Vacation Home Rentals By Owner In Harpswell, ME

Showing 89 Of 89 Vacation Rentals

$514.67

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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Exceptional(43)

$1801.38

/ Nightly

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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Exceptional(1)

$513.86

/ Nightly

Private Vacation Home

Cozy Waterfront Home in Maine

Harpswell, Maine, United States

A two bedroom home located on the water's edge perfect for a family of four on vacation. Bring your kayaks and float around the islands or take a walk to the end of the road for a relaxing view of the ocean waters.

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$849.12

/ Nightly

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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Sleeps

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(2)

$386.84

/ Nightly

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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Sleeps

Exceptional(43)

$864.93

/ Nightly

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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Select Dates for Price

Private Vacation Home

Heron's Landing

Harpswell, Maine, United States

Located in Harpswell, this welcoming house offers 3 bedrooms - 1 queen bed and 2 twin beds, perfect for a terrific getaway. With 3 bathrooms equipped with showers, guests can relax and unwind in this serene retreat. Make your holiday one for the books with a stay at our place.

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Bath

Sleeps

Exceptional(3)

$671.77

/ Nightly

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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Cottage

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Private vacation home

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Most popular vacation rentals in Harpswell

Exceptional(3)

$571.18

/ Nightly

Private vacation home

Waterfront log cabin nestled in the woods providing unparalleled privacy

Harpswell, Maine, United States

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Sleeps

Exceptional(3)

$711.55

/ Nightly

Cottage

THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room

Harpswell, Maine, United States

Bed

Bath

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Exceptional(3)

$671.77

/ Nightly

Private vacation home

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

Harpswell, Maine, United States

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Bath

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Exceptional(3)

$654.00

/ Nightly

Private vacation home

Amazing Oceanfront Private Cottage Deep H2O Dock

Harpswell, Maine, United States

Bed

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Exceptional(3)

$651.36

/ Nightly

Private vacation home

Spectacular waterfront home with panoramic views on 4 private acres !

Harpswell, Maine, United States

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Bath

Sleeps

Exceptional(3)

$634.11

/ Nightly

Cottage

The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon...

Harpswell, Maine, United States

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Exceptional(3)

$623.63

/ Nightly

Cottage

Rose Cottage Oceanfront with Private Dock

Harpswell, Maine, United States

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Bath

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Exceptional(3)

$585.30

/ Nightly

Private vacation home

Moorings - Enjoy sweeping sunrises from this waterfront home on Basin Point.

Harpswell, Maine, United States

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Exceptional(3)

$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

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Bath

Sleeps

Exceptional(3)

$513.86

/ Nightly

Private vacation home

Cozy Waterfront Home in Maine

Harpswell, Maine, United States

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Bath

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Vacation Home Rentals By Owner In Harpswell, ME

$514.67

$1801.38

$513.86

$849.12

$316.1

$386.84

$864.93

$671.77

Rent a place that suits your needs

Most popular vacation rentals in Harpswell

$571.18

$711.55

$671.77

$654.00

$651.36

$634.11

$623.63

$585.30

$503.32

$513.86

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