Vacation Home Rentals By Owner In Harpswell, ME

$654.0

Amazing Oceanfront Private Cottage Deep H2O Dock

Harpswell, Maine, United States

Thinking about a getaway in Maine on the ocean Look no further!brYou will love the unobstructed panoramic views across Quahog Bay from almost every room in the house! brbr **For June, July and August stays of 7 nights minimum are required, with a Sunday check in, & Sunday departure. Shorter stays available for spring/fall. **brbrWe are in a quiet neighborhood, on a quaint island road - the spectacular oceanfront views await you. You will realize how special Harpswell is the second you drive over the bridge on to Sebascodegan Island. There’s something magical being right on the water.brbrYou will get to experience amazing sunrises! But you are conveniently close to everything! We have one of the darkest skies you will ever see for enjoying stargazing. It’s hard to believe that you are less than 10 mins to Brunswick’s Cook’s Corner shopping and restaurant area. brAs you enter our cottage you are lead into the bright, open and fully stocked kitchen, with a bar style eating area. Straight through the kitchen, you are greeted by the cozy living room that leads to a very large outside deck. The charming cottage also offers 2 bedrooms on the main floor, one with a queen size bed and the other with 2 twins. A large loft is on the second floor, with 2 queen beds and a twin daybed. The home will comfortably sleep 6 (adults) - One full bathroom is also featured on the main floor. brbrYou will have numerous options outside including a patio, gazebo and deck presenting elevated, unhindered ocean views. The front patio is where you will find the gas grill along with the lobster cooker. There is also a nice size side yard for your enjoyment. Enjoy the sunrises and gorgeous sunsets while sipping your morning coffee and evening cocktails, while listening to the sounds of the ocean. brHaving your own private deep water dock, float, and mooring is a huge added bonus! Bring your own boat, or use our kayaks and explore the wonderful coves in the area. Make sure you check out the resident bald eagles. There is a boat yard for launching your boat just a few minutes away. brIn addition to boating, there’s many hiking trails, gift shops, great restaurants and many nooks and crannies to explore along the shores. Brunswick, Bath, Portland, and Freeport (home of LL Bean) are close but a day spent to explore the other coastal towns that line Route 1 is a must! Popham Beach, the most spectacular stretch of sandy beach in Maine, along with historical forts, Phippsburg, Boothbay Harbor, and Bar Harbor are also great day trips! brbrTake the train from Brunswick to Boston or travel the Maine coast. Brunswick is also home to Bowdoin College, which offers the Maine State Music Theatre, with superb productions and museums to enjoy! brbrWhen you are done exploring, come home and pick up some fresh caught lobster and steam them in the lobster cooker on the deck while watching the boats come in! brbrMaine.....The way life should be!br

3

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1

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5

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$251.22

/ Nightly

Private Vacation Home

Welcome to Harbor Heights- your cozy coastal getaway in Cundy's Harbor

Harpswell, Maine, United States

Welcome to Harbor Heights- your cozy coastal getaway in the heart of Cundy's Harbor!brThis inviting vacation rental offers a comfortable and practical layout that's perfect for families, couples, or small groups looking to relax and explore the coast.brUpstairs on the second level, you'll find two comfortable bedrooms thoughtfully arranged for flexible sleeping. One features a queen bed for a restful retreat, while the second bedroom includes four twin beds, ideal for kids, friends, or extra guests. A full bathroom with a tub/shower combination is conveniently located on the first level. Also, on the first level you will find a fully equipped kitchen, large expansive living area and washer and dryer area.brStep outdoors and unwind on the spacious deck, perfect for grilling and entertaining. In the yard, where established perennial gardens provide color and serenity throughout the seasons. It's the perfect setting for morning coffee, sunset gatherings, or peaceful afternoons surrounded by nature.brFrom your doorstep, enjoy an easy stroll to the public boat launch, the beloved waterfront restaurant Holbrook's Wharf & Grille, and the village library, placing the best of this quaint harbor community within walking distance. Outdoor enthusiasts will love exploring nearby Little Ponds Preserve, a scenic natural area protected by the Harpswell Heritage Land Trust, featuring peaceful walking trails, wildlife, and beautiful coastal landscapes.brWhether you're planning boating adventures, nature walks, or simply a quiet place to recharge, this Cundy's Harbor retreat offers the perfect blend of comfort, convenience, and classic coastal charm.

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$575.52

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Private Vacation Home

Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views.

Harpswell, Maine, United States

Located near the south end of Bailey Island, this comfortable custom-built year-round home sits along the coast with a western view of Casco Bay and the mouth of Mackerel Cove. You can enjoy spectacular sunsets from the house or down on the pier, where you may also see Mt. Washington on the horizon. brThe home has two bedrooms. Upstairs, the master loft bedroom has a queen bed and ensuite bathroom with shower. The master loft bedroom also features a western facing private balcony to enjoy your morning coffee or an evening breeze with a glass of wine. The second bedroom, located on the main floor, has a queen size bed. A bathroom is located on the first floor featuring a deep tub and shower. brProviding a private room for additional 1 or 2 guests, there is a den with a double-sized sofa bed. The den also features a desk for remote work access (via wifi) with a beautiful view. brThe home is open and airy, but does have air conditioning, if needed. The kitchen has all the utensils needed for cooking that lobster dinner and enjoying the quiet of Bailey Island. The living room features a propane fireplace to remove the chill on early mornings or rainy afternoons. From the living room enjoy stepping out onto the deck for relaxing, reading, or watching lobsterman haul their traps.brbrWe recommend a car for your stay here in Harpswell, Rudman’s Retreat is located 25 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. If 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 starting at $125.00.brbrPlease note there is an automatic generator located at this property. brbrKayak rental and rate inquiries may be found at:brSeaspray Kayaking 207-404-1100brRIngs Marine Service 207-865-6143brbr

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$503.32

/ Nightly

Private Vacation Home

Charming summer cottage with all the comforts of home. Fabulous covered porch overlooking Card Cove!

Harpswell, Maine, United States

Welcome to Card Cove!brbrHere at Card Cove, you can enjoy a serene waterfront escape where classic island living meets modern comfort. Perched directly above the quiet waters of Card Cove, this charming cottage invites you to explore the rocky shoreline just steps from your front door and enjoy the natural beauty of its expansive 2.5-acre property.brbrInside, the cottage offers a warm and welcoming atmosphere. The first-floor bedroom features a queen-size bed and convenient access to a full bathroom complete with a washer and dryer. Upstairs, the primary bedroom boasts a king-size bed and water views from every window, creating a peaceful retreat. A third bedroom across the hall provides two cozy twin beds, perfect for families or friends. The upper level also includes a bright, updated full bath with a stand-up shower.brbrThe open living and dining area is designed for relaxation. Feel free to read a book, gather for games, or unwind with your favorite show. A well-equipped kitchen offers everything you need to prepare meals with ease. But one of the true highlights of Card Cove is the covered back porch, perched right over the ledges and offering breathtaking, expansive ocean views which is an ideal spot for morning coffee or sunset listening to the waves.brbrGuests are welcome to use the property's kayaks (at their own risk) for a peaceful paddle around the cove, where calm waters and beautiful scenery create unforgettable moments.brbrWhether you're seeking quiet coastal charm, outdoor adventure, or a comfortable home base for exploring the island, Card Cove is the perfect place to unwind and reconnect with nature.

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Private Vacation Home

Classic Maine House, wrap around deck, water activity a walk away.

Harpswell, Maine, United States

Welcome to our Classic Maine house on Great Island. Our 3 bedroom Gambrel makes and excellent location for your getaway. The living room and large kitchen complete your vacation home. The wrap-a-round deck allows you sun and shade throughout the day. You can see some of the cove from the lower and upper deck. Using our private right of way you can walk to the cove in minutes. The cove is surrounded by land on all sides except for the outlet, which makes it excellent for water activities; kayaking, paddle board etc. Our location is a central spot for accessing many activities Harpswell and the surrounding area offer. The outside lobster cooker is a great, Island tradition when you visit.

3

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1

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5

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Select Dates for Price

Private Vacation Home

Morning Mist: 3 BR, 2.5 BA House in Harpswell, Sleeps 6

Harpswell, Maine, United States

Welcome to Morning Mist, a charming three-bedroom coastal retreat in Maine where sweeping ocean views greet you from every room. Nestled along the water with shared access to Merriman Cove—including a dock, ramp, and float—this is the perfect place to relax, recharge, and soak in the beauty of the coast.brbrInside, the home offers a bright and spacious living area adorned with one-of-a-kind artwork and expansive water views. The newly renovated kitchen is fully equipped and features a cozy breakfast nook, while the adjacent dining area comfortably seats six—ideal for gathering after a day by the sea.brbrThe lower level hosts three inviting bedrooms. The primary suite features a king-size bed and a private en-suite bathroom with a double vanity and shower/tub combination. Two additional bedrooms each offer a queen bed and share a full bathroom conveniently located just across the hall.brbrStep outside and enjoy the best of coastal living. A generous lawn, multiple ocean-view decks, and refreshing sea breezes create the perfect setting for morning coffee, afternoon lounging, or evening sunsets. The peaceful seaside neighborhood adds to the home’s relaxed and welcoming atmosphere.brbrWhether you're here for a quiet escape or a memorable family getaway, Morning Mist offers a timeless Maine experience that will draw you back year after year.brbrPets are welcome at Morning Mist (a non-refundable pet fee applies). 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:brbrWalk-Out Basement LevelbrPrimary Bedroom with King Bed and private full bathroombrSecond Bedroom with Queen BedbrThird Bedroom with Queen BedbrbrBathroom setup/description:brFirst FloorbrHalf BathroombrbrWalk-Out Basement Level brFull bathroom with shower/tub combo in Primary BedroombrShared full bathroom with shower/tub combobrbrAir Conditioning: NobrBeach/Water Access: Direct, on property via shoreline/shared dock, rocky/pebbly shorelinebrBeach Towels: Not includedbrDeparture Cleaning: IncludedbrCable TV: No cable, Smart TV onlybrClosest Shopping Village: Brunswick, 20 min awaybrCoffee Maker: Yes, KeurigbrDishwasher: NobrGrill: Gas Grill available, Propane providedbrHeat Source: Electric BaseboardbrInternet 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: 2 carsbrStairs to Water: NobrTrash Removal: Included, picked up weekly (for multi-week stays) or upon departurebrTV: Smart TV in Living RoombrUsable Fireplaces: NobrWasher & Dryer: Yes, located in walk-out basement levelbrWater Frontage: Direct ocean frontage/ocean viewbrWater Source: Well water with filtration/softener system, bottled drinking water recommended

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$489.83

/ Nightly

Private Vacation Home

Stover's Cove Beach Coastal Retreat

Harpswell, Maine, United States

Loaded with amenities: plenty of room to sleep. The main house has 5 comfortable bedrooms and 2 full baths; there is a studio apartment with private entry and it also has a second kitchen and private bath; laundry room; fully equipped gym with treadmill, elliptical, and recumbent bike; views of the Atlantic; a firepit; a very short walk to the largest and main beach in Harpswell. Loads of recent updates/upgrades including a kitchen renovation in the summer of 2017. The floors were recently refinished. It’s in the details as we want to earn your top ratings and return trip! There is a bedroom and bathroom on the main floor. In that main floor is a workspace. brbr⸻brbrSleeping ArrangementsbrbrUpstairsbr • Primary Bedroom: King bedbr • Second Bedroom: Twin bunk bedsbr • Third Bedroom: Queen bedbrbrMain Levelbr • Bedroom: Queen bedbr • Living Room: Queen pull-out sofabrbrLower Levelbr • Basement Bedroom: Queen bedbrbrAdditional Spacebr • Studio Apartment (Above Garage): King bedbrbr⸻brbrOur regrets, due to owner allergies, pets will not be permitted.

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$493.77

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Private Vacation Home

Coveshead. Dramatic waterfront designer cottage.

Harpswell, Maine, United States

Enjoy a peaceful stay at this delightful 2-bedroom house in Harpswell. This property offers quiet comfort and water access directly down the steps to the seasonal private dock (from Memorial Day - Mid October). With a bedroom and separate bathroom on both the upper and lower floors, you'll have a restful night's sleep and privacy. Each bedroom has a queen bed, each full bathroom has a shower, all fresh linens and towels provided. Relax in either the upper or the lower cozy living rooms, they both have a view of the water. The upper living room has a propane fireplace. The lower living room includes a sofa bed for additional space. brbrStay connected with WiFi and take advantage of amenities like fresh coffee, a hair dryer, washer and dryer, heat and AC, and an iron. brbrHarpswell offers great eating (fresh seafood!), beautiful hiking trails along the rocky coast, gift shops and a relaxing, laid back vacation. During the summer sit on the dock and watch the boats go by or rent a kayak and take a paddle to explore. If you want to adventure away from the house Brunswick, Freeport and Bath offer wonderful museums, plays, countless food options, outlet shopping, including L.L.Bean or go golfing at one of our 4 local golf courses (seasonal). brbrWe recommend a vehicle for your stay at Coveshead. If you will be flying we suggest using Portland International Jetport (PWM). If airport transportation is needed, please contact us for more information.brbrSmall dogs under 20lbs. are allowed at Coveshead with a corresponding pet fee of $60/day. brbrKayak rental and rate inquiries may be found at:brSeaspray Kayaking 207-404-1100brRIngs Marine Service 207-865-6143brbrbr

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$272.5

/ Nightly

Private Vacation Home

Shady Potts Point Cottage Cooled by Ocean Breezes

Harpswell, Maine, United States

Quaint, old fashioned and lovely cottage, shaded by huge trees and cooled by off-shore breezes in historic Potts Point. Start the day with a cup of coffee while curled up on the glassed-in side porch with a book, end the day watching the sunset over the water from the front porch. Wander to the beach or buy lobsters straight off the boat at Erica's at the Dolphin Marina. Take in the lobster boat races after a short walk to Pott's Point. Enjoy farmers markets, restaurants and the Maine State Music Theater in Brunswick and then come home to the peace of Harpswell.

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$804.65

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Private Vacation Home

Beautiful waterfront home, multiple decks, expansive views, private dock, large yard, and more!

Harpswell, Maine, United States

Welcome to Bolton's Hideaway!brbrDiscover coastal Maine at its finest from this beautiful 4-bedroom, 3-bath retreat perched on serene Gun Point Cove in Casco Bay. Perfectly designed for relaxation, this spacious home offers sweeping ocean views from nearly every room and the quintessential Maine experience just steps from your door.brInside, you'll find bright, airy living spaces with large windows that frame the sparkling water beyond. The fully equipped kitchen, open-concept dining area, and comfortable living room create an ideal setting for gathering with family and friends. Four well-appointed bedrooms provide plenty of space for guests, while three modern baths ensure comfort and convenience for all.brStep outside to the expansive decks overlooking the cove, perfect for morning coffee, evening sunsets, or simply enjoying the salty breeze. A private dock offers direct access to the water, ideal for kayaking, paddleboarding, swimming, or arriving by boat to explore the islands of Casco Bay.brWhether you're seeking peaceful relaxation or outdoor adventure, this waterfront getaway delivers the perfect coastal Maine escape. Unwind, explore, and make unforgettable memories on Gun Point Cove.brbrConveniently located just 8 miles from Brunswick this home is a wonderful family getaway. br* 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.brFireplace is not for renter(s) use.

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$284.51

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Private Vacation Home

Howard Family Cottage with Casco Bay Sunset Views!

Harpswell, Maine, United States

Located right on the water of the deep water side of Basin Point Road, this cottage features spectacular sunsets across Casco Bay. On a clear day you can see Mt Washington in New Hampshire. The house has 3 porches, and a big stone fireplace. The house is located at the end of a wooded road which insures privacy and no traffic. Whales and eagles, and frequently seals have been spotted from the back porch along with the lobster boats pulling their traps daily. Inside there are 2 bedrooms with one queen size bed, and one full, and a futon bed in the living room. There is a large dining room table which seats 10 easily and a fully furnished kitchen. The bathroom has an old fashioned claw foot bathtub with a shower attachment. And yes we do have Wifi! We now also have another cabin on the property that we have fixed up to include a full bathroom, a mini fridge, and beds that can either be 2 singles or combined to make one king . Please inquire directly if you are interested.

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$651.36

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Private Vacation Home

Spectacular waterfront home with panoramic views on 4 private acres !

Harpswell, Maine, United States

3 beds and 2 baths home with modern gourmet kitchen on 4 private waterfront acres. This quintessential Maine home is named in memory of Tides, our beloved yellow Labrador Retriever of 13 years, and the ocean tides which will quickly become your best friend and companion when staying at our beautiful Maine retreat. An environmentally friendly home—powered by solar and an automatic standby generator—nestled on 4 waterfront acres with a private road. Our home has a direct path to our private rock beach and water's edge deck offering direct access to the water and Casco Bay. This large family house features 3 large bedrooms and 2 full baths, including the master bedroom and a master bath en suite on the main living level. This very private residence offers a unique setting to get away from it all” and unwind. Yet it is also within a 12 minute drive to Brunswick, only 45 minutes to Portland Airport. and roughly 2 1/2 hour drive to Boston.brbrA perfect few days for us might be spent kayaking right in front of our residence, watching the sunrise over the water, possibly catching a glimpse of an eagle, watching the lobster boats go by while having breakfast, walking down our private road and taking in the beautiful scenery. We will often simply enjoy watching the ocean tides (we have an 11 foot tide) and also walking on the muddy tidal flats which at low tide extend several hundred yards into the bay. A visit to Brunswick to the Crystal Farms farmers market for some of the local produce is a favorite Saturday morning adventure. We highly recommend bringing home some of the local seafood, dining on our enormous deck with a glass of wine, as the moon shines on the water, flooding the house with lunar light.brClose by is the historic Town of Bath and a little further down the coastal highway is Reds where you can feast on world renown lobster rolls (be prepared to stand in line) . brBeing die hard foodies we love that we can be in Portland in about 45 minutes and dine at some of the finest restaurants that New England has to offer with excellent choices in farm to table dining. The Street and Fore Street are two favorites and a visit to Portland is not complete without a stop at Standard Bakery and Becky's Diner. If you love sushi then a visit to Miyake is a gastronomical experience to be savored. We also recommend checking out some of Portland’s exciting night life with an excellent selection of ocean front bars and local breweries – it’s a good time and you can always take an UBER back to Harpswell. Don't want to drive to Portland then stay local and check out a nearby dining treasure (in season) at Morse's Cribstone Grill. brA good way to work off all that food would be a trip to nearby Bradbury State Park for a hike to the top of the mountain or, weather permitting, kayaks are available for rental and can be delivered directly to the house.brA visit to LL Bean, along with the other fine retail outlet shops, is almost a requirement in nearby Freeport. Take the scenic Pleasant Hill road back to Brunswick and perhaps stop off first at Bow Street Market . Brunswick is one of our favorite towns and has so much to offer from restaurants, pubs , art galleries, Bowdoin College and did I mention Gelato Fiasco brbrYou will be wondering where the time went and will understand why they say: There are only two types of people in the world , those who live in Harpswell and those that wish they did.brbrNote- In the about Stan you will see information to a magnificent Quinta in Sintra, Portugal which we also manage (see last two pictures in our Tides Listing) . We offer luxurious accommodations for up to 20 people in two adjoining villas with a total of 10 rooms .brhttps://www.vrbo.com/8944870ha (message me here as well)brbr

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6

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$312.84

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Private Vacation Home

Cozy Oceanfront Cottage w/ Wharf, Kayaks & Views

Harpswell, Maine, United States

Escape to this charming oceanfront cottage on Basin Cove, featuring sweeping water views, direct access to the shore, and a shared oversized wharf just steps away.brbrThis cozy and thoughtfully designed retreat is perfect for couples or small families, offering a relaxed and intimate coastal experience with clean modern finishes and an “everything you need, nothing you don’t” approach. The home has been recently updated with high-quality materials and carefully considered details throughout.brbrThe spacebrbrOne bedroom with queen bed brbrQueen pull-out sofa for an additional guest or children brbrOpen-concept kitchen and living area brbrLarge windows with panoramic water views and natural airflow brbrDedicated reading nook with oversized chair brbrLoft workspace with desk (access via pull-down stairs; not suitable for sleeping) brbrSmart TV and fast internet brbrFull bathroom with custom tiled walk-in shower brbrOutdoor livingbrbrRaised deck overlooking the cove with dining area and gas grill brbrFire pit and yard space for relaxing or games brbrOversized wharf (shared only between our two adjacent properties) brbrTwo kayaks with life jackets available brbrLaunch a kayak from the shore, take a swim, or spend the day on the wharf watching the tide roll in and out.brbrThe settingbrbrBasin Cove is calm, scenic, and beginner-friendly for kayaking, with optional access to open ocean for more experienced paddlers. The changing tide brings constant motion—along with herons, seabirds, and other coastal wildlife.brbrExplore HarpswellbrbrMitchell Field Beach (5 minutes) offers a beautiful sand beach and walking paths brbrDolphin Marina, Erika’s Lobster, Pammy’s Ice Cream, and local cafés are all nearby brbrHarpswell’s coastal trail system provides a dozen nearby hiking options brbrPerfect forbrbrCouples, solo travelers, or small families looking for a quiet, scenic, and comfortable coastal escape.brbrTraveling with friends or extended family Ask about booking both adjacent cottages together.

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$256.15

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Private Vacation Home

Watch The Sun Set, The Tide Change On A Beautiful And Peaceful Salt Water Inlet

Harpswell, Maine, United States

Located in Harpswell!!! br ANOTHER DAY IN PARADISE!!!! Surrounded by 300 acres of pristine land in Harpswell Maine sits a west facing home tucked away beneath 60 foot pine trees. Watch time slow down as you sit on a deck, in the gardens or sunroom watching the lobstermen and clammers out front, or take walks thru the Austin Carey Wildlife Trails. Enjoy a one floor ranch style home, 2 bedroom 2 full-baths, attached garage and mudroom with washer and dryer, full kitchen and dining room, living room with bay windows and sliding glass door all facing the rock bound coast of Maine. Wake up each morning to watch the herons, egrets and other waterfowl dine out front. Drive to nearby islands, visit Land's End on Baileys Island and enjoy lobster dinners at nearby restaurants. Visit Bowdoin College in historic Brunswick Maine and everyone;s favorite, LLBean! Enjoy Maine State Theater performances, the Harriet Beecher Stowe home, visit Bath Maritime Museum, Coastal Maine Botanical Gardens and Camden is just up the road!!! and much much more!!br

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Private Vacation Home

Mingo Cove - Beautiful 6BR, 4BA home with panoramic views of Harpswell Sound

Harpswell, Maine, United States

Welcome to Mingo Cove Getaway, a beautiful 6BR, 4BA home offering panoramic views of Harpswell Sound and 300ft of oceanfront for the perfect family retreat! You'll love the comfortable, inviting style enhanced by beautiful coastal décor. This southeasterly facing property offers unmatched sunrises over Harpswell Sound, as well as mature perennial gardens and a beautiful lawn leading you to the deck and stairs to the dock. brbrThe main floor offers an open floor plan with a well-appointed kitchen, sitting area, and sunken living room where all the family and guests can gather, opening to the four-season heated solarium with a large dining table, rocking chairs, and an entrance to the deck offering a gas grill and lobster cooker for a classic Maine feast. Three of the five bedrooms are located on the main floor, including a primary suite with a king bed and tiled shower, a second bedroom with a queen bed, another bedroom with a queen bed, and a shared full bathroom with a shower at the end of the hall. The fourth and fifth bedrooms are located on the ground level, one with a king bed and another with two twin trundle beds, along with a laundry area, full bath with a shower/tub combo, and a family room with a pool table and refrigerator. Last, but most certainly not least, a newly added Primary Suite (sixth bedroom) is located on the private second floor, offering a king bed, a shower and separate soaking tub, all opening to a large balcony with elevated views of Harpswell Sound-- truly picturesque. Take a rainy day and start a family challenge on the pool table in the family room, play board and trivia games at the large dining table in the solarium, gather on the deck for morning coffee, or go for a refreshing swim from the dock - the fun is endless! brbrLet Mingo Cove Getaway host your next Maine summer vacation and make memories to last a lifetime!brbrDogs under 35lbs are welcome (a pet fee does apply). 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. brbrPlease note - Living room fireplace, propane fireplace in second floor suite, and hot tub are not for guest use. Additionally, all solarium plants will be moved outdoors for the season. Thank you for your understanding.brbrImportant - If you plan to bring a boat for your stay, please let our office know prior to booking so we may discuss appropriate docking/boat launching. As a friendly reminder, the nearby High Head Yacht Club facilities are for Homeowners Only and guests are not permitted to use the yacht club boat launch, docks, parking, etc. We appreciate your cooperation and understanding.brbrBedroom Descriptions:brbrFirst Floor:brBedroom 1- Primary Suite with King Bed and Full Bathroom with Tile ShowerbrBedroom 2- Queen BedbrBedroom 3- Queen BedbrbrLower Level:brBedroom 4- King BedbrBedroom 5- Two Twin BedsbrbrSecond Floor: brBedroom 6- Private Primary Suite with King Bed, Full Bathroom with Shower and Separate Soaking Tub, and a Balcony with Elevated Views of Harpswell SoundbrbrBathroom Descriptions:brBathroom 1- First Floor Primary Bathroom with Tile ShowerbrBathroom 2- First Floor- Full Bathroom with ShowerbrBathroom 3- Lower Level- Full Bathroom with Tub/Shower CombobrBathroom 4- Second Floor- Primary Bathroom with Shower and Separate Soaking Tub

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$2054.65

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Private Vacation Home

Classic New England Waterfront House Big Lawn Beautiful Sunrise

Harpswell, Maine, United States

This is the Main House with 3BR & 3baths on 1.6 acres of ocean waterfront. You will also have exclusive access to the 2BR 0.5bath bunk house with room temperature water May to Oct(water shut off in cold months). There is a separate 1 bedroom in-law apartment above the garage that is not included. I may stay there from time to time. If you want to book the whole property we can send you the other listing.brbrWe sit on a very calm bay and have 5 kayaks for you to explore and experience the Maine costal life!brbrThere is a chance that outdoor space may be shared with me or another guest who stay at the unit above the garage.brbrYou will absolutely have :br- Unobstructed views of the bay.br- 150 feet of direct water frontage of the Bay.br- Kayak launch spot right at the front.br- Easy access to the water for swimming.br- 1.6 Acres of private land, fully embrace the outdoor space.br- Regularly observe wild animals: geese, ducks, fox, turtles, deer, bald eagles, king fishers, red headed wood peckers, fish jumping, clamsbr- A 3BR 3 full bath main house + 2BR, Half bath and kitchenette bunkhouse house with running room temperature water from May till the end of Oct.br- First floor full bath with no step entrance, step-free shower.br- Total of 1 king beds, 2 queen beds and 6 twin beds.br- Master Bath with luxurious clawfoot tub and bidet.br- Children-friendly home with toys, games and books.br- High-end sheets and towels provided for each guests.br- Fish for striped bass br- Walking distance to Dolphin and Erica's Lobster roll, kayak to Dolphin, or 3 minutes drive to Dolphin.br- Walking distance to Curtis's Cove trail.br- Fully equipped kitchen with cooking basics, coffee maker and lobster pot.br- Outdoor BBQ br- Washer, dryer, cloth hangers, iron, and iron board are provided.br- Essentials are restocked before every stay.br- Use of the garage for storing bikes, kayaks, or parking in inclement weather.brbrCome relax & have fun!!

5

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4

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12

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$517.72

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Private Vacation Home

Whispering Winds Cottage, Offering Ocean views & Resort Amenities, 5 BR / 2 Bath

Harpswell, Maine, United States

Welcome to Whispering Winds Cottage – A Timeless Retreat in HarpswellbrbrYour Harpswell adventure begins at Whispering Winds Cottage, a charming turn-of-the-century 5-bedroom home tucked within the historic and idyllic Auburn Colony. This serene, private retreat is rich in character and offers over 2,000 square feet of space, making it perfect for families or groups looking to relax, reconnect, and experience the magic of coastal Maine.brbrPerched on a western ridge of scenic farmland, the Auburn Colony features 10 beautifully preserved cottages, each with its own character yet collectively creating the feeling that time has stood still. The community spans 20 shared acres of fields, forest, and shoreline. Guests have access to a stunning Dining Hall where meals are served a few evenings a week, along with a beloved Sunday brunch. The Colony also includes a Recreation Hall for games and activities, and a sparkling in-ground pool — all maintained with historic integrity and charm. The entire colony is proudly listed on the National Register of Historic Places.brbrWhispering Winds Cottage is the most private of the 10 homes and is ideally situated closest to the waterfront and pool. Inside, the cottage offers five comfortable bedrooms, with three full-size beds and two twins, and one queen size, along with two full bathrooms — one featuring an antique claw-foot bathtub. The home is equipped with modern amenities such as WiFi, a fully stocked kitchen with a dishwasher, a washer and dryer, and three heat pump splits providing both air conditioning and heating for added comfort. Please note there is no traditional heat source in the home.brbrOn the main floor, you’ll find the kitchen leading to an oversized, sun-filled living area with high ceilings and a cozy sunporch. Two of the five bedrooms and one full bath are located on this level. Upstairs, you’ll find three additional bedrooms, a second full bath, and a balcony deck with tranquil views of the ocean and pool. Outside, the spacious front porch is the perfect spot to unwind, enjoy ocean breezes, and take in unforgettable sunsets. There’s also easy water access just beyond the pool — ideal if you’d like to bring or rent kayaks.brbrBetween relaxing at the cottage, enjoying the pool, dining in the historic hall, or taking part in community games and gatherings, you’ll find endless ways to enjoy your stay in this one-of-a-kind summer community.brbrHarpswell itself offers plenty to explore, from quiet beaches and scenic hiking trails to waterfront restaurants, local shopping, and, of course, fresh lobster straight from the boat. Just 20 minutes away, Brunswick is home to Bowdoin College, the Maine State Music Theatre, and a vibrant downtown. The cottage is also conveniently located for day trips to Portland, Freeport (home of LL Bean), Bath, Popham Beach, Boothbay Harbor, and even Bar Harbor.brbrPlease note: there is an additional required resort fee for Auburn Colony amenities, which will appear in your booking total. Cancellations will be refunded according to policy, minus any processing fees.brbrProudly managed by Maine Coastal Connections, Harpswell, Maine.

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$2396.91

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Private Vacation Home

The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury

Harpswell, Maine, United States

There are two buildings and 3 living space in the property, we have the main house, the in-law unit and then the camp, we call it bunk house. The main house has 3 bedrooms and 3 full baths with attached 2-door garage, above the garage, we have a 1-bedroom 1 bathroom in-law unit. The bunk house has 2bedrooms, half bath, 1 dinning room, 1 living room and a kitchenette, it's also supplied with running room temperature water from May till the end of Oct, we shut off the water supply to the bunkhouse from Nov to April to prevent pipes from freezing.brbrWe renovated the main house in 2024 fall, finishing the in-law unit in March 2025, everything is brand new. The bunk house is truly antique itself, it was built 1795, it is one of the oldest house in Harpswell that is still well maintained, it has the charm that new houses don't have. Take a look at the floor in the living room, the patten is carefully designed, it's a piece of art itself.brbrCome and enjoy the peace this 1.6Acre waterfront house provides, you can see the ducks swimming in the bay, see the goose walking across the lawn, see a fox pass by at the back, see turtle crossing the path, deer feeding in the lawn, and of course fish jumping off the water, sea gulls, eagles on the sky, butterflies flying by your elbow.brbrStep your toes in the water, feel the salty air, watch beautiful sun rise on the deck with a cup of fresh brewed coffee. This is The Harpswell House for peace & love!brbrYou will have:br- Unobstructed views of the bay.br- 150 feet of direct water frontage of the Bay.br- Kayak launch spot right at the front.br- Easy access to the water for swimming.br- 1.6 Acres of private land, fully embrace the outdoor space.br- Regularly observe wild animals: geese, ducks, fox, turtles, deer, bald eagles, king fishers, red headed wood peckers, fish jumping, clamsbr- A 3BR 3 full baths main house + in-law 1bedroom 1 full bath above the garage+ 2BR Half bath and a kitchenette bunkhouse house with running room temperature water from May till the end of Oct, 3 units in totalbr- First floor full bath with no step entrance, step-free shower.br- Total of 2 king beds, 2 queen beds and 7 twin beds.br- Master Bath with luxurious clawfoot tub and bidet.br- Total of 4.5 full bathroom.br- Capacity of hosting 14 ppl dinning together COMFORTABLY.br- Children-friendly home with toys, games and books.br- High-end sheets and towels provided for each guests.br- Fish for striped bass br- Walking distance to Dolphin and Erica's Lobster roll, kayak to Dolphin, or 3 minutes drive to Dolphin.br- Walking distance to Curtis's Cove trail.br- Fully equipped kitchen with cooking basics, coffee maker and lobster pot.br- Outdoor BBQ br- 2 sets of Washer, dryer, cloth hangers, iron, and iron board are provided.br- Essentials are restocked before every stay.br- Use of the garage for storing bikes, kayaks, or parking in inclement weather.br- Mid-stay cleaning service available, need to book ahead of the time.

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$367.33

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Private Vacation Home

Camp Forever cottage

Harpswell, Maine, United States

Dear Traveler,brbrCottage/studio style, overlooking the ocean. Located at the end of a dead end road. Wake up to the fishing boats, lobster and scallop boats leaving the shore. Relax and unwind. Enjoy all that Quahog bay has to offer, kayaking ( launch from the property ) boating, swimming, fishing, relaxing on the dock or your front deck that offers spectacular views. Tie your boat off on the float. There is a large lawn, private parking, and local attractions to visit. There is many local hiking trails, beaches, museums, theatres, restaurants. L.L. Beans is about 25 minutes away.brIf you are interested in seafood lobsters are 4.50 - 5.50 a pound or you can get them all cooked for $5.00 each just down the road by 2 local fisherman.brThere is a propane fire pit for your personal use. brThere is a gas grill with a picnic table. The cottage has everything you may need for your stay.brThere is cable T.V. and internet.br If you have a favorite pillow or blanket please bring them though we do provide all the linens. The kitchen has all the pans, dishes, cups, silverware, coffee maker, toaster, etc. brThere is electric heat for those damp summer nights or mornings.

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3

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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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