Vacation Home Rentals By Owner In Harpswell, ME

Welcome to Longview Farm!brbrExperience the perfect blend of elegance, comfort, and coastal charm at Longview Farm, a stunning home located in Cundy's Harbor, Maine. Situated to take full advantage of the sun, sea, and stunning Atlantic views, this property is ideal for families, friends, or multigenerational groups seeking a serene Maine getaway. The flat, expansive lawn and distinctive stone landscaping complement the natural beauty of the coastline, creating an inviting outdoor environment for relaxation and recreation.brbrStep inside to discover a bright, open concept living space designed for modern comfort and seamless entertaining.brFirst-floor features:brA half bath and washer/dryer for conveniencebrAn enormous living, dining, and kitchen area with two sitting areas, perfect for gathering with loved onesbrLarge windows and a sliding glass door opening to the deck, framing spectacular views of the AtlanticbrA screened-in porch off the kitchen, ideal for enjoying indoor/outdoor meals without missing a moment of the ocean scenerybrbrUpstairs – Bedrooms & ComfortbrThe second floor boasts three spacious bedrooms:brPrimary Bedroom: King-size bed, full ensuite bathroom, and walk-in closetbrTwo Additional Bedrooms: Each with queen-size beds, sharing a full bathroom with a shower/tub combobrBright and airy, the upstairs accommodations provide both comfort and tranquility, making it easy to wake up to the sights and sounds of the Maine coast.brbrEntertainment & Outdoor LivingbrLongview Farm offers plenty of space for fun and relaxation:brThe basement features a pool table and a home gym, perfect for entertainment or exercisebrOutside, a large fire pit surrounded by cozy Adirondack chairs sits conveniently near the brand-new dock, installed this year, creating the perfect setting for evening gatherings or stargazingbrTwo kayaks are available in the barn for renter use at your own riskbrbrIn-Law Suite- Apartment – Additional AccommodationbrFor larger groups or multigenerational stays, the property includes a 2-car garage with a private in-law studio apartment above. The suite offers:brOpen living space with kitchen, dining, living, and sleeping areasbrQueen-size bedbrFull bathroom with a stand-up showerbrThis separate space ensures privacy and flexibility while keeping everyone close together.brbrLocation & ExtrasbrFrom the deck, porch, and lawn, you can enjoy breathtaking ocean views, morning sunrises, and serene afternoons. With easy access to the water and a quiet, picturesque setting, Longview Farm is a true Maine coastal retreat that will make you want to return year after year.brbrPlease Note:brThis property rents Saturday to Saturday during the summer. The calendar shows available check-in/check-out days; the week in-between will appear grayed out.brFireplace is not available for renter use.

A stunning Green Home on the coast of Maine.

Harpswell, Maine, United States

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$1016.03

Uniquely private location at the end of a short dirt road in Harpswell.brSummer home on the rocky shore. Open ocean, crashing waves, birds and breezes.brAn airy and uncluttered home in a remarkable location. Secluded. Flanked by two classic shingled homes only visible through the forest. Two large decks, one covered. Guests do swim off the rocks at low tide. Lounge on the rocks in comfy chairs or just never leave the oceanside decks.

Oceans Edge Private Home

Harpswell, Maine, United States

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$1611.05

You will find the best of coastal Maine right here at the tip of Potts Point. New construction completed July 2019. This is a custom New England cottage with upscale appliances (Wolf range, Subzero refrigerator), granite countertops, gas fireplace, 55-inch 4k UHD TV with Harman Kardon sound system, Sonos music system, heat and a/c, private beach. Perfect for families with many tidal pools in front of the property. Please note that our house did not suffer any damage during the 1/13/24 storm.brbrBrand new construction. Ocean views from every room.brbrEntire house and property is part of the rental.brbrAvailable 24-7brbrDrive to nearby seafood restaurants. 20 min drive into Brunswick for shopping. Private mooring in front of property with ability to beach boat or use local wharf access. Fabulous location for kayakers and paddle boarders. Views of Portland Headlight and Eagle Island. Estes Restaurant in walking distance. Dolphin Marina Restaurant just across the bay only 5 minutes by boat or 10 minutes by car. Beaches are beautiful for sea glass searching. Amazing wildlife viewing: watch bald eagles and seals right from your living room.brbrDrive to nearby seafood restaurants. 20 min drive into Brunswick for shopping.brbrPlease note that we do not make exceptions to accommodate pets.brNo outdoor shoes inside the house. No events/parties. No pets (no exceptions please).

Brand new year-round oceanfront home with beach.

Harpswell, Maine, United States

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Bath

Sleeps

$615.79

Welcome to Wild Air!brbrPerched above the tranquil waters of Basin Cove, Wild Air is a bright, beautifully designed coastal retreat that captures the true spirit of Maine waterfront living. With sweeping views over the cove, a private dock for enjoying the tides, and thoughtfully appointed indoor spaces, including a fully finished walkout basement, this 3-bedroom, 2.5-bath home offers a peaceful yet luxurious getaway for families, couples, or small groups.brbrFrom the moment you step inside, the airy open-concept main floor welcomes you with sunlight and water views. The kitchen, dining, and living areas flow seamlessly together, creating a warm and inviting space whether you're preparing dinner, gathering with loved ones, or simply relaxing by the windows and watching the tides shift in the cove below. Central air conditioning throughout the home ensures you're always comfortable during warm summer days.brbrOn the second floor, you'll find two serene bedrooms, one with a queen bed and one with a king, both offering elevated water views. Each of these rooms is outfitted with remote-controlled blinds, allowing you to wake up with soft morning light or block the sun for extra rest with just the touch of a button. A beautifully tiled bathroom with a spacious stand-up shower completes this level.brbrThe fully furnished walkout basement provides a wonderful bonus living space and includes the third bedroom with a twin trundle bed, perfect for kids or additional guests. This level also includes a full bathroom with a stand-up shower, so everyone has plenty of space and privacy. Walk right outside from the basement to the lawn and enjoy easy access to outdoor relaxation.brbrThe magic of Wild Air continues right at the water's edge. With your own private dock on Basin Cove, you can swim, paddle, or launch kayaks during high tide, soaking in the beauty of this pristine and peaceful inlet. Low tide reveals the ever-changing character of the cove, offering a completely different kind of coastal charm. The house also has an outdoor firepit for those tranquil nights.brbrYou'll also be just moments away from local favorites like Dolphin Marina and Restaurant, famous for its chowder, as well as Erica's Seafood, several scenic hiking trails, and the mooring field. Whether you're exploring the coastline, savoring fresh seafood, or simply enjoying the quiet views from home, Basin Cove offers everything you need for an unforgettable Maine vacation.brbrCome experience the fresh air, the beauty, and the serenity of Wild Air...your perfect home on the water.

A beautiful 3 bedroom home overlooking Basin Cove.

Harpswell, Maine, United States

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$991.9

Enjoy all that Maine has to offer in this 3900+sq ft contemporary home located on 180 ft of ocean front property. This home boasts a private rocky beach, overlooking Quahog Bay, in the private Long Cove area of Harpswell.brbrThe home is nestled at the end of a private road, dropping you and your guests, at a tranquil retreat, far from the hustle and bustle of everyday life. The homes architecture takes advantage of the ocean views from every room and angle, on each and every floor. You are met immediately by the sweeping views as you enter through the front doors of the home and are greeted by a wall of windows that capture the majestic beauty of the ocean beyond.brbrThe home invites you to lounge for hours on the expansive deck off the main floor living area, or lures you to the fourth floor to enjoy the serenity and sounds of the ocean waves while you nap peacefully on the expansive 10ft cozy couch.brbr The kids will find excitement outdoors as they explore the grounds along the shore, searching for treasures while the adults nearby on the lower patio watch the lobster boats pull up their traps and the sailboats glide on by.brbr If you are looking for adventure you need not go far to find great hiking trails and local treasure. Right within Harpswell you can explore many natural trails known as the Harpswell Hikers Challenge and visit some historic sites like the Cribstone Bridge. If you are up for a day of adventure Maine will not disappoint with many beautiful parks and beaches. A few of my family favorites are Reid State Park, Popham Beach State Park and Pemaquid Light House, and there are so many, many, more.brbr For a quieter experience of shopping and dining, Harpswell is conveniently located with close proximity to Brunswick (9 miles), Freeport (16 miles) and Portland (36miles). All offer a unique quintessentially Maine experience with great shops and restaurants.brbr Whatever your preference- totally chill to thrill seeker, this home will steal your heart and make a lasting impression on your soul that will call you back to Maine again and again.brbrPlease note: An automatic generator is provided at this location. Exterior cameras are located at the driveway and slider rear door.brbrKayaks are not provided, but rentals are available from:brSeaspray Kayaking 207-404-1100 or Rings Marine Service 207-865-6143

Sunrise Catcher with a Panoramic View!

Harpswell, Maine, United States

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4

Bath

Sleeps

$821.83

New Listing for 2026 ! brbrWelcome to Bird’s Harbor Landing, a true coastal escape tucked at the end of a quiet road in the heart of Cundy’s Harbor, Maine. This spacious four-bedroom, three-bath oceanfront home blends fresh renovations with timeless seaside character. Perched right on the water’s edge, it offers multiple spots to dip a paddle or simply watch the tide roll in—from the wide boathouse-style dock to winding paths that lead down to rocky shorelines and an old stone stairway perfect for launching kayaks. We offer two single-person kayaks and a canoe for your use during your stay. A large deck spans the back of the home for gathering and sunset views, while a private balcony off the master suite provides a peaceful perch above the harbor.brbrStep inside Bird’s Harbor Landing and follow a short hallway that opens the home like a story unfolding. Along the way, you’ll pass a convenient laundry room, a full bath, and the main-floor bedroom—complete with a queen bed, large closet, and cozy propane fireplace sitting area, perfect for guests seeking comfort and privacy. The hallway then opens into a bright, open-concept space where the kitchen, dining area, and living room flow together effortlessly, all with ocean views! The kitchen is newly renovated, and truly lovely, featuring ample counter space, modern appliances, and a central island with extra seating—ideal for casual meals or gathering with family and friends. A small nook with a desk offers a tucked-away spot to work or write with ocean light streaming in. Just beyond the dining area, features the expansive deck—complete with a propane grill, outdoor dining set, and wide views of the water framed by classic Maine pines.brbrThe second floor offers three comfortable bedrooms and a spacious landing at the top of the stairs. The master suite is a true retreat! It features a king bed, sweeping ocean views, a newly renovated full bath, and a charming private balcony—perfect for morning coffee or quiet sunset moments. You will also the master suite equipped with a heat pump for cooling and heating. Two additional bedrooms provide flexible sleeping arrangements: one with two twin beds, and another with a full size and a twin bed, also offering a heat pump split for heating and cooling. These other two bedrooms share a newly renovated full bath. brbrStep outside Bird’s Harbor Landing and immerse yourself in the serene coastal setting. Meander along the charming paths on the property that lead to rocky shorelines or descend the old stone stairway to the water’s edge. One of the paths to the rocks provides a great spot for fishing. The large boathouse-style dock is perfect for relaxing with plenty of seating! Swim off the float, or enjoy kayaks being launched from the shore of the home! Multiple water access points make it easy to enjoy the spectacular harbor safely, and the outdoor spaces—from the expansive deck to the natural shoreline—invite you to fully embrace the beauty of Maine’s coast.brbrNestled in the heart of Cundy’s Harbor, this home places you in a quintessential Maine fishing village steeped in history and maritime charm. Wander the waterfront and discover a working harbor where lobster boats return with the day’s catch, or stop by Hawkes Lobster Gift Shop for a true taste of local flavor. Savor a meal at Holbrooks Restaurant, a beloved local spot known for fresh seafood and classic Maine hospitality. Just beyond Cundy’s Harbor, the town of Harpswell offers scenic hiking trails, charming galleries, and cozy restaurants, making it easy to explore the natural beauty and cultural treasures of the Maine coast while staying close to home.brbrBeyond Cundy’s Harbor and Harpswell, you’re ideally positioned to explore some of Maine’s most charming coastal and inland towns. Just a short drive brings you to Brunswick, home of Bowdoin College and the Maine State Music Theater, offering cultural events, galleries, and quaint cafés. Freeport, famous for its outlet shopping and local boutiques, is perfect for a day of browsing. For scenic waterfront towns, Bath and Wiscasset offer historic charm, waterfront dining, and unique shops, while Boothbay Harbor is a classic coastal destination with picturesque harbors, gardens, and boating excursions. Whether you’re seeking scenic drives, fresh seafood, or local art and culture, Bird’s Harbor Landing puts you close to the best of Maine’s Midcoast region.brbrAt this amazing property, you’ll find a rare combination of space, comfort, and pure coastal serenity. With its expansive deck, private balcony, waterfront paths, and charming dock, the property offers endless opportunities to relax, unwind, and soak in Maine’s natural beauty, you might not feel the need to leave at all !! Yet when you’re ready to explore, charming towns, scenic drives, galleries, restaurants, and local shops are all just a short drive away. From sunrise over the harbor to peaceful evenings watching the tide roll in, this home provides a truly magical setting for family gatherings, friends’ retreats, or simply a quiet getaway. Bird’s Harbor Landing is more than a rental, it’s a quintessential Maine experience, one you and your guests will treasure long after your stay.brProudly managed my Maine Coastal Connections-- found on vrbo, airbnb, and mainecoastalconnections.

New Listing! Peaceful Oceanfront Home with Dock, Decks, and Shore Access in Cundy’s Harbor

Harpswell, Maine, United States

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$493.77

Discover this 2-bedroom designer home in Harpswell. This fabulous home features beautiful decor with beautiful views; three floors overlooking the water. From the living room, on the deck, or relaxing in the primary bedroom's king bed, choose a spot to watch the colors come into the morning sky as the sun rises. brbrFollowing the sunrise enjoy the fully appliance chef's kitchen featuring a Cuisinart coffee grinder with 14 cup coffee maker and Breville tea kettle. The Thermador Chef's gas stove will help you cook up breakfast, lunch or dinner...everything you need to make wonderful meals and memories. We even provide a 4 burner Weber Propane grill. brbrCoveside has two bedrooms on the top floor with their own en-suite bathrooms. The primary bedroom overlooks the water with a king size bed, smart TV (no cable) and bathroom with full-size walk-in shower. The second bedroom includes a queen bed, smart TV (no cable), and en-suite bathroom with tub/shower combination. All linens and towels provided. brbrCoveside amenities include: Fidium Fiber high speed internet throughout the home, heat and AC, a full-size washer and dryer, desk area with a view for remote working, Smart TVs for use with your own subscriptions (No Cable), ceiling fans, as well as puzzles and games for those down days.brbrHarpswell offers great eating (featuring fresh seafood), beautiful hiking trails along the rocky coast (we have 216 miles of Coastline!), gift shops and a relaxing, laid-back vacation. Adventuring away from the home to Brunswick, Freeport or Bath offer wonderful museums, plays, countless food options, outlet shopping including L.L.Bean, or golfing at one of our 4 local golf courses (seasonal). brbrWe recommend a vehicle for your stay at Coveside. If you will be flying, we suggest using Portland International Jetport (PWM). If airport transportation is needed, please contact us for more information.brbrPlease Note: brWhile this property is overlooking the water it currently does not have direct water access for boating and swimming. brThis property does NOT allow smoking or pets.brThere is a ring doorbell at the front door.

Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.

Harpswell, Maine, United States

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Bath

Sleeps

$504.19

Welcome to The Cove Retreat!brbrIf you're dreaming of an easy, relaxing coastal Maine getaway within walking distance to Stover's Point Beach, look no further, The Cove Retreat is the perfect destination. With 3 bedrooms, 2 full baths, vaulted ceilings, a large back deck, and a finished basement, this inviting home offers plenty of space and comfort for both small and large families.brStep inside and you'll instantly feel at home. The first floor features a cozy bedroom with a queen-size bed, a full bathroom with a tub/shower combo, and an open kitchen, dining, and living area that makes gathering together easy and enjoyable. Oversized windows offer a lovely water view, filling the space with natural light. From the dining area, step out onto the expansive back deck, ideal for grilling, entertaining, or simply soaking in the peaceful surroundings.brHead upstairs to the second level, where you'll find a loft-style second bedroom featuring a trundle bed that converts into a king-size bed. The primary bedroom is also on this level and includes a queen-size bed, a walk-in closet, and a private ensuite bathroom with a large stand-up shower.brTraveling with a furry friend No problem! The Cove Retreat is pet-friendly, and with over half an acre of land, there's plenty of room for both kids and pets to run, explore, and play. The newly renovated kitchen, complete with brand-new appliances, makes mealtimes simple and perfect for preparing fresh-caught lobsters and enjoying a quiet evening with a bottle of wine.brbrBook your stay at The Cove Retreat today… we promise you'll make memories that last a lifetime.brbrPlease note: The fireplace is not available for tenant use.

The Cove Retreat is the perfect spot to walk the family or dog down to Stover's Point Beach.

Harpswell, Maine, United States

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Bath

Sleeps

$571.18

Enjoy your Maine vacation in this traditional waterfront log cabin. The summer home for one of the area's shipbuilding families, Crow's Nest provides unparalleled privacy and is just a quick 10 minute drive from Bowdoin College and Brunswick's bustling Maine Street. A large yard, woods, and access to hiking trails lead to endless exploring. Catch stunning sunsets from the large porch or Adirondack chairs at the yard's edge beside the fire pit. Includes access to a separate playhouse (affectionately called the Baby Camp by the owners) where your little ones can spend countless hours letting their imaginations run wild!brbrStep inside the living room with oversized rock fireplace (gas) and cathedral ceiling. The wood inside this cabin is sure to impress! The living room opens to the eat-in kitchen. There is a full bathroom off the kitchen, with tub/shower combo. The first bedroom offers two twin beds. Across the hallway, which is lined with historical family photographs, you'll find an office (with futon folding into a full for additional sleeping options). At the end of the hallway lies the master bedroom, with king-sized bed and cathedral ceilings. A master bath, with tub/shower combo completes the private master suite. brbrFollow the massive staircase and you'll find a bonus living and sleeping space in the open loft, complete with two twin beds and a full-sized bed. brbrDogs are welcome at Crow's Nest (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:brFirst Floor:brMaster Bedroom with King-Sized BedbrSecond Bedroom with King-Sized Bed brThird Bedroom/Office with FutonbrbrSecond Floor Loft Space:brFour Twin BedsbrFull-Sized BedbrbrBathroom setup/description: brFirst Floor - Full Bath with Shower/Tub Combo; Master Bath with Shower/Tub CombobrbrAir Conditioning: Yes, window AC units located in the Living Room, 1st floor bedroom with 2 twins (king in 2025), and 1st floor king primary bedroombrBeach/Water Access: Direct, on property via private stairsbrBeach Towels: Not includedbrDeparture Cleaning: IncludedbrCable TV: Cable TV in Living Room and Primary King BedroombrClosest Shopping Village: Brunswick, 10min awaybrCoffee Maker: Yes, regular drip coffee makerbrDishwasher: YesbrGrill: Gas Grill available, Propane providedbrHeat Source: Hot Water Baseboard FurnacebrInternet 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: YesbrParking: 2-4 carsbrStairs to Water: YesbrTrash Removal: Included, picked up weekly (for multi-week stays) or upon departurebrTV: TV in Living Room and King BedroombrUsable Fireplaces: Yes, Propane Fireplace in Living Room with Thermostat ControlbrWasher & Dryer: YesbrWater Frontage: Direct water frontagebrWater Source: Well water with filtration/softener system, bottled drinking water recommended

Waterfront log cabin nestled in the woods providing unparalleled privacy

Harpswell, Maine, United States

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Bath

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$596.78

****PLEASE NOTE! renovations are currently being done at Morningside to make your stay even more special! New Interior pictures will be available in late spring 2026!*****brbrLocated on Gun Point Road in picturesque Harpswell, set back from the bustle of summer traffic, Morningside awaits your vacationing family. Located 25' from the water's edge it is the perfect refuge for those looking to get away for vacation. brbrWhether it is the quiet serenity of a morning sunrise, evening moon rise, or sitting on the house deck viewing bald eagles, ospreys, seals, loons, or sea gulls the view is always in tune with mother nature. Morningside has large interior windows from the ground floor and 2nd floor OPEN LOFT. These eastern windows give every area of the home great views of the inlets and coves of Quahog Bay.brbrAt Morningside you will find the ground floor with a full sized bathroom , fully stocked kitchen, a bedroom (queen bed), a dining area table for 6, and a living room area with furniture that just invites comfort and relaxation. brbrUpstairs you will find TWO OPEN LOFT bedrooms. PLEASE NOTE: You must walk through the 1st bedroom to access the Primary Bedroom. A portable room divider is provided for sight privacy between the two bedrooms. At the top of the stairs you will find the 1st bedroom with a Queen bed.. This room faces directly east allowing guests to watch the sunrise from the comfort of their room. brbrContinue through the 1st bedroom into the Primary Bedroom Loft Area. This Primary Bedroom Area offers a king size bed and great views from every window. The Primary Bedroom area also offers a door leading out onto a balcony. Here guests may step out and listen to the birds in the morning or watch the stars at night. brbrBetween these two open-loft bedrooms is a beautiful, full-sized bathroom. All bed linens and towels are provided. brbrMorningside's kitchen has a dishwasher, toaster oven, microwave, Keurig and drip coffee makers. Outside you will find a propane grill to cook on. The laundry room has a stackable washer and dryer. Wi-Fi and cable TV with HBO are also available. brbrViews and amenities make Morningside inviting, but we also offer swimming, fishing and kayaking right from your own private dock. Brand new dock is available from Memorial Day until fall. Fish for stripers, mackerel, or bay pollack from the dock. Bring your own kayak or rent them, contact info below. Explore the islands and inlets around Gun Point Cove, Quahog Bay, or nearby Cundy's Harbor. Fun fact: Harpswell has 216 miles of coastline, that is a lot to explore! Harpswell also offers a wonderful selection of hiking trails. Check them out at https://hhltmaine.org/get-outdoors/.brbrTake 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.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 20 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. brbrYour pets are welcome to join you for an additional fee. We welcome up to two dogs under 50 lbs for a charge of $40.00 per PET per DAY, please advise at booking if your pet(s) will be joining you. brbrWe recommend a car for your stay here in Harpswell, Morningside is located 20 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. br brPlease note, there will be a generator provided at the home, if needed. br brIf 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.brbrKayak rental and rate inquiries may be found at:brSeaspray Kayaking 207-404-1100brRings Marine Service 207-865-6143

Morningside. Waterfront home with seasonal dock and float, Pet friendly!

Harpswell, Maine, United States

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Bath

Sleeps

$1058.49

Welcome to Heron's Nest!brbrNestled along the peaceful shoreline of Rich Cove in Cundy's Harbor, Heron's Nest is a newly remodeled coastal retreat designed to bring comfort, beauty, and relaxation into every moment of your stay. Thoughtfully updated from top to bottom, this stunning home blends modern luxury with the timeless tranquility of Maine's coast—making it the perfect getaway for families, couples, or friends seeking a serene escape.brbrAs you approach along the beautifully manicured walkway, step inside through the entrance and you'll immediately be greeted by the home's brand-new kitchen. Outfitted with all new appliances, sleek finishes, and plenty of space to prepare meals together, it sets the tone for a vacation that is as effortless as it is enjoyable.brbrThe kitchen opens seamlessly into the bright, airy living and dining area, where cathedral ceilings and large windows frame sweeping views of Rich Cove. Whether you're cooking, dining, or relaxing with a good book, you'll feel surrounded by the beauty of the ocean. Every room in the home is equipped with its own individual heat pump, ensuring perfect comfort year-round—cozy warmth on cool Maine nights and refreshing AC on warm summer afternoons.brbrFor the ultimate relaxation, step into the sunroom, one of Heron's Nest's most beloved spaces. With 90-degree panoramic water views and all-new patio furniture, it's the perfect place for morning coffee, an afternoon nap, or unwinding as the sun sets over the cove.brbrDown the main hallway, you'll find three beautifully furnished bedrooms:brA serene primary bedroom featuring a king-size Sleep Number bed for customized comfortbrA fun and functional guest room with a combined queen-and-twin bunk bed, ideal for kids or additional guestsbrA second spacious bedroom with another king-size bedbrHeron's Nest includes two full bathrooms, each with luxurious tiled stand-up showers. One bathroom offers the convenience of an in-unit washer and dryer, while the primary bedroom enjoys a private ensuite bath complete with a bidet—an elegant touch that elevates your stay.brbrJust down the road, guests have access to a community recreation area, perfect for picnicking, relaxing, or launching kayaks into the calm waters of the cove. A community pass is provided by the owner for your convenience.brbrPlease note that the home sits on tidal waters. During low tide, mud flats will appear, preventing swimming or shore-based water activities directly from the property—but the ever-changing tide brings its own peaceful charm and stunning beauty to the landscape.brbrHeron's Nest is where comfort meets coastal magic—where mornings begin with ocean light and evenings end with quiet breezes drifting across the cove. Come experience the soul-soothing simplicity of Maine at its finest.

Located on Rich Cove in Cundy's Harbor, Maine!

Harpswell, Maine, United States

Bed

Bath

Sleeps

$470.8

Welcome to Orion's Landing!brbrDiscover the serene beauty of Maine's coastline at Orion's, a charming three-bedroom cottage perched along the peaceful shores of Quahog Bay. With the Atlantic just steps from the lawn and a deep-water dock perfect for swimming or bringing your boat, this is a true coastal getaway where salty breezes, sparkling water, and unforgettable views set the tone for your entire stay.brbrSet on two thoughtfully designed levels, Orion's welcomes you with its bright nautical décor and classic Maine cottage charm. Enter on the upper floor, where all three bedrooms are located—making nighttime routines and early mornings convenient and cozy for everyone.brbrDown the hall to the left, the first bedroom includes two twin beds, an ideal space for children or additional guests. At the end of the hall, the primary bedroom offers a queen-size bed, a new 32 flat-screen TV, a DVD player, and stunning views of Quahog Bay, allowing you to wake up to the sight of the ocean shimmering below. The third bedroom, located next to the primary, includes a queen-size bed plus a twin bunk bed, offering flexible sleeping arrangements for families or groups. This upper level also features a full bathroom with a tub/shower combo and the added convenience of an in-house washer and dryer.brbrHead downstairs and you'll find yourself in the welcoming open concept living and dining area. The well-equipped kitchen makes it easy to whip up your favorite lobster dinner or a hearty Maine breakfast. The dining room opens to expansive views of the bay, so every meal comes with a side of ocean scenery.brThe airy living room boasts high ceilings, oversized windows, and sunlit spaces that bring the outdoors in. Sit back and watch the lobster boats pass by, relax with the 40 flat-screen TV, or cozy up by the gas fireplace on cool coastal evenings.brbrStep through the sliding doors onto the oceanfront deck, where there's plenty of seating for everyone. Enjoy outdoor meals with the gas grill, sip your morning coffee overlooking the water, or simply unwind in the fresh ocean air. The flat, spacious yard is perfect for yard games, sunbathing, or gathering around the fire pit as the sun sets over the bay. And after a swim off the dock Rinse off the saltwater in the convenient outdoor shower.brbrWhether you're boating, swimming, grilling, or just relaxing oceanside, Orion's is a stunning coastal retreat that brings the magic of Maine right to your doorstep.brbrPlease Note:brThis property rents Saturday–Saturday in summer. The calendar will display available check-in/check-out days; the days in between will be grayed out.brThe gas fireplace is available for renter use.

Beautiful Cottage located on the Shore of Quahog Bay - Spacious deck and includes a private dock

Harpswell, Maine, United States

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Bath

Sleeps

$842.57

Entire Oceanfront Bailey Island Home: Views of Cliffs, Cove & Casco BaybrHave the Entire Place to YourselfbrEscape to the tranquility of Bailey Island, Maine, and enjoy complete privacy in this stunning multi-level oceanfront home. Designed for relaxation and breathtaking natural beauty, this property puts you right in the middle of coastal Maine's magic, offering panoramic views from every room and multiple outdoor spaces to enjoy the scenery.brFrom Sunrise to Sunset, experience the best of both shores:brWatch spectacular sunrises over the rugged eastern shore cliffs every morning from the expansive deck, the living room, or from the comfort of any of the three bedrooms.brIn the evening wind down your day watching serene sunsets over Mackerel Cove from the yard, the cozy Trundle bed sitting area with balconey, or during a quick, scenic walk to the nearby beach.brThe Space: brbrThis spacious home comfortably accommodates your group with a thoughtful, multi-level layout that ensures privacy and comfort for everyone.brMain Level: The Heart of the HomebrThe main level is the central gathering place, featuring an open-concept design with a full kitchen, a comfortable living room, and a dining area with a large table for eight. Thanks to abundant windows, you can enjoy stunning water views of Casco Bay from every seat in the house. Step outside onto the large, wrap-around deck to relax, dine, or sip wine while taking in the fresh ocean air and views.brUpper Level: Primary Suite RetreatbrThe entire top floor is a private sanctuary. The primary bedroom features a queen size bed and an ensuite bathroom with a walk-in shower (no tub). At the top of the stairs, a cozy trundle bed provides a perfect spot to curl up with a book and soak in the magnificent coastal views, rain or shine.brLower Level: Guest QuartersbrThe lowest level is home to two additional, comfortable bedrooms. One room offers a queen-size bed, and the other a full-size (double) bed. A shared, full bathroom with a beautifully tiled walk-in shower serves these rooms, providing modern comfort and convenience.brGuest AccessbrYou will have exclusive, private access to the entire house, the wrap-around deck, and the yard. Enjoy a contactless check-in process and make yourself at home immediately upon arrival.brThe NeighborhoodbrLocated on the picturesque Bailey Island in the town of Harpswell, this home offers immediate access to local charm. Explore the famous Cribstone Bridge, enjoy fresh lobster at local restaurants, hike the coastal trails, or visit the nearby beaches for a leisurely stroll. The area is peaceful, friendly, and perfect for a genuine Maine escape.brOther Details to NotebrHigh-speed Wi-Fi and amenities are provided for your comfort.brThere is a strict No Smoking policy. brPlease inquire regarding pets and pet fees. brParking available on-site.brThis beautiful home is the perfect base for your Maine coast adventure. Dates are filling fast—book your unforgettable oceanfront getaway today!

Atlantic View - on the eastern cliffs of Bailey Island!

Harpswell, Maine, United States

4

Bed

Bath

8

Sleeps

$452.35

Located in Harpswell, this charming house is a dream. With 2 queen bedrooms overlooking the water, a queen sleeper sofa in the livingroom, and 1 1/2 bathrooms, our quaint property offers a cozy and comfortable stay for guests. Enjoy the convenience of amenities like a deck overlooking the water with it's own seasonal dock (Memorial Day - Mid October), heat, AC, WiFi, washer and dryer, and a fully stocked kitchen. Even a propane grill and a lobster pot for those yummy meals on the deck. Whether you're exploring the nearby shoreline in the summer with a kayak right from your own dock, hiking the Harpswell trails or simply relaxing in the peaceful surroundings, you're sure to make fantastic memories with a stay at Blue Lobster. brbrBlue Lobster is located 12 minutes from Cook's Corner, Brunswick, 15 Minutes to Bowdoin College and 30 minutes to outlet shopping in Freeport. Just under an hour drive will have you shopping and dining in Portland or to the Portland International Jetport. We do recommend a car for this location on Great Island, Harpswell, Maine.brElectric Car Charger (NACS Plug) available onsite.brBattery Back up power available if there is a power interruption for any reason. brbrRenting kayaks for your stay is easy with brSeaspray Kayaking (207) 404-1100 or Ring's Marine (207)-865-6143. They deliver and pick up to your location.brbrPLEASE NOTE: Boat in pictures is not available, but please plan to bring your own boat. There is a seasonal dock available, please inquire for spring and late fall dates of dockage. The town of Harpswell has 216 miles of shoreline. Come explore, shop, eat and enjoy Harpswell, our small coastal town in Midcoast Maine!brbrThe Fireplace pictured in the home is NOT a working fireplace and cannot be used. Thank you.

Blue Lobster! 2-BR/1.5 BA with Heat, AC, Deck and Seasonal Dock in Harpswell

Harpswell, Maine, United States

Bed

1

Bath

Sleeps

$476.98

Welcome to the Coastal Dunning Farmhouse! brbrStep into a piece of local history with a stay at the 1760 Dunning Farmhouse, the oldest home, nestled on five beautiful acres, in the scenic coastal town of Harpswell. This quaint, historic residence offers a unique opportunity to experience the charm and tranquility along one of Maine’s most picturesque communities.brbrNew for 2026: Guests will enjoy access to the property’s deep-water dock—perfect for kayaking, fishing, or simply unwinding by the water. Please note: due to ocean currents, the dock is not suitable for motorized boat use.brbrPerfect for those seeking a peaceful getaway, this cozy three bedroom, one bath, home provides a welcoming atmosphere with comfortable, warm living spaces. As you enter the home you are greeted by a cozy sitting area, with a little breakfast nook to the side. To the other side, the home features a compact, yet functional kitchen which is equipped with all of the essentials, making it ideal for preparing your meals during your stay! Just steps away from the kitchen you will find the welcoming Dining Room which exudes character and warmth. A generous dining table sits at the center, surrounded by comfortable, classic chairs that invite family and friends to gather, perfect for creating lasting memories.brbrThis inviting living room combines rustic charm with modern comforts, making it the perfect spot to unwind or entertain. The room is bathed in natural light from large windows, which offer a glimpse of the surrounding area. The space offers ample seating for everyone to gather around and enjoy the large screen TV for streaming. You will also find some shelves stocked with an array of board games and puzzles, inviting everyone to unplug and engage in a little friendly competition or work together on a challenging puzzle! Whether you're curling up to watch a movie, solving puzzles with friends and family, or simply enjoying the peaceful views, this farmhouse living room offers the perfect blend of comfort, fun, and relaxation. (There is a portable blue tooth speaker for your use during your stay as well) brbrThis historic home features three well-appointed bedrooms, each offering a unique combination of comfort and style, perfect for any stay. The first bedroom is a tranquil retreat, showcasing a king-sized bed ensuring a restful night’s sleep, along with a bureau and closet for your belongings. The second bedroom is a serene space with a queen-sized bed and a dresser and ample closet space and a calming atmosphere, it’s a lovely spot to unwind. The third bedroom offers a full-sized bed, perfect for solo travelers or a cozy couple. In addition to its restful bed, this room is designed with versatility in mind, featuring a functional desk area for those who need to work remotely. The desk is neatly tucked beside the window, offering natural light and a quiet corner to focus. The room blends practicality with comfort. Whether working or relaxing, the space feels warm and inviting. Please note: This bedroom is a pass-through space and must be walked through to access the only full bathroom in the home. brbrThe rest of the home boasts original details that highlight its historic charm while offering the comforts you need for a relaxing retreat, while offering a stylish mix of vintage pieces. The home embodies the timeless charm of classic New England! brbrSituated on a quiet lot, the property offers a peaceful outdoor space for guests to enjoy, whether you’re unwinding after a day of exploring or simply soaking in the natural beauty of the area. The home’s central location allows you to easily access local shops, delicious seafood restaurants, and stunning waterfront views, while still offering a private and serene environment. Harpswell, Maine, is a coastal paradise, offering a stunning mix of natural beauty and outdoor adventure. The area is known for its breathtaking views of the Atlantic Ocean, dotted with picturesque islands and rugged shorelines. The town's numerous peninsulas and inlets create a tranquil, scenic environment that feels both serene and expansive. Harpswell offers many hiking trails, small beaches and preserves for exploring. The home is ideally located, just across the street from a charming wine shop, perfect for picking up a bottle of local wine or exploring new favorites. Just down the road, you'll find The Harpswell Schoolhouse, a delightful restaurant known for its warm atmosphere and delicious dishes, making it the perfect spot for a memorable meal. In addition, the nearby corner market offers a convenient place to pick up fresh produce, local goods, bakery items, and sometimes meals & sandwiches. Brunswick is just minutes away, where you will find grocery shopping, many restaurants and shops. Bowdoin College and The Maine State Music Theater are also close by. brHarpswell is also neighbored by Freeport, Bath, Wiscasset, Boothbay Harbor and much more!brbrAs the oldest home in Harpswell, 1760 Dunning Farmhouse offers a truly unique rental experience, perfect for those looking to immerse themselves in the beauty and history of Maine. Whether you’re here for a weekend getaway or an extended stay, this charming home provides a memorable and peaceful escape. This home and location are stunning in the summer, and equally inviting as an autumn escape—where vibrant foliage meets refreshing ocean breezes at our charming Harpswell farmhouse.brbrProudly Managed by Maine Coastal Connections, Harpswell, ME.brbrPlease note: Most homes in Harpswell and other small coastal towns use well water, as municipal water service is not available in these areas. The water is clean and safe, but guests who are sensitive to the taste may wish to bring bottled water for drinking.brbr Cancellations will receive refund as stated in the policy, less any processing fees.

Cozy Retreat in Harpswell, with Historic Charm and Modern Comfort

Harpswell, Maine, United States

Bed

1

Bath

5

Sleeps

$529.42

Picture 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 garage

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

Harpswell, Maine, United States

Bed

Bath

Sleeps

$834.67

Stunningly 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.

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

Harpswell, Maine, United States

Bed

Bath

7

Sleeps

$832.38

Enjoy 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.

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

Harpswell, Maine, United States

Bed

Bath

Sleeps

$882.56

This 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.

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

Harpswell, Maine, United States

Bed