Home Vacation Rentals By Owner In Harpswell, ME

Showing 158 Of 158 Vacation Rentals
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Exceptional(4)

$514.67

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Private Vacation Home

Bay Haven. Comfort, deck & water access.

Harpswell, Maine, United States

Bay Haven in Harpswell. This beautiful, open concept home is awaiting your arrival. We welcome you to unwind on the expansive deck overlooking the water. Smell the ocean and listen to the waves lapping the shore while laying in the hammock. Enjoy your morning coffee or an evening glass of wine while watching the water. Go for a morning swim or cool off from the afternoon sun with a dip in the bay. Bring a kayak or rent one for your stay, you can adventure right from the front the yard. You will have access to a Beach and mooring if requested. brbrPlease note this property does NOT allow pets.brbrBay Haven has a first floor primary bedroom with King bed and bath. Upstairs you will find a second bedroom with king bed, please note this bedroom is open loft concept it looks down over the Livingroom. The third bedroom has a queen size bed. There is also a full bathroom on the second floor. All bed linens and towels are provided. brbrFully appointed kitchen with appliances and cookware, propane grill and outdoor lobster cooker have you ready to cook up local fare at any time of day. Enjoy dining inside or out on the deck. If you're on vacation from cooking enjoy one of Harpswell's many restaurants. Eat in or a take-out meal to eat at home. Afterwards, make sure you stop into one of Harpswell's two ice cream shops to finish off your dining experience. You can't go wrong choices in Harpswell or nearby Brunswick, there is truly something for every palate. brbrA few local Harpswell restaurants we recommend within a 20-minute drive: Erica's Seafood, Dolphin Restaurant and Marina, Pammy's Ice Cream, Uncle Pete's Community Market, Morse's, Island Candy Company (candy and ice cream), Salt Cod Cafe, Cook's Lobster & Ale House, Sundrenched and Bailey Island General Store (BIGS). Please confirm hours before arrival for seasonal days and hours.brbrDistances:brBrunswick and Bowdoin College are 10 miles (20 Minutes) brFreeport 19 Miles (30 minutes)brPortland Jetport 42 miles (55 minutes)brBoothbay Harbor 42 miles (1 Hr.)brbrPLEASE NOTE there is a second rental on the property, over the garage. Please inquire if you need additional accommodations. brbrPets are not allowed at this property.brNo smoking is allowed in this property.brThe fireplace is currently not for use by guests. brbrPlease note that a generator will be provided for this home, if needed. brbrPLEASE NOTE: this property does have exterior cameras on the driveway, wharf/yard areas. brbrWe recommend a car for your stay in Harpswell, Maine. The closest airport is Portland jetport (PWM). brbrKayak rental and rate inquiries may be found at:brSeaspray Kayaking 207-404-1100brRings Marine Service 207-865-6143
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$1080.77

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Private Vacation Home

Oceanfront Escape on Lish’s Cove – Private Dock & Sunrise Views

Harpswell, Maine, United States

Brand New Listing for 2026!!! – The Rogue Island Retreat-brbrSet on two private acres at the tip of Cundy’s Harbor, The Rogue Island Retreat is a rare coastal offering — featuring 300 feet of waterfront along Lish's Cove, panoramic eastern views, and the kind of privacy that defines a true Maine retreat.brbrDesigned to embrace the light and drama of its setting, the home’s main living space is located on the second floor, where cathedral ceilings with exposed beams and oversized windows frame the ever-changing seascape. Natural light fills the open-concept living and dining areas, creating a warm yet expansive space for spending time together. Each morning, breathtaking sunrises spill across the water, best enjoyed from the screened-in porch, the deck, or from the comfort of many rooms throughout the home. Modern heat pumps throughout the home provide both efficient heating and cooling, ensuring comfort in every season. A bonus game room above the garage adds extra fun to your stay, featuring both a ping pong table and air hockey; perfect for a little friendly competition for easy, all-ages entertainment!brbrJust off the living and dining area, an upper deck extends the gathering space outdoors; the perfect place to enjoy morning coffee as the sun rises over the water or unwind in the evening with the sound of the harbor below. Each morning, breathtaking sunrises spill across the cove, best enjoyed from the deck, the screened-in porch, or from the comfort of many rooms throughout the home.brbrThe dining area is thoughtfully designed for memorable meals, featuring a large table ideal for family dinners and classic Maine lobster feasts. An extended counter provides generous space for serving and sharing, making mealtime relaxed and inviting.brbrThe kitchen is efficiently designed, well-equipped, and comfortably connected to the home’s main living spaces while maintaining its own cozy charm.brbrFour bedrooms are located on the main level, including two private ensuite retreats with direct access to a patio area-perfect for stepping outside to greet the morning light or unwind to the sound of the tide. One suite features a king bed, the other a queen. The other two bedrooms on the main level both offer twin size beds, one with built-in bunk beds, the other two twin beds, along with a Jack and Jill full bath.brbrThe fifth bedroom is located on the second floor and offers a queen bed and access to the fourth full bath, providing flexibility for extended family stays.brbrOutdoors, the expansive lawn invites games and relaxed afternoons, while your private dock offers direct access for boating, kayaking, swimming, or simply watching the rhythm of the harbor unfold. Surrounded by water views and wooded privacy, the setting feels secluded, peaceful, and distinctly Maine.brbrThe Rogue Island Retreat is more than a rental, it is a destination designed for connection, grounded in privacy, and defined by its extraordinary waterfront setting.brbrBeyond the property, Harpswell is a place where life slows to the rhythm of the tides. Its coastline is defined by quiet coves, working harbors, and miles of rugged natural beauty, offering scenic drives, beloved lobster shacks, walking trails, and endless opportunities to explore Maine’s authentic coastal charm. Cundy’s Harbor, where The Harpswell Anchorage is located, is one of the area’s most treasured seaside villages — known for its authentic character, picturesque harbor views, and unhurried pace. From watching local fishermen haul in their daily catch to kayaking along peaceful inlets, days here are shaped by the tides, fresh ocean air, and the simple pleasure of being surrounded by water!brbrWhile the setting feels wonderfully private and tucked away, you are still within easy reach of the vibrant coastal communities of Brunswick, home to Bowdoin College and the Maine State Music Theatre; historic Bath, renowned for its rich shipbuilding heritage; and Freeport, home of L.L. Bean and a premier shopping destination. Enjoy acclaimed restaurants, charming boutiques, art galleries, maritime history, and lively local markets. All offering the perfect balance of peaceful escape and engaging exploration during your stay.brbrWhether you choose to explore the vibrant coastal towns nearby or simply stay tucked away by the water, The Rogue Island Retreat offers everything needed for a memorable Maine getaway. With its expansive waterfront, private dock, thoughtfully designed living spaces, and breathtaking sunrise views, the home invites you to slow down, settle in, and savor the very best of coastal living! We invite you to enjoy quiet mornings on the dock, relax on the decks, or simply take in the water from the comfort of your own beautiful, private haven!brbrProudly managed by Maine Coastal Connections, Harpswell, ME.
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Exceptional(43)

$1801.38

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Private Vacation Home

Waterfront Private Estate Located On 5-Acre Peninsula With Dock And Mooring

Harpswell, Maine, United States

Watch picturesque sunsets from our post-modern, shingle-style, 4500 sq. foot house with a wrap-around deck on Sebascodegan Island - Casco Bay on a private peninsula with water on all three sides. The property has paths for exploring, gardens, 2,000 feet of shoreline and a dock.brbrThis warm, secluded, and enchanting country home with breathtaking views from every window will make you think you’ve just stepped into a Currier and Ives painting. There are many nearby activities to enjoy such as water skiing, and boating, or you can fish right from the dock. A twenty minute drive will take you to the historic town of Brunswick.brbrThe post-modern, shingle-style, 4100 square-foot house is located on Sebascodegan Island in Casco Bay on the coast of Maine. The property is situated on a totally private, secluded peninsula within the Cundy's Point Association on five-plus acres, with 2000 feet of shoreline. The house is within 50 feet of the water on all three sides. There is a private dock (tidal) which will accommodate a boat of up to 40' and a mooring is provided. To the West are open views of Quahog and Casco bays, Big Hen, Birch Island, and Yarmouth Island. To the East is Ridley Cove and the picturesque fishing village of Cundys Harbor. The International Jet Port is just 50 minutes away.brbrThe sunrises and sunsets from this location are magnificent. There are several paths from the house through the extensive natural landscaping, perennial beds and cutting, vegetable, and herb gardens, which add charm and color all year long. The gardens extend to the sea banks; they are professionally kept and contain peonies, old-fashioned beach roses, lilacs, Asiatic lilies, dahlias, blueberries, wildflowers, lupines, rhododendrons, bayberry, hydrangeas, and foxglove. brbrThe Living Room faces the water with direct access to the wrap-around deck through three sets of French doors and a staircase to the back gardens and deep water channel. The Living Room also has a wood burning fireplace! Directly behind the Family Room is a large, screened porch for waterfront dining and boat watching. brbrUpstairs there are four large bedrooms and two guest baths. There is one king-sized bed, two queen beds, two queen pull-out beds, and two twin beds. The fifth bedroom connects to the master suite via pocket doors, shares the master bath, and features a queen sleeper sofa.brbrbrThe gym is currently under construction.brbrThe property also has a dock for tying up your boat or swimming.brbrPlease note*brbrThere is a cleaning fee of $350 per 7 night stay.brbrTwo week rental tenants are responsible for a mid-stay cleaning of $350.brbrNo additional fees for pets at this time.
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$849.12

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Private Vacation Home

Tranquility Redefined. The Maine House on Dingley

Harpswell, Maine, United States

The Maine House – Your Winter SanctuarybrbrDrive across the bridge onto Dingley Island and step into the Maine House, the heart of our 38-acre oceanfront retreat. In the winter months, the home wraps you in warmth and comfort, offering water views from nearly every room that make each moment feel serene and extraordinary.brbrCurl up with a book by the wood-burning stone fireplace in one sunroom, which features vaulted ceilings and a large sectional couch, or enjoy the other sunroom, offering stunning views of the sunrise, a serene spot to start the day. Gather for games and fitness in the Billiards room, which includes a pool table, treadmill, and Peloton bike. The living room, with ample seating, a gas fireplace, and a Steinway piano, is perfect for relaxing, playing music, or enjoying panoramic water views. The private office provides a quiet space to work, read, or plan your day. The kitchen, with high-end appliances, ample storage, and stunning water views, is perfect for preparing hearty meals, while the dining room invites long, cozy dinners. Quiet nooks throughout the house offer spots to sip hot cocoa or simply soak in the beauty of the season.brbrEvery corner of the Maine House reflects the essence of Maine: natural materials, soft coastal colors, and thoughtful touches for comfort. The Billiards room doubles as an overflow sleeping area with two twin beds, making the home ideal for families or multi-generational groups.brbrGuests are welcome to explore the Bunkhouse and Treehouse, which are part of the island experience. Please note these structures are seasonal and not heated, and water is turned off in the Bunkhouse during winter months.brbrKey Features & AmenitiesbrbrSleeps 10 guests: 4 bedrooms + overflow in the Billiards room with 2 twin bedsbrbrPrimary suite: water views, private bath with whirlpool tub and walk-in showerbrbrThree additional bedrooms: two with king beds, one with two twin beds, water views from nearly every roombrbrTwo sunrooms:brbrSunroom with wood-burning stone fireplace, vaulted ceilings, and a large sectional couchbrbrSunroom with stunning sunrise views, perfect for morning coffee or quiet reflectionbrbrLiving room: ample seating, gas fireplace, Steinway piano, panoramic water viewsbrbrBilliards room: pool table, treadmill, Peloton bike, play space, overflow sleepingbrbrPrivate office: quiet workspacebrbrKitchen: high-end appliances, ample storage, and stunning water viewsbrbrDining room: spacious, inviting, perfect for long mealsbrbrBathrooms: soft towels, high-quality toiletries, thoughtful finishesbrbrOutdoor spaces: decks and patios with stunning water viewsbrbrHot tub: usable in colder months for a cozy, steamy retreatbrbrHigh-speed fiber internetbrbrSeasonal access to Bunkhouse and TreehousebrbrThe Maine House is more than a vacation rental. It’s a winter sanctuary, a place to relax, enjoy the water views, and recharge by firelight. Cozy up, watch the changing skies, play, work, or simply unwind, and make memories that last a lifetime.
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Exceptional(2)

$386.84

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Private Vacation Home

Charming 3BR, 2.5BA Pet-friendly home, Ocean access just a short walk away

Harpswell, Maine, United States

Welcome to Sweet Retreat—a delightful 3-bedroom, 2.5-bathroom cottage nestled in a peaceful seaside neighborhood, offering access to the tranquil, pebbled shores of Merriconeag Sound. Located just 1.5 miles from the scenic Pott's Point Preserve and 1.3 miles from Stover's Cove Beach, this charming home is the perfect base for coastal adventures—whether it's exploring nature trails or enjoying a refreshing swim. Local seafood enthusiasts will enjoy nearby Erica's Seafood (3.6 miles) and the Dolphin Marina & Restaurant (3.7 miles), both offering fresh, delicious catches. After a day of exploration, unwind on the sunporch and bask in the soft afternoon light.brbrInside, Sweet Retreat features a well-equipped kitchen for home-cooked meals, a dining area that seats six, and a cozy reading nook. The sun-drenched living room seamlessly opens to the sunporch, making it an ideal spot to relax and enjoy the surroundings. Upstairs, you'll find three inviting bedrooms: two with queen beds and one with two twin beds, offering comfort for families or groups. The second floor also features a full bathroom with a shower, a small powder room off the landing of the stairs, and an additional full bathroom in the basement with a shower/tub combo.brbrStep outside to enjoy a spacious, fenced-in yard perfect for outdoor games or relaxation. A propane grill is available for al fresco dining, and a small covered porch with a garden area adds to the charm of the property. The deeded water access is just a 4-minute walk away, providing easy access to the water where you can watch lobster boats pass by, hauling their daily catch while overlooking the scenic Orr's & Bailey Islands.brbrCome experience the best of Harpswell at Sweet Retreat, where relaxation, adventure, and lasting memories await. We’re sure you’ll want to return year after year!brbrDogs under 35lbs are welcome at Sweet Retreat, non-refundable pet fee applies. Sorry, cats are not allowed due to allergies. More than one dog requires permission from host. If booking on VRBO click on Travelers box and check box by I am traveling with pets. brbrBed types/descriptions:brFirst FloorbrPrimary Bedroom - Queen BedbrSecond Bedroom- Queen BedbrThird Bedroom- Two Twin BedsbrbrBathroom setup/description:brHalf FloorbrFirst Bathroom - Half Bath located off of the landing of the stairs to second floorbrSecond FloorbrSecond Bathroom - Full Bath with Shower (please note that the space is limited with a small shower directly next to the toilet and a narrow walking path past the vanity)brBasementbrThird Bathroom - Informal Full Bath with Shower/Tub CombobrbrAir Conditioning: Yes, AC offered via heat pumpsbrBeach Access: No direct beach access, Stover's Point Beach Preserve is just 1.3mi awaybrBeach Towels: NobrDeparture Cleaning: IncludedbrCable TV: Yes, Roku TV in Living Room with YouTube TVbrClosest Shopping Village: Brunswick, 20 min awaybrCoffee Maker: Yes, regular dripbrDishwasher: YesbrGrill: Gas grill available, Propane providedbrHeat Source: Heat pumpsbrInternet Access: Yes, Xfinity Cable 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: 2-3 carsbrStairs to Water: No stairs, deeded access to waterfront is 4-minute walk away at the end of the roadbrTrash Removal: Included, picked up weekly (for multi-week stays) or upon departurebrTV: Roku TV in Living RoombrUsable Fireplaces: No, the woodstove in the living room is not available for guest usebrWasher & Dryer: Yes, in basement (please note, stairs to basement are a bit steep)brWater Frontage: No, water view and deeded water access just 4min walk awaybrWater Source: Well water with filtration system, bottled drinking water recommended
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Bath 2

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Sleep 6

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Exceptional(134)

$316.1

/ Nightly
Private Vacation Home

Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets

Harpswell, Maine, United States

Your cozy “bungalow” is part of an incredible 8-acre private estate with a private beach, walking trails, cliff views, a shared deep water dock, and even a freshwater swimming pond. The Bungalow is an 800 sq ft heated modern post & beam structure providing ample living space with a modern kitchen, two bedrooms (one queen, one full), and a 300 sq ft living/dining room area with an adjoining screen porch. There is also a bathroom with a tub/shower that includes a washer and dryer. Off the porch is a private lawn with four Adirondack chairs, a fire pit, and a BBQ. brbrYou are just a short walk through open fields to a private ocean beach perfect for launching your kayak. Continue your walk to a shared private dock great for swimming. Our dock is on the local harbor at Lookout Point and faces westward for fantastic sunsets and expansive island views. This is an active lobstering harbor so you can purchase your lobsters right next door!brbrThe Bungalow is located on an incredible 8-acre private family estate in a lush field surrounded by 1,500 feet of ocean frontage. You get to share this calm and quiet estate with a family-owned cottage and year-round home while having your own secluded corner all to yourself. brbrSo come swim off the dock, launch your kayak, swim off the rocks, read a book, have a lobster, take walks . . . just relax and enjoy!
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Exceptional(43)

$864.93

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Private Vacation Home

Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.

Harpswell, Maine, United States

If you need an escape for the whole family (or perhaps from the whole family), a couples retreat, or simply the solitude of Maine's beauty; consider The Point.brbrLocated on the southernmost tip of Gun Point peninsula in Harpswell, The Point has many amenities that few have the chance to encounter. Guests will enjoy over 275 feet of Maine's beautiful shoreline. With two pebble beaches, rocky ledges and a tide pool your stay is at much more than just a house with a view, it is a place of experiences.brbrThe beach sits just 75 feet from the front deck where you will have sweeping southern views. You will see half a dozen small islands, working lobster boats, sailboats, Great Blue Herons, and Ospreys almost every day of your stay. “A spectacular location! are always the words of first-time visitors to The Point.brbrIf you need a change of pace, you have a full sized 20x40 solar-heated saltwater pool and a deep water dock on the property for you. The house is at the end of a two mile private road so a quiet afternoon walk is another way to break from the flurry of everyday life. A fire pit on the front lawn, and only steps from the ocean, is a cozy way to watch the stars. Whatever you choose, you will be lost to your surroundings - Maine’s natural beauty.brbrThe main house has five bedrooms and will accommodate eight comfortably. (If your party has more than 8 guests, we have a fee of $40 per guest per night ) No more than 10 people . The first floor has an open floor plan with a combined kitchen, dining and living area opening out onto a large front deck. A brand new bedroom is located on the first floor, with a king size bed, and attached full bath, which are both airconditioned per heat pump. (the only air conditioning in the home) The other 4 bedrooms are located on the second floor. The full kitchen has all the equipment you need to prepare meals or to host your own traditional Maine lobster bake. An oversized, six burner gas grill is also at your disposal for more cooking options. For the rare occasion when you find yourself indoors the house has WiFi, cable TV, a diverse reading library and family/couples board games. The home is clean and comfortable with the owner available (a mile up the road) in case of emergencies. Not overly fancy, but with everything you’ll need for one of the most memorable times of your life.brbrSite amenities include an outdoor gas grill, patio furniture, and a fire pit. The saltwater pool is solar panel heated. With prior arrangements, boaters have access to the deep water dock and mooring located on the east shore in a sheltered cove. If you choose to bring your own boat it can be launched directly from the beach in front. There is plenty of room to park two vehicles as well as a boat trailer.brbrIf you haven't already, take a moment to view the photos. They only hint at the experience you'll have when you book your next getaway at The Point.brbrThe Point is professionally managed Maine Coastal Connections, a local company, specializing in vacation rentals in and around Harpswell, ME.
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Exceptional(3)

$671.77

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Private Vacation Home

Coastal Hideaway. Water views with expansive deck, pool table, office area.

Harpswell, Maine, United States

Fabulous home with lots of open room for relaxation by the ocean. This home, tucked off the road in a private community of Harpswell, is just what you are looking for. With 3 bedrooms, and sleeping for 6, a great family vacation or get away with friends awaits. brbrThis home has two large open living room areas. Upstairs, the open seating area has a large table for playing games, doing puzzles, as well as gathering for meals. Two couches and two comfy chairs means space for everyone. This area opens to a beautiful deck for additional seating and dining space. Relax with your morning coffee and watch boats go by from the deck or comfy chairs inside. brbrThe downstairs living area, also overlooking the ocean, has a large sectional, 50 ROKU smart TV (Apps only, no cable), pool table, and a selection of games for your enjoyment. A laundry room with full size washer and dryer is also located on the lower level. brbrTwo bedrooms are located on the first floor. The primary bedroom with full bath has a king bed, vaulted ceilings, and a private deck. The primary bath has a jacuzzi tub with separate shower. The second bedroom has a queen bed looking out over the water. A second 1st floor full bath with tub/shower combination is located between the two bedrooms. brbrA third bedroom is located on the lower level. This large space has two twin beds, a couch, and a working desk area that includes a monitor, printer and fiber optic internet. This room is the perfect private place for having a working vacation week, catching up on something at the office, or perhaps getting away to write your own novel. brbrOn the upper level you will find a fully stocked kitchen with everything you need to make your favorite snacks or full meal. Full size appliances, all necessary pots, pans and every kitchen accessory needed to cook or bake your culinary creations. This home is impressive with it's kitchen supplies. With two tables and 3 counter stools to sit at, there is room for everyone to hang out in the kitchen while meals are being prepared. brbrA Weber 3 burner gas grill on the deck and propane Lobster Cooker with pot (to be used in the yard or driveway areas only) are also available for your cooking needs. brbrWhile visiting Harpswell and it's 216 miles of shoreline we suggest checking out our local restaurants, Ice Cream and Candy shops, public beaches such as Mitchell Field, or Stover's Point Preserve. Our extensive trail system for hiking and water activities such as kayaking or taking a schooner sunset sail. brbrSuggested places to eat include starting your day with the Itty Bitty Coffee Shop, 5 minutes away. As the day progresses check out other Harpswell restaurants within a 20-minute drive: Erica's Seafood, Dolphin Restaurant and Marina, Pammy's Ice Cream, Uncle Pete's Community Market, Harpswell Schoolhouse, Morse's, Island Candy Company, Salt Cod Cafe, Cook's Lobster & Ale House, Sundrenched and Bailey Island General Store (BIGS). Please confirm hours before arrival for seasonal days and hours.brbrIf shopping interests you, LL Bean and the outlet stores of Freeport are just 30 minutes away. Brunswick and Bath have great downtown areas with stores and plenty of places to explore. Enjoy Golfing we have 5 courses within a 30 minute drive.brbrIf you would like to rental a kayak during your stay, we recommend the following:brSeaspray Kayaking and Paddle (207) 404-1100brRings Marine Service, Inc. (207) 865-6143brThey will deliver and pick up to your rental. brbrPets are not allowed at this property. brNo smoking is allowed at the property.brbrWe recommend a car for this property. If you are flying to the area we suggest using the Portland Jetport (PWM).
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Exceptional(26)

Select Dates for Price

Water-view retreat with beach access, deck, grill, EV charger & lawn games

Harpswell, Maine, United States

Casco BreezebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEnjoy a true Midcoast Maine getaway at this Casco Bay home. Boasting water views and beach access with boat ramps just steps away, this two-bedroom escape is the perfect choice for a family holiday. Take in the views from the private deck, or head down to the beach and public pier for some fun on the water. A gas grill, firepit, and various yard games set the stage for summertime cookouts, while the enclosed porch is an ideal all-season hangout.brbrInside, relax by the fireplace or unwind in the living room with shows and movies on the smart TV. There's a stationary bike on the main floor and exercise equipment downstairs for maintaining at-home fitness regimens. The kitchen comes ready for home cooking with a suite of stainless steel appliances, and there's seating for four at the adjacent dining table. The breakfast bar can accommodate up to three for coffee and light snacks. There is also a separate dry bar with a beverage fridge for added convenience. Home essentials include baseboard heating, free WiFi, and a private washer/dryer. Additional perks include a Peloton and Tesla vehicle charger.brbrTHINGS TO KNOWbrThe sunroom with the twin trundle beds is not heated, and can only be used in the summer months.brbrParking notes: There is free parking available for 6 vehicles.brbrbrbrDamage 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.
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Exceptional(42)

$346.08

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Cottage

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

Harpswell, Maine, United States

The privacy of this air-conditioned cottage on the tidal shores of Cundy's Harbor in Harpswell is something you will treasure. Sit on the deck in the morning, just feet away from the shoreline, drinking coffee and watching the eagles fly overhead, deer in the woods, or boats come through the channel at high tide. Whether the water is high in Laurel Cove channel or completely drained out, there is always a beautiful view of nature. Swimming from the dock on the high tide or exploring the ocean floor at low tide, it is everchanging, bringing something new each day. brbrEnjoy any meal of the day on the deck overlooking the water. Breakfast, lunch or dinner made in the full kitchen, getting take out from any of our local Harpswell or Brunswick restaurants, or grabbing some local lobsters and cooking them up! There will always be a table with a view. brbrIf you enjoy exploring, fill your days hiking some of the many Harpswell Heritage Trust hiking trails. Kayaking or canoeing right from your own private dock on the property, when the tide allows. Take a drive and see all that Harpswell has to offer from gift shops, restaurants, sailing excursions, free summer concerts, to candy and ice cream shops. Fun Fact: the town of Harpswell has 216 miles of coastline! That is a lot to explore. brbrFeel like a break from the coast Freeport's famous LL Bean and a variety of outlet stores are less than 30 minutes away. Brunswick, only 15 minutes away, is home to Maine State Music Theatre, Bowdoin College with its museums, as well as a thriving downtown area with shops and restaurants. We also have 4 local golf courses. brbrAt Laurel Shore you are allowed to bring one dog who is under 50lbs. Dogs require an additional pet/per day charge of $60 per day. Sorry, but we only allow dogs, no other pets. This includes a service dog. brbrWe recommend a car for your stay here in Harpswell, Laurel Shore is located 15 minutes from major grocery stores and the town of Brunswick. We hope you will be able to enjoy exploring all the Maine coast has to offer. brbrPlease note, there is an automatic generator provided at the home as well as linens and towels.brbrIf you will be flying to Maine, we recommend Portland International Jetport (PWM). If assistance is needed for varying flight arrivals of your party, Safe Harbour Property Management offers concierge rides to and from PWM, please inquire for rates.brbrKayak rental and rate inquiries may be found at:brSeaspray Kayaking 207-404-1100brRings Marine Service 207-865-6143brbrbrbrbrbrbrbrbr
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Sleep 4

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Exceptional(44)

Select Dates for Price

Dog-friendly home with high-speed WiFi, washer/dryer, & private dock

Harpswell, Maine, United States

Harpswell RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis charming home is all set for guests ready to enjoy the fresh air, including an expansive deck, a private gas grill, and access to a private dock. The decor inside is inspired directly by the great outdoors, with handsome floors and touches inspired by the natural world. The luxurious kitchen's stone countertops are sure to inspire cooks to prepare delicious meals during their stay. Equipped with all the essentials, as well as appliances like a coffee maker, blender, toaster, and microwave, you have everything you need to whip up a memorable feast. The downstairs bedroom has been recently updated with a large clothes dresser as well as new window blinds. It also features a desk workspace for those who want to catch up on remote work or school-related tasks. The upstairs bedroom (the main bedroom of the home) occupies the entire second floor, and guests of this room can enjoy a private furnished balcony and en suite bathroom with a rain-style showerhead. At the end of a long day, enjoy winding down while your favorite tunes play over the speakers or while watching either of the TVs equipped with YouTube TV (for live TV), Netflix, Hulu, Prime, and HBO. Sunrise views come standard at this lovely home, which sits just 50 feet away from the Harpswell ocean waterfront.brbrTHINGS TO KNOWbrStrict parking guidelines, no more than 2 cars at home, no street parking allowedbrStreaming services are available with guests' own account(s).brGuests must travel by car to reach this home.brTwo kayaks are available for guest use.brGuests can enjoy access to a runway that, at low tide, is 15 feet above the water level. Guests can launch kayaks from the shoreline, though it should be noted there is nowhere to tie up a boat.brSnowbird-friendly.brbrIf 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 2 vehicles.brbrDock details: Guests can enjoy access to a runway that, at low tide, is 15 feet above the water level. Guests can launch kayaks from the shore line - please note that there is nowhere to tie up a boat. All boats and water equipment must be brought back to the house after each use (do not leave it at the dock).brbr1) Owner's Kayaks: The Owner's kayaks are only the 2 kayaks that are directly in front of the house. They can be carried down, placed in the water and used. After use they should then be returned to the area in front of the house, and should not at ANY time be left on the grass area down near the dock, nor on the dock itself. This is because that land and the dock is not the Owner's property. There is only right of way access.brbr2) Neighbor's Kayaks & Rack: The kayaks that are on racks down on the grassy area near the dock are NOT the owner's kayaks, and should not be used at any time. Those kayaks belong to a neighbor and should not be touched. Likewise, the Owner's kayaks should never be left near or on on the neighbors' kayak rack.brbr3) Dock Usage: As a renter of the Owner's house, you also have access to walk on & sit on the dock, which is behind the red barn. To clarify, this is the dock to the left, as you look towards the water. However, you may not leave any property on the dock, nor may you use the chairs that are on that dock. If you want to sit on the dock, you may bring down the Owner's chairs, which are leaning against the side of the Owner's house. However, you may not leave any of the OwnerbrbrbrbrDamage 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.
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Exceptional(8)

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Oceanfront home with dock, beautiful deck & firepit - steps to the beach

Harpswell, Maine, United States

Clark CovebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrStunningly situated on a small peninsula at the water's edge in Harpswell, this oceanfront home offers breathtaking views in every direction. Each morning, you can take your kayak (large boats are not recommended) from the dock, gather stones and seashells on Clark Cove Beach, and unwind every evening on the expansive deck, dining alfresco as the sun begins to set. Please note that the owners live onsite above the garage. The max boat size that we recommend to launch at the property is a kayak or a canoe. All other boats will not fix in the area provided.brbrThis two-story home sits on a tiny peninsula between Merriman Cove and Clark Cove, right next to Clark Cove Beach. The oceanfront position grants it beautiful views of the water from sunrise to sunset, as well as a large lawn that rambles down to the shoreline. You'll feel worlds away from the city, yet you're only 10 miles from Brunswick and Route 1. Easily reach Bath (17 miles), Popham Beach (33 miles), Portland (37 miles), and other lovely parts of the Midcoast.brbrWake up each morning to the sight of local lobster boats, and bring your coffee and breakfast outside to the wraparound deck. There are outdoor spaces to enjoy at every time of day, whether you're basking in the shade of the patio, barbecuing on the gas grill, or stargazing by the firepit just across the yard.brbrThe house is open and spacious, with oceanfront views filling the inviting living room. There's a well-equipped kitchen with stainless steel appliances, a dining room table for family dinners on cool evenings, and a wood-burning fireplace to warm you as you stream nightly movies. There's also a classic, casual family room downstairs, complete with a fun wet bar. High-speed WiFi and a private washer/dryer are provided for your comfort as well.brbrThings to KnowbrCheck-in time: 4:00 PM.brCheck-out time: 10:00 AM.brAll guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM.brNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 4 vehicles.brbrDock details: The max boat size that we recommend to launch at the property is a kayak or a canoe. All other boats will not fix in the area provided.brbrbrbrDamage 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.
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Exceptional(44)

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Serene waterfront home w/ a dock, large deck & amazing views!

Harpswell, Maine, United States

High ViewbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrPicture yourself at High View, a stunning waterfront home perched on the edge of Quahog Bay in Harpswell. From your morning coffee on the sweeping deck, you’ll witness pastel skies over the islands, lobster buoys bobbing, and kayaks gliding offshore. With your own spacious dock, you’ll have direct access to the water for fishing, paddling or simply immersing in the unmistakable magic of Maine’s working coastline. Outside, discover a charming, fenced patio — ideal for a morning stretch or evening quiet time.brbrInside, thoughtful design meets comfort. On the first floor, you’ll find a fully equipped kitchen that flows into a bright breakfast nook, then into a sun-filled sunroom perfect for remote work or quiet contemplation. The living and dining area, anchored by sliding glass doors, opens to the deck so the outside becomes part of the everyday. Entertainment options abound (games, Roku TV, DVD) and every detail—from furnishings to layout—speaks to easy-luxury vacation living. The upstairs wing offers three restful sleeping spaces: a master suite with king bed and en suite, a queen bedroom, and a loft with another queen tucked behind privacy drapes and screen. Quiet ceiling-fan comfort completes each room. brbrLocation matters and High View delivers. In Harpswell, you can explore the dramatic cliffs of the Giant’s Stairs Trail, wander the shoreline of Bailey Island, or savor lobster at the wharf-side seafood joints. You’re also minutes from scenic hikes, salt-water swims and island adventures. Take a short drive to Brunswick and Cook's Corner with their galleries, restaurants, boutiques and golf courses.Or, venture a bit further to visit iconic LL Bean and the outlet stores in Freeport, ME or visit the Maine State Music Theatre, located at Bowdoin College, where your favorite Broadway plays are performed by talented local actors and musicians. Whether you desire serenity or exploration, High View makes both effortless.brbrWhether you’re planning a family retreat, a couple’s escape or an adventure-filled week of sea and shore, this house invites you to drop your bags, inhale the salt air, and let time slow down. Reserve your week of coastal magic today!brbrThings to Knowbr- The dock is seasonal and open from the end of May through October. br- The floating dock, accessible from a 30' ramp, has a swim ladder for entering and exiting the water should you choose to swim. The floating dock can also accommodate a canoe or kayak. No motorboats are permitted.br- The home has a backup generatorbr- Fireplace is inoperable and not for guests usebr- There is one parking spot available for guests in the garagebrbrParking notes: There is free parking available for 3 vehicles.brbrDock details: Seasonal - open from end of may through OctoberbrOnly for canoes and kayaksbrswim dock with ladderbrbrPlease 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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Cottage

Near Stover's Cove with gorgeous views of the world famous Cribstone Bridge.

Harpswell, Maine, United States

Welcome to Casco Bay Cottage!br​​​​​​​brThis charming coastal cottage is perfectly positioned near Stover's Cove with beautiful views of the Atlantic Ocean and the iconic Cribstone Bridge. This inviting three-bedroom, two-bath retreat offers a relaxed Maine atmosphere and an ideal setting for families or small groups looking to enjoy the coast.brbrInside, the home features an open concept living, kitchen, and dining area, perfect for gathering, entertaining, or simply unwinding after a day by the sea. Sliding glass doors lead to the outdoor deck, where you can sip your morning coffee while watching the sun rise over the water and boats pass beneath the bridge.brbrJust off the kitchen are two cozy bedrooms: one with two twin beds, great for kids, and another with a twin trundle bed. A full bathroom with a tub/shower combination is conveniently located nearby. Down the hall, you'll find the spacious primary bedroom with a king-size bed, offering a peaceful retreat at the end of the day. Across the hall is the second full bathroom with a stand-up shower, as well as a laundry room equipped with a washer and dryer for added convenience.brbrGuests also enjoy a right-of-way path leading down to the beach, perfect for shoreline strolls, exploring the coast, or simply enjoying time by the water.brbrWith its comfortable layout, scenic views, and unbeatable location, Bridgeview is a wonderful place to experience the beauty of coastal Maine.brbrPlease note: Casco Bay cottage rents Friday to Friday. The fireplace is not available for tenant use.
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