big striped bass from the rocks or swimming in the natural pool below, your time spent at Little Harbor is truly magical and deeply restful. The cottage sleeps four, is close to walking trails and public beaches and is located just 25 minutes from the Maine State Music Theatre at Bowdoin College, art galleries, Maine festivals and the Brunswick Golf Club. Charter fishing, kayak and boat rentals, whale watching and Casco Bay tours are just some of the local activities. But, whether you choose to stay on the deck or explore the area, you will look forward to rolling waves, soothing surf and colorful sunsets. The views are endless and forever color the way you remember the rockbound coast of Maine. For those who love Maine and for those who want their first taste it does not get any better than this!brbrBed types/descriptions:brMaster Bedroom with Queen BedbrSecond Bedroom with Full BedbrbrBathroom setup/description: brFull bath with Shower StallbrbrAir Conditioning: NobrBeach Access: N/A, Water Access via LedgesbrBeach Towels: Not includedbrDeparture Cleaning: IncludedbrDock & Float: NobrCable TV: No Cable, Smart TV with Streaming Only in Living roombrClosest Shopping Village: Brunswick, 25min awaybrCoffee Maker: Yes, automatic dripbrDishwasher: NobrGrill: Gas Grill available, Propane providedbrHeat Source: Wood Stove in Living Room (primary heat source, wood provided), Electric Baseboard in Bathroom, and Space Heaters available.brInternet Access: Yes, Fidium Internet and WiFibrLinens & Bath Towels: Included, beds are made prior to guest arrival and towels remain in their sanitized packaging, placed on each bedbrLobster Pot: YesbrOutdoor Firepit: NobrParking: 1-2 carsbrStairs to Water: No, Water Access via LedgesbrTrash Removal: Included, picked up weekly (for multi-week stays) or upon departurebrTV: Yes, in Living RoombrUsable Fireplaces: No, Wood StovebrWasher & Dryer: NobrWater Frontage: Yes, Direct Water FrontagebrWater Source: Well water with filtration/softener system, bottled drinking water recommended
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Sleep 4

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Exceptional(16)

$512

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Private Vacation Home

Homeport - Modern oceanfront cottage overlooking quintessential Mackerel Cove

Bailey Island, Maine, United States

Having undergone a foundation-up renovation completed in August 2011, Homeport offers a modern design, allowing you to enjoy the magnificent views of Mackerel Cove and Mackerel Cove beach. Settled among houses that have come down through generations of lobstermen, this home offers a desirable location on Bailey Island within walking distance of the Bailey Island General Store, Land's End Gift Shop, and several beaches. The dramatic sunsets and the sense of being surrounded by water truly brings home that you are vacationing on the coast of Maine. The Mackerel Cove waterfront views stretch across all manner of moored boats and lobster docks out to open ocean. Ocean breezes chase hot summer days as they ease into starry nights. brbrThis setting is the ideal place to set out to explore the rocky coast of Maine and return to the comfortable home at the end of the day. Venture behind the house and down a conveniently located boardwalk to a semi private sandy beach to search for sea glass and shells, or to take a swim. Homeport will surely leave an impression on your heart and keep you coming back year after year to make new memories on the coast of Maine.brbrOne dog per party welcome at Homeport (a non-refundable pet fee applies).brbrBed types/descriptions:brFirst Floor Master- Queen BedbrSecond Floor Master- Queen BedbrSecond Floor Third Bedroom- twin bunk bed over queen bed.brbrBathroom setup/description: brFirst Floor- Full with Shower and LaundrybrSecond Floor- Full Shower/Tub Combo
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Exceptional(9)

$355

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Cottage

3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove

Bailey Island, Maine, United States

Welcome to Sherrill's Seaside Cottage!brbrThis classic Maine cottage is perched high on the island offering elevated views of Mackerel Cove. Enjoy beautiful sunsets from the covered porch or patio. There is a right-of-way path to Little Harbor a short walk down the quiet dead-end road. brThe cottage offers a very well-equipped kitchen suited to allow you to make all the meals you may want. Access to a small sitting room complete with a small TV is off the kitchen area and also has access to the downstairs bathroom with a wonderful clawfoot soaking tub. There is also a washer and dryer in the lounge area. Off of the bright sitting area is an outdoor patio perfect to sit and enjoy the views. Explore the house a little more and find a great dining area with views of the cove and a cozy living room complete with a sofa and chairs. Make your way upstairs and find the three bedrooms and one and a half bathrooms. The first of the bedrooms straight to the top right of the stairs is a queen size bed complete with ocean views. Bedroom 2 has a king size bed and bedroom 3 has a trundle bed perfect for kids as well as a quaint little window bench you can sit and read at. There is also a full bath on the upper level with a stand-up shower and a separate half bath as well. *The fireplace is not for renter use.brbrCome enjoy Sherril's Seaside Cottage today! With views like Sherrill's...you'll be glad you booked it!brbr*Please note: Fireplace is not available for renter(s) use.
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Exceptional(99)

$608

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Cottage

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Bailey Island, Maine, United States

brJAQUISH LANEbrPerched on a stretch of rocky Maine coast, Jaquish Lane is a fully renovated oceanfront compound with stunning views of the sea from nearly every room. The property is well off the main road, and offers total privacy. Jaquish Lane consists of two separate structures (Jaquish House and #14) connected by an open grassy lawn.brbrJAQUISH HOUSE is a large, luxurious family home with a huge open plan living area with sweeping ocean views. The master suite has breathtaking views from the king sized bed - as well as the jacuzzi soaking tub.brbr“NUMBER 14” is a gem-like efficiency honeymoon cottage for two from the early 1900’s - when there was little else on the island.brbrEnjoy naps on the porch or walk to nearby beaches, restaurants and shops. Explore tidepools along the water’s edge or take advantage of the world class striper fishing from the rocks . Eat lobster freshly pulled from the sea by local lobstermen. Go sailing to nearby Eagle Island or kayak the miles of peaceful Harpswell coastline. Curl up in front of the fireplace with a book and a glass of wine. brbrWhatever you choose to do, it all comes back to the view. Crashing waves or perfect calm – the sea is a constant and ever changing presence at both Jaquish House and Number 14. Sit back and watch the ocean change with the weather. Hour by hour. Minute by minute. Always different. Always beautiful.brbrJaquish Lane is a place to gather, surrounded by friends and family. A place for sharing meals and stories and remembering how wonderful it feels to truly let yourself slow down.brbrBoth JAQUISH HOUSE and NUMBER 14 were completely renovated in early 2015. The chefs kitchen features all new appliances as well as high efficiency washer and dryer. Bedrooms all have brand new mattresses and are furnished with luxury bedding and linens. JAQUISH HOUSE features one King sized Master suite with en suite bathroom featuring an oceanfront jacuzzi soaking tub. One Queen bedroom with ocean views, one Queen bedroom with 48 television and blu ray player, and one bunk room with 4 twin beds. Free wifi - high speed internet throughout. NUMBER 14 has one Queen bed, an ensuite bathroom with clawfoot tub and tiled shower, and a kitchenette with sink, stovetop, microwave and fridge.brbrNUMBER 14 is available from May 1st to November 1st.br*br*br*brEVENTSbrJaquish Lane is perfectly set up to host small weddings, family reunions, or other special gatherings, and can be rented with the property next door - The Gills (vrbo 318909) which sleeps an additional 6 and The Red House (vrbo 1063510) which sleeps 4. All three cottages are a part of THE GILLS GROUP.brbrDepending on the size and type of gathering there are additional fees / insurance requirements for all events. Please inquire to learn more.br*br*br*brAVAILABILITYbr If the summer dates you are looking for aren't available at Jaquish Lane, please check out my other two properties on Bailey Island that make up THE GILLS GROUP.brbrVRBO Property # 318909 (The Gills) which sleeps 6 and VRBO Property # 1063519 (The Red House) which sleeps 4. The Gills Group cottages can be rented together to accommodate parties of all sizes.br*br*brPETSbrPets are welcome at Jaquish House and will incur a fee of $60 per night per pet. This is non-negotiable. Everyone says, My pet would never damage anything, but sadly, experience has proven that's not always the case.br*br*br*brBAILEY ISLANDbr25 minutes from Brunswick and Bowdoin College. 40 minutes from Freeport and L.L.Bean. 55 minutes from Portland. Bailey Island is the perfect place to unplug, recharge, and reconnect with family and friends.br*br*br*brTHE OWNERbrMy name is Carter Smith and I am the owner of THE GILLS GROUP (The Red House, Jaquish Lane and The Gills). I was born on Bailey Island and after traveling the world I know that this little island is special. As both a photographer and filmmaker, I travel quite a bit and I've furnished the houses with things I've collected from around the world (and around Maine). These are not just rental propertiesto me . These are houses I've designed and furnished with love and attention to detail - places where I spend time with family and friends whenever I get the chance. Places that I love sharing.br*br*br*brWHEN USING ONLINE BOOKING - YOUR RESERVATION WILL NOT BE CONSIDERED CONFIRMED UNTIL YOU COMMUNICATE WITH THE PROPERTY MANAGER
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Sleep 12

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$256

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Private Vacation Home

Situated at the waters edge with picturesque sunset views to Mt Washington.

Bailey Island, Maine, United States

Welcome to Whitesail's House!brbrThis lovely seaside cape is located near the end of Bailey Island, on the western shore. Enjoy spectacular sunset views of Mt. Washington from your doorstep with rocky shore frontage, complete with a water's edge deck. Watch the lobstermen go in and out of Mackerel Cove throughout the day. Inside Whitesail's you will find a fully equipped kitchen that will allow you to cook all the meals you desire. There are two dining rooms on the main level as well as a formal living room with a large flat-screen TV. The ocean can be seen from all three of these rooms. Also on the main floor is a full bathroom and laundry room equipped with a washer and dryer. As you go upstairs four bedrooms will be located all on the second floor of the home. The primary bedroom is in a separate wing of the house equipped with a king bed, sitting area, big screen TV, and ensuite bathroom that all look out to the water. On the opposite wing of the home are the three remaining bedrooms and one and a half bathrooms. Bedroom 1 has a king size bed, while bedrooms 3 and 4 have two twin beds, the last one being a twin with a trundle bed. There is also an office located upstairs in case work follows you on vacation which in that case the house offers high-speed wireless internet. There is a covered porch with water views and an oceanside deck that offers you great spaces for dining outside.brSo come enjoy Whitesail's House here on beautiful Bailey Island!brbr*Please note: Fireplace is not available for renter(s) use.
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$353

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Cottage

Great Location! Expansive deck with huge yard! Well maintained path to the rocky shoreline.

Bailey Island, Maine, United States

Welcome to Giffin Log Cabin!brbrThis 3-bedroom, 2-bathroom home is tucked over a hill along the rocky western shore. Enjoy sunsets from the expansive deck complete with a screened-in porch. Outside you can find a well-maintained path to the rocky shore where you can look out past Mark Island Monument and into Mackerel Cove. The large yard gives you plenty of space to enjoy the outdoors. This home is within walking distance to a cute little beach with a large wonderful gift shop and the end of the island called Lands End. Bailey Island is roughly 2.5 miles long offering beaches, walking paths, a general store, a post office, and 3 restaurants. brbrThis log cabin is well maintained. As you enter you walk into the kitchen which is well equipped for cooking. There is a small breakfast table in the kitchen as well. Through one door of the kitchen is a dining room, with a piano and views out to the deck. If you go through the kitchen in the other direction you will find the first floor bathroom with a shower/tub and the first floor bedroom with a queen bed. From both the dining room and hallway near the bedroom you can enter the living room which has plenty of seating for all to enjoy. You can walk out to the screened-in porch from the living room. The porch has cozy wicker furniture with cushions and a picnic table for enjoying the outdoor space with views of the water. Attached to the porch is a lovely deck with a gas grill to use at your leisure. brbrUpstairs you will find two bedrooms. One bedroom (left at top of stairs) has a queen size bed and the other bedroom (right at top of stairs) has a queen and a twin trundle. There is a bathroom in between the bedrooms with a door to each room. The bathroom has a stand-up shower only. Enjoy water views from both upstairs bedrooms. The upstairs bedrooms are bright and cheery. brbrThe basement has a washer and dryer for your use. brbr* Please note this property rents Saturday-Saturday in summer. The calendar will show available check-in check-out days and the week in-between will be grayed out.
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Exceptional(6)

$383

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Cottage

The Anchorage - Charming Bailey Isl cottage with beautiful views of Casco Bay

Bailey Island, Maine, United States

This charming 3BR, 1BA Bailey Island cottage is perfectly set in the Oceanside neighborhood with beautiful easterly views of Casco Bay, a large grassy yard for family play, and a short walk in front for a right-of-way to the ocean. It’s within comfortable walking distance to Cedar Beach, the Bailey Island General Store, Fish Net Café, and convenient to Cook's Lobster & Ale House. You'll love exploring all that the island and the surrounding area have to offer during the day and retreating to the spacious deck in the evenings to enjoy the views and sound of waves breaking along the rugged coastline.brbrInside the cottage you'll find a living room with a smart TV, a kitchen with all you'll need to cook at home, dining for six, a first-floor bedroom with a queen bed, a full bathroom with a shower/tub combo, and two additional bedrooms upstairs, one with a twin and the other with two full beds. Outside there is a spacious deck with seating for six, a grill, fire pit and large yard for games.brbrEnjoy all that Harpswell has to offer from this beloved family cottage on Bailey Island, and we're sure it will beckon you and your family back for years to come!brbrPets are prohibited at The Anchorage.brbrFor quick access to the waterfront, follow Oceanside Drive to the end and signs will lead you down the path to the ocean.brbrBed types/descriptions:brFirst Floor:brMaster Bedroom with Queen BedbrSecond Floor:brSecond Bedroom with Two Double BedsbrThird Bedroom with Twin BedbrbrBathroom setup/description: brFirst Floor:brFull Bath with Shower/Tub Combo
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Sleep 6

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Exceptional(15)

$316

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Cottage

Pet-friendly Quintessential Maine Cottage with Easterly Views of Casco Bay

Bailey Island, Maine, United States

This charming 2BR, 1BA quintessential Maine cottage is perfectly located on a quiet road, close to all Bailey Island has to offer, including local beaches, seaside restaurants, hiking trails and more. You'll love rocking on the covered porch, sipping your morning coffee with the sight and sound of waves crashing along the shores of Little Harbor and exploring the beautiful Harpswell Islands.brbrInside you'll find a recently renovated interior with a fully equipped kitchen, comfortable sitting and dining area with a gas Rinnai heater and electric fireplace insert for chilly nights, all opening to a covered porch with beautiful easterly views of Casco Bay. On the second floor you'll find a landing with chairs and TV (with a lovely elevated view of the ocean), a double bed, the primary bedroom with queen bed, and a second bedroom with a twin bed. The many windows welcome the natural sunlight and salty breeze to flow through the cottage and a window AC unit will be added upstairs for the 2024 season. Above the shed, you'll find a wonderful bonus room with a daybed, a great playroom or private area to work. Outside there is also a picnic table for outside dining and relaxing.brbrSpend your mornings on the sweet porch, catch breakfast at the Bailey Island General Store or Fishnet Café, take a scenic walk across the Historic Cribstone Bridge, enjoy lunch at Sundrenched, take off to hike the Cliff Trail, return for dinner at Cook's Lobster & Ale House, and retreat back to the cottage to rest for another day of exploring! Mackerel Cove (0.7mi away) and Cedar Beach (1.6mi away) are just up the road, offering great water access for beachcombing, swimming, and kayaking. You'll also love being just 25-30min away from Cook's Corner and Maine Street, Brunswick, offering a wonderful variety of restaurants and shops, as well as access to RT 1 and I-295 to explore Freeport, Portland, Bath, Boothbay Harbor and more! brbrCome enjoy all this classic cottage has to offer and make memories for years to come!brbrPets are welcome at Burns Cottage (a non-refundable pet fee applies).brbrNote- the only heat provided at the cottage is a gas Rinnai heater and electric fireplace insert in the living room.
Bed 3

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Bath 1

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Sleep 4

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Exceptional(5)

$241

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Cottage

Historic cottage with right of way to Little Harbor!

Bailey Island, Maine, United States

Welcome to Hay!brbrLooking for a rustic Maine cottage Well look no further! This three-bedroom cottage has all the charm you are looking for while still giving you modern day amenities. Hay offers limited views of scenic Mackerel Cove from the living room and covered porch. brbrThis turn-of-the-century cottage keeps its charm with wood-paneled walls and period antiques throughout. The main floor offers a spacious kitchen with updated appliances, an open concept living and dining area with a brick fireplace (not available for tenants use), a half bath, and a laundry room. There are three bedrooms with four beds upstairs. One with a queen size bed, one with a full size bed, and the last has two twin beds. The second floor also has a full bathroom complete with shower and tub. Not able to get away from work on your vacation No worries, this house has a nice size office with a printer and wireless internet. Hay is in a great location for walks throughout the island as well as only being a short walk to Little Harbor (a pebbly beach area great for swimming). Take a chance and come stay at the Hay cottage! Please note the screens are being repaired for the screened in porch so it is not currently screened in.brbr* Please note this property rents Saturday-Saturday in summer. The calendar will show available check-in check-out days and the week in-between will be grayed out.
Bed 3

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Bath 2

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Sleep 6

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