Vacation Home Rentals By Owner In Harpswell, ME

$506.13

Sand Dollar - Dog-friendly, Steps to the Ocean, Stunning Sunsets

Harpswell, Maine, United States

Capture the beautiful pink, orange, and purple hues of a Harpswell sunset from this well-appointed 3BR, 2BA ocean view home with a ROW to the sandy/pebbly shores of Middle Bay. brbrInside, the afternoon light floods the windows of this beautifully updated home. Guests will enjoy cooking and entertaining in the spacious kitchen, complete with granite countertops, a center island, gas stove, double ovens, and a wet bar, then gathering around the large dining room table for a lobster feast. Relax in the living room accented by the warmth and comfort of the propane fireplace on chilly evenings or retreat to the ocean view deck to take in the sights and sounds of the shore. Off the dining room, you'll find a bedroom with a king bed and TV and on the other side of the home is the primary bedroom with a king bed, TV, and ocean views, opening to a deck. The third bedroom offers one twin bed and one full bed. There are two full bathrooms, both beautifully renovated in 2025, offering tile showers and new vanities. Stackable laundry in closet to the right of the full bath.brbrOutside, there is a spacious deck, yard, and access to the oceanfront via a ROW, just steps away, perfect for swimming, launching a kayak, or combing the beach for treasures.brbrLocated in a small oceanside neighborhood, you'll enjoy being away from it all, while still being just a short drive from local restaurants and shops including Uncle Pete's Community Market, Dolphin Marina & Restaurant and Erica's Seafood, as well as the many restaurants and shops of Maine Street, Brunswick.brbrCome experience the way life should be at Sand Dollar Cottage!brbrDogs are welcome at Sand Dollar Cottage (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 FloorbrPrimary Bedroom - King Bed with TV and Ocean ViewbrSecond Bedroom- Twin Bed and Full Bed with TVbrThird Bedroom- King Bed with TVbrbrbrBathroom setup/description: brFirst FloorbrFirst Bathroom - Full Bath with Tile Shower (new photos to come)brSecond Bathroom - Full Bath with Tile Shower (new photos to come)brbrAir Conditioning: Yes, AC window units located in Primary King Bedroom, as well as Second King BedroombrBeach Access: Yes, via shared association stairs to beach 1min walk awaybrBeach Towels: Some included, guests are responsible for launderingbrDeparture Cleaning: IncludedbrCable TV: Yes, Xfinity Cable TV in Living RoombrClosest Shopping Village: Brunswick, 18 min awaybrCoffee Maker: Yes, regular drip and k-cup dup machinebrDishwasher: YesbrGrill: Gas grill available, Propane providedbrHeat Source: Rinnai propane heater in living room, as well as electric baseboard heat in each bedroombrInternet 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: 3 carsbrStairs to Water: Yes, shared association stairs to beach 1min walk awaybrTrash Removal: Included, picked up weekly (for multi-week stays) or upon departurebrTV: Smart TV in Living Room and all three bedroomsbrUsable Fireplaces: Yes, propane fireplace in living roombrWasher & Dryer: YesbrWater Frontage: No, water view and shared water access just 1min walk awaybrWater Source: Well water with filtration system, bottled drinking water recommended

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$2186.5

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Private Vacation Home

Stunning, Private 35 Acre Oceanfront Retreat

Harpswell, Maine, United States

Gather at this secluded 5900 sq ft. waterfront home privately situated on our 35-acre oceanfront compound. Take advantage of the private tennis/pickleball and basketball court, small pool, hot tub, fire pit, nature trails and 300 sq. ft. architecturally designed treehouse. Access to the deep-water dock, kayaks, and 12' Hobie catamaran. Home has an open concept floorplan, features a pool table, Steinway upright piano, woodburning and gas fireplaces and a private office. Comfortably sleeps 16.brbrThe SpacebrThe property is situated on a very private 35-acre oceanfront compound. The home consists of two buildings; The Maine House comfortably sleeps 10 and The Bunkhouse sleeps 6.brbrThe Maine HousebrbrThe Maine House is a 2-story, 4-bedroom 4600 square-foot home.brThe first floor consists of the primary bedroom with ensuite bathroom, two sunrooms, powder room, dining room, living room and chef's kitchen. The kitchen is a home cook's dream, well-appointed with 2 sinks, butcher block island, breakfast nook and outdoor patio eating area.brThe second floor boasts 3 bedrooms, two with king beds and one with two twins. A 3/4 bath, a half bath, a private office and the billiards room which also contains a treadmill and Peloton bike. The billiards room also features a twin bed with a trundle.brbrThe BunkhousebrbrThe Bunkhouse, the newest addition to the property, is just over 1300 sq-ft. Situated approximately 20 yards from The Maine House, The Bunkhouse is a unique open space to gather. Bring the outdoors in by opening the two 16-foot glass wall systems on each end both with full screens. There are two 3/4 baths, each with connected private open-air showers providing incredible water views. A large open entertainment area with wet bar, dishwasher, 2 beverage refrigerators, and ice machine. Open concept living space, with ample seating and a large flat screen TV, this is the perfect place to relax and have fun! The set of open stairs carries you up to the lofts which sleep 6. One loft features a kind bed, the other 4 twins. Just a few steps outside you'll find the large hot tub to enjoy while taking in the expansive views of the water. Enjoy the smokeless firepit with ample seating or soak up the woodburning fragrance from inside through the open or closed glass wall. We could not be more pleased with this fun and unique space, knowing our guests will make memories to last a lifetime.brbrThe Tree HousebrbrThe perfect place for kids and adults to play or snuggle up with a book. The 300 square foot treehouse is located several hundred yards from the Maine House, near the tennis court and pool. It was envisioned by the owner, as a tip of the hat to their good friend and Tree House Master, Pete Nelson. It was architecturally designed by David Matero. The Tree House features a king bed in the loft, accessible by built in ladder, two daybeds on the first floor and amazing water views. There is basic electricity but no facilities. The large 25'x25' deck held by 4 spruce trees is accessible by a small suspension swing bridge. While we do call it the Tree House it is technically not but rather nestled within the trees on structural posts and requires no climbing to gain access. It has been featured in DownEast Magazine as well as Tiny House Nation.brbrThe RestbrbrIt's actually challenging to describe what this amazing, unique property has to offer. It is incredibly private, situated on 35 acres, yet only 20 minutes to town where you can find museums, great restaurants, and a summer music theater. There are nature trails throughout the property, wildlife, a small swimming pool, the private tennis court ( newly surfaced in 2024 with pickle ball and a halfcourt basketball court), access to the deep water dock, kayaks, paddleboards and a small 12' Hobie catamaran. Not mention the previously mentioned firepit and hot tub. It is truly more of a private vacation resort than a home to rent. The owner's home is privately situated at the end of the peninsula, where you both will only meet if intentional, which is always a welcome thought for them, they truly love sharing this wonderful place.brbrThe Details:brMaine HousebrbrBedrooms:brPrimary Suite - Located on the first floor on The Maine House. King Bed, large walk-in closet, whirlpool tub, double sinks and walk-in shower. Private patio and stunning water views. brbrBedroom 1brSecond Floor - King bed, vaulted ceilings water viewsbrbrBedroom 2 - King bed, high ceilings, water viewsbrbrBedroom 3 - Two Twin beds, water viewsbrbrBilliards Room -Large room with water views featuring a fully restored antique pool table, Peloton Bike, Treadmill. The billiards room also has two twin beds (one twin, one trundle)brbrLiving Room - two couches, two chairs, gas fireplace, Steinway upright piano, water viewsbrbrDining Room - open concept room located near living room. Tom Moser dining table comfortably seats 6. Water views. brbrSunroom 1 - Vaulted ceiling, wood burning fireplace, comfortable seating and water views brbrSunroom 2 - Stunning water views comfortable seating. brbrKitchen - High end appliances, breakfast nook, large pantry cabinets, fully equipped. Stunning water views. brbrThe Bunkhouse brbrLiving space - designed as dedicated open concept space away from the formality of The Maine House. Originally built to house much of the property's equipment was transformed into a truly one-of-a-kind oasis. The 2 - 8'x16' Panoramic glass wall systems fully open to enjoy the salt air breezes water views. Enjoy gathering with plenty of comfortable seating, large TV, bar area and game/dining table. brbrThe sleeping areas are in the lofts and will be a combination of twins and a king bed. With additional sofa beds on the first floor.

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Select Dates for Price

Private Vacation Home

Family Tides - Spacious, Comfortable home, perfect for Making Family Memories!

Harpswell, Maine, United States

You're invited to escape to our charming vacation home, Family Tides , the perfect retreat for your family getaways where we welcome your pup ! Magical memories await you at this Harbor View Home! Spacious and ideal for large families, or a few couples looking for some peace and tranquility. Newly, beautifully renovated kitchen and dining area, with a lovely screened in deck, overlooking Cundy's Harbor, one of the most quaint working waterfronts along the coast of Maine.brbrThe home offers 4 bedrooms, each with air conditioning, 2.5 bathrooms, enough space for all ! As you enter the unique home, you are greeted by the cozy, colorful living room, featuring a lovely propane fireplace. Open floor concept, the kitchen is close by, and fully equipped to the max to cater to all aspects of cuisine cooking and entertaining! The kitchen is equipped with all modern appliances, including a 5 burner Wolff Gas Stovetop, double ovens, a 4 door fridge, coffee makers, baking and cooking tools, with plenty of wine glasses!! The Dining Area is large, comfy, with festive lights wrapped around the gorgeous exposed beams! Surely a favorite spot for relaxing with family and friends. The kitchen and Dining Area are equipped with heat pumps which provide heating as well as air conditioning. Step out into the screened in porch where you will be delighted with ocean views, salty breezes, and good times to be had! The home also boasts a large outdoor deck with picturesque views on either side! There is also a family room on the main floor with a TV for streaming. One guest room offering a queen size bed and one full bath are located on the main floor, while the other 3 bedrooms are featured on the second floor, one master, complete with a King size sleep number bed and air conditioning, the other 2 each provide a Queen size bed. Please note that there is one flight of stairs to the second floor. As this is an older home, the staircase is somewhat steeper than what you may find in newer construction. You'll also find a specialty raised bathtub for your pup on the main floor!brbrOutside, you will find a grill, 2 kayaks w/paddles, and 2 bikes for your use, along with a lovely outdoor firepit. There are also a few games, child toys, and child gates throughout the home. Kayaks can be launched on the backside of our property, tidal frontage.brbrJust a short walk to Holbrook's for outside dining, enjoy a fresh lobster roll, haddock, and American cuisine ! Be sure to stop in to Hawke's Lobster Gift Shop for some unique treasures, and some fresh lobsters right off the boats! (They are also known to steam them for you to bring home and enjoy without the mess!) Also walking distance to the Cundy's Harbor Library, offering an array of books, and some summer events for the kids! Harpswell provides many walking trails, some excellent restaurants, galleries, little shops, and a wonderful ice cream outdoor parlor! There is so much to see in Harpswell, the sights throughout town are breathtaking. Close to Brunswick, where you'll find grocery shopping, restaurants, close to Bowdoin College, museums, and of course the Maine State Music Theater with superb summer productions. Close to Portland, and Freeport, home of LL Bean, many outlet shops, and restaurants. Driving distance to Popham Beach...the most spectacular stretch of sandy beach in Maine, along with historical forts to explore. Bath, Phippsburg, Boothbay Harbor, and Bar Harbor all all great day trips! So many sights to see in and around Harpswell !brbrFamily Tides will be the perfect vacation spot for anyone looking to experience the best of Maine! You'll be so happy returning to the home after your daily adventures with its gorgeous views, comfortable furnishings, and the pure sense of relaxation! We're excited to host your family vacation with your pup!brPlease take note: Cancellations will receive refund as stated in the policy, less any processing fees. This property can be viewed and booked on Vrbo, AirBnb, and Maine Coastal Connections, Harpswell, Maine.brbrbrProudly managed by Coastal Connections Property Management, Harpswell, ME

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$333.36

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Private Vacation Home

Beautiful Oceanfront House- Stunning Water Views

Harpswell, Maine, United States

Beautiful furnished house situated over the ocean, offering water views outside almost every window. Conveniently located and close to everything. Lots of windows with comfortable ocean breeze. Large living room/dining room with a beautiful bar, and 2 water view decks and a private front yard garden entrance. There is a jacuzzi in the master bedroom suite. You can enjoy the most incredible sunrises and catch wildlife: osprey, gulls, blue heron, cranes, ducks, and playful seals. This house will give you unforgettable waterfront living experience.

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$264.5

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Private Vacation Home

Treehouse Farm Stay on the Maine Coast

Harpswell, Maine, United States

This memorable location is anything but ordinary. This new, modern space, perched in the trees, overlooks a small-scale farm where the animals are just as well cared for as our guests. Do not underestimate the 600 square foot space. When you step inside, you'll be astounded by the spaciousness, clever use of space, and amenities available to our guests. From an open, sunny living room to an expanded balcony overlooking the duck pond, you'll have plenty of room to unwind and relax.

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$340.97

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Private Vacation Home

Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people

Harpswell, Maine, United States

Looking for a special vacation in beautiful coastal Maine Visit the Hideaway in Harpswell. Located just 50 minutes from Portland, 30 minutes from Freeport, close to Bath, Wiscasset, Boothbay and more ! Located very close to Live Well Farm, it makes a great place for a long weekend getaway !brHarpswell is a classic lobstering community with stunning ocean vistas, dramatic cliffs, rocky shores, and pristine coves. All which can be enjoyed with all of the comforts of home, at the Hideaway.brbrThis home sits on an acre of land, private, without close by neighbors. We are actively implementing the highest standard of cleaning and disinfecting per CDC guidelines.brbrThe Hideaway is a lovingly maintained cape with large, sunlit rooms. This home sleeps 8 people total. The main floor presents one bedroom, with a queen size bed, a full bath, with a walk-in shower, and there's plenty of room to spread out in the sitting room, living room, dining area, and eat-in kitchen. The second floor provides 2 large bedrooms, one with a queen size bed, and the other offering tow double-size beds, as well as a full bath. The two bedrooms upstairs each have a window unit air conditioner, as well a a window unit in the dining area on the first floor. Situated in a tranquil community, the Hideaway sits on a quiet, private acre, filled with trees, gardens and grassy expanses. You will also find a small patio with chairs , table, and gas grill in the back yard.brbrEnjoy breakfast around the large kitchen table looking at birds and gardens out the bay window. Then take a quick walk down to Stover's Point Preserve , a large secluded beach, where you can sunbathe, launch a boat or kayak, or just enjoy the sights and pick up shells and sea glass. The views are incredible and the protected tidal cove will keep children engaged all day. Pick up lobster from any local wharf and end your day with a lobster bake under the backyard trees.brbrFor more adventure, hike the many local trails. Take a short drive to Freeport and take a kayak or skeet shooting class at the world famous LL Bean. Visit Popham Beach or Reid State Park. Go on a whale watching , fishing, or sightseeing cruise. Enjoy a sunset sail on a 70 foot windjammer. Day trip to Bar Harbor (Acadia National Park), Boothbay Harbor, Wiscasset, Rockland, Camden, Or Portland. Or choose to enjoy all of what Harpswell has to offer, including Bailey and Orr's Islands.brbrIf you would rather shop, hit the outlet stores and LL Bean mother store in Freeport. Wander the quaint Maine Street shops in Brunswick. There are many local artist galleries, and the iconic Land's End Gift Shop, right in Harpswell !! Add culture to your stay with numerous activities and events right in Brunswick. Enjoy a show at the Maine State Music Theater, Bowdoin College museum, or listen to music during the Bowdoin International Music Festival. Take in a Friday night concert at LL Bean. Catch a multitude of local summer festivals in the area. Enjoy the many offerings in Portland as well.brbrDining destinations...no problem ! Harpswell boasts some of the freshest seafood and unique dining experiences you'll find anywhere ! Each meal boasts spectacular ocean views, rocky shorelines, and nearby islands. Grab a quick lobster roll and cup of chowder or sit down for a leisurely dinner just minutes away from the Hideaway. Of course, there are many great restaurants in Brunswick, also filled with coffee shops, and the best Gelato in Maine ! brPlease note, cancellations will be refunded per policy, less any processing fees.brbrWhether you are looking for a family vacation, or an adult get away, you'll find it at the Hideaway !brProudly managed by Maine Coastal Connections, Harpswell, Maine.

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$798.32

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Private Vacation Home

Stunning Sunrises At This Private Waterfront Retreat

Harpswell, Maine, United States

Wake up to breathtaking sunrises over the cove and enjoy your morning coffee from the expansive waterfront porch at this beautifully renovated Harpswell retreat. Nestled on a private one-acre waterfront property, this coastal Maine getaway offers peaceful seclusion while being just 15 minutes from downtown Brunswick and minutes from some of the area's most beloved dining spots.brbrWhether you're planning a family vacation, friends’ getaway, or relaxing coastal escape, this spacious home comfortably accommodates up to 10–11 guests with stunning water views, modern amenities, and plenty of space to gather and unwind.brbrWaterfront Living at Its Bestbrbr- Completely renovated inside and out in 2023, the home blends classic Maine coastal charm with modern comfort. Large windows throughout the home showcase the beautiful cove and fill the space with natural light.brbr- Spend your mornings watching the sunrise over the water, afternoons exploring the coast, and evenings feasting on fresh lobster and enjoying time together on the porch.brbrComfortable Spaces for Everyonebrbr- The home features 3 bedrooms, 3 bathrooms, and additional sleeping areas, designed to comfortably host families and groups.brbr- Primary Bedroom: King bed with panoramic water views, reading area, and TVbrbr- Second Bedroom: Queen bed with beautiful waterfront viewsbrbr- Bunk Room: Full-size bunk beds perfect for kids or adultsbrbr- Bonus Office Room: Comfortable queen bedbrbr- Additional Fold-Up Bed: Available in the basement for extra guestsbrbrFully Equipped for Your Staybrbr- The home includes everything you need for a relaxing coastal getaway: Fully stocked kitchen for cooking and entertaining, gas grill for outdoor meals, lobster pots so you can enjoy fresh Maine lobster at home, spacious porch with incredible waterfront viewsbrbrFun for All Agesbrbr- Downstairs you'll find a pool table and foosball table, making it easy for everyone to relax and enjoy time together after a day exploring the coast.brbrPerfect Harpswell Locationbrbr- Located in beautiful Harpswell, you're just minutes from some of the area's favorite coastal spots: The Dolphin Marina & Restaurant, Cook’s Lobster & Ale House, Allen's Lobster Pound, The Itty Bitty Coffee Shop and Downtown Brunswick is only 15 minutes away, offering additional restaurants, shops, and local charm.brbrWhether you're visiting for summer on the coast, fall foliage, or a quiet winter retreat, this waterfront home offers the perfect place to relax, reconnect, and experience the best of coastal Maine.brbrWe hope you enjoy our home as much as we do.

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$456.08

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Private Vacation Home

Large contemporary home with expansive open ocean views!

Harpswell, Maine, United States

Welcome to Saronole!brbrPerched directly on the rugged shoreline of Casco Bay, Saronole is an eclectic coastal haven where panoramic ocean views, vibrant spaces, and artistic character come together to create a truly unforgettable Maine getaway. Tucked at the end of a quiet dead-end road—yet only 7 miles from Brunswick—this one-of-a-kind home offers both peaceful seclusion and convenient access to Midcoast adventures.brbrStep onto the oceanside deck and feel the salt air wash over you. Just below, a natural rocky beach invites you to explore tidepools or greet the day with spectacular sunrises over open water. Inside, you'll find a home filled with personality, texture, and warmth. An eclectic blend of comfort and creativity, perfect for families, groups, and anyone who appreciates a space with soul.brbrThe main floor welcomes you with a dramatic open living area featuring:br* Cathedral ceilingsbr* Wall-to-wall windows framing Casco Baybr* A bright, airy atmosphere ideal for reading, relaxing, or gatheringbrbrThe newly remodeled kitchen is well equipped for cooks of all skill levels and includes an eat-in dining area with sweeping water views. From morning coffee to evening lobster feasts, it's a space designed to inspire connection and conversation. A convenient half bath is located just off the kitchen.brbrThe primary bedroom, tucked toward the back of the house, offers a peaceful retreat with a queen bed and ocean views you can enjoy without even lifting your head from the pillow. The ensuite bathroom features a stand-up shower.brbrUpstairs, three additional bedrooms each offer their own unique charm:brA spacious bedroom with a king-size bed and cozy, tranquil ambiancebrA bright bedroom with a queen bed and lovely water viewsbrA large, cheerful bunkroom with two twin beds and one full, plus a computer and printer for guest usebrA full bathroom serves this upper level, making it ideal for families or groups.brbrAdditional amenities include wireless internet, cable TV, bottled water, and handicap accessibility, which is thoughtfully incorporated throughout much of the home.brFrom its sun-splashed windows to its creative layout and eclectic charm, Saronole offers a peaceful, inspiring, and truly memorable coastal escape.brbrCome experience the charm, character, and serenity of Saronole! Casco Bay living at its most unique!brbrPlease note: This property rents Saturday–Saturday in summer. The calendar will display available check-in and check-out days. The fireplace is available for renter(s) use.

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$394.39

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Private Vacation Home

Historic Pumpkin House located in West Harpswell

Harpswell, Maine, United States

Welcome to The Pumpkin House!brbrDiscover the perfect blend of French-inspired charm and Maine coastal tranquility at The Pumpkin House, a beautifully restored Mansard-style home designed for families, friends, and furry companions alike. With 4 bedrooms, 2 bathrooms, and an expansive 1-acre yard, this stunning property offers space, comfort, and peaceful surroundings, ideal for a relaxing Mid-Coast Maine getaway.brbrStep inside and feel instantly welcomed by the newly remodeled family room, where tall ceilings, abundant natural light, and a cozy wood fireplace set the tone for restful mornings and relaxing evenings. Just beyond, the flow of the first floor takes you through the dining area and into the brand-new galley-style kitchen, fully equipped for whipping up meals after a day of exploring Harpswell. A comfortable living area and a renovated full bathroom with a stand-up shower and washer and dryer make the main level as functional as it is beautiful. Also on this floor is the spacious primary bedroom with a king-size bed, perfect for those who prefer one-floor living.brbrHead upstairs to find the second full bathroom featuring a jacuzzi-style tub/shower combination. Three additional bedrooms offer ample sleeping space for everyone: two with queen-size beds, plus a cozy fourth bedroom off one of the queens, outfitted with a twin trundle, ideal for kids or extra guests.brbrOutside, you'll find one of The Pumpkin House's true highlights: an expansive, pet-friendly yard where kids can run freely and dogs can play to their heart's content. As evening sets in, gather around the lighted entertainment area complete with a firepit, perfect for roasting marshmallows, enjoying a cocktail, or simply soaking in the crisp Maine air under the stars.brbrWhen it's time to head out, you're just moments from some of Harpswell's favorite local attractions. Stroll over to Pammy's Ice Cream, take the dog on a scenic walk at Mitchell Field, or explore the shoreline at Stover's Point Beach just 2 miles away. For dinner with a view, you're only 3.5 miles from Erica's Seafood and The Dolphin Marina & Restaurant, two beloved local staples.brbrSpacious, serene, pet-friendly, and full of character, The Pumpkin House has everything you need for an unforgettable Maine vacation.brbrBook today—you won't regret it!

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$1798.5

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Private Vacation Home

700' OCEANFRONT RETREAT, FIRE PIT, 10 ACRES, 6 BR, 8 KAYAKS, 2 PDL BRDS,

Harpswell, Maine, United States

This spectacular oceanfront property, situated on Quahog Bay, offers a truly unique level of privacy, water access and ocean-edge views. The perfect setting for a multigenerational family gathering or reunion. Across the 700+ frontage feet and 10 wooded acres there are 3 walk-in coves, a private point on the ocean's edge, a deep water pier and wharf with ladder, a mooring, a boathouse with 8 kayaks, 2 paddle boards, a canoe, a Phantom 2-person sailboat, a dinghy and life-vests for all sizes, 2 hammocks overlooking the ocean, an ocean-side firepit with 8 Adirondack chairs, and an outdoor shower. The well maintained lawns and gardens add to the beauty of the property.brbrClick on link for a birds eye view of oceanside property https://drive.google.com/file/d/1vISElt1s854huuTvmVd40B1KQAo4O7r-/viewbrbrThe home consists of two complete houses, connected by a laundry/storage/utility area. The houses have a total of six bedrooms, three-and-a-half beautiful bathrooms, and two fully equipped kitchens with islands, plus an 8+ person dining table for each kitchen, two full living rooms with expansive windows with magnificent views, three spectacular outdoor decks. brbrHouse amenities include three smart TVs; DVD, wireless Eero hi-speed Internet access throughout, cable TV, three Sonos Play One speakers, three heat pumps supplying ample air conditioning throughout the home, gas fireplace, two Weber gas grills, two outdoor propane burners for all those lobsters, an 8-foot picnic table, an automatic whole house generator (just in case a thunderstorm knocks out the power), parking for six vehicles, and games galore - outdoor (cornhole, croquet, bocce, lawn darts) and indoor (board games, cards, backgammon, puzzles). brbrWhether your interest is water sports, boating, fishing, hailing the lobster boats, outdoor games or just relaxing ocean-side with a good book, this property offers something for everyone. Imagine your dream vacation ... br• The fire-pit is an ideal evening gathering point ... toasting those marshmallows by a wood burning fire overlooking the Quahog Bay, sharing stories of the day. The perfect setting. br• Spend the day on the water ... kayaking or canoeing in-and-out of coves and across Quahog Bay to Raspberry and Yarmouth Islands, sailing in the Bay, walk-in swimming in one of the coves or from the wharf. Or watch all the activities from any of the decks overlooking the ocean.br• Looking for sea shells and sea creatures in tidal pools across the 700 feet of ocean frontage, or dig for clams in a sandy cove.br• Try your hand at fishing right off the rocky ocean edge on the property. With a little luck you may pull in a striper or bluefish! br• Just relax in an ocean-side hammock with a good book!brbrWith 50+ 5-star reviews it's no surprise families so enjoy returning year-after-year to Long Point. brbrMemories are made here!!!br

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$469.21

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Private Vacation Home

Welcome to your relaxing, coastal getaway ! Oceanfront home nestled on the picturesque Orrs Island

Harpswell, Maine, United States

New Listing for 2025 ! Be the first to enjoy this oceanfront home! brbrbrTranquil Tides Retreat offers spectacular sweeping ocean views from nearly every room in the home! Situated on Gun Point Cove, on Orr's Island, you'll enjoy delightful sunrises over the sparkling water, perfect for launching your kayaks ! The oceanfront is just steps away from the deck, a perfect location for a fun-filled family vacation or a cozy romantic getaway. brbrAs you enter the home, on the main floor, you are greeted by the charming kitchen, equipped with all you need for preparing your meals. Open floor plan features the dining and living areas, with stunning views of the cove. The first floor also offers the master bedroom, presenting a king size bed, and attached full bath. As you venture to the second floor, you will do so by using the lovely spiral staircase, which leads to two other bedrooms, Jack and Jill Style with a full bath - (one with a queen size bed, one with a double size bed). Each bedroom is private, and each have their own doors. The one with the queen size bed had glass sliding doors which enables a great view of the coast ! There are drapes as well for privacy. On the second floor, there is also another living space with a flat screen TV for streaming, and comfy love seats for relaxing after a day on the ocean! The property offers two large outdoor decks for your enjoyment. One located out back, overlooking the stunning ocean, the other out front--both offering outdoor seating, as well as grill. brbrThe quaint home is close to hiking trails, kayak rentals, restaurants ,art galleries, and even a candy shop! The Giant Stairs, Land's End Gift Shop, Sundrenched, and Cook's Lobster House are all a must to visit! You will be astounded with spectacular views while traveling over the world's only granite Cribstone Bridge! The bridge was listed on the National Register of Historic places in 1975, and was built back in 1927 in order to connect Orr's Island to Bailey Island. You are sure to find the freshest lobster on either of the islands !! Orr's Island is the perfect place for relaxation, and the home is perfect for a base for exploring the surrounding area. Just a hop away from Brunswick, which features Bowdoin College, The Maine State Music Theater, art museums, many great restaurants, shops, and groceries. Freeport, (home of the mother store for LL Bean), Portland, Boothbay, Bar Harbor, Wiscasset, Bath, are all great day trips with super shops and wonderful places to dine ! Please note, cancellations will be refunded per policy, less any processing fees.br Proudly managed by Maine Coastal Connections, Harpswell, Maine.

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$330.89

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Private Vacation Home

Unique Waterfront Experience

Harpswell, Maine, United States

Nestled above the only solar-powered, working waterfront, lobster wharf, this rental offers you a one of a kind experience. Not only will you see the lobstermen off load their catch at the end of the day, you will also have the opportunity to be a part of the end of the day activities at the wharf. You will also have a chance to take a sun set cruise around Casco Bay with Jim on the fishing vessel Hunter James.brbrWater access is available for smaller boats and kayaks as well. While there you can paddle through the Reversing Falls into Basin Cove. Harpswell has a rocky coastline providing tidepools for exploration. There are coves and beaches for relaxing and taking in nature's beauty. Within 2 miles are two different seafood restaurants that offer great food and views of Casco Bay. OR bring your fishing pole and catch your own fish-dish. You can cast your line from the docks or from your boat. Yes, bring your boat along with you!brbr

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$1635.0

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Private Vacation Home

Privacy Views And Casual Elegance-Family Estate near Bowdoin

Harpswell, Maine, United States

brSituated on 6 quiet acres at the end of a secluded road, with a commanding and private view of a tidal lobster cove opening to the ocean, Spruce Cove is the perfect retreat for families and friends seeking relaxation, entertainment, and a venue for exploring Maine's fabulous mid-coast region. This stunning family estate has three master bedrooms, another private bedroom with double bed and a children's bunk room and play house. Furnished elegantly with antiques, art and oriental rugs, Spruce Cove boasts a formal living room, spacious study and entertainment room, a sun porch, huge cook's kitchen with Wolfe range and amenities, and a 14-person dining-room table looking out onto the cove. An outside fire pit and porch makes for perfect evenings of quiet conversation. The walkout basement has a ping pong table, darts and an extra catering kitchen. Follow a winding path and you are at the boat dock. Located a mere 15 minutes from Bowdoin College, Spruce Cove offers refined and tasteful luxury in the middle of Maine's historic lobster region.. br

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$486.26

/ Nightly

Private Vacation Home

Coastal Retreat Near Beach w/ Ocean Views, dog friendly !

Harpswell, Maine, United States

New for 2025!brbrCome enjoy a peaceful fall or winter stay at this beautiful, dog-friendly home with lovely views — just a short walk to the beach. It’s ideal for longer getaways, and we’re happy to offer a discount for stays of 30 nights or more!brbrbrWelcome to Mariner’s Rest, a thoughtfully updated coastal home situated on a quiet lane in beautiful Harpswell!brbr This serene ocean view home offers a loving blend of modern comfort and classic New England charm. Tucked along the rugged, island-dotted coast of Maine, Harpswell is a peaceful, unspoiled coastal town known for its winding peninsulas, quiet coves, and sweeping views of Casco Bay. It's a place where the pace slows, the salt air lingers, and the natural beauty is ever-present. Nestled in this tranquil setting is Mariner’s Rest—a newly refreshed, truly dog-friendly retreat just steps from Stover’s Preserve Beach. The property features a fully fenced yard, giving dogs plenty of safe space to roam and play while their humans relax and enjoy the coastal breeze. It’s the perfect spot for four-legged family members to feel as welcome and comfortable as you do!brbrStep inside Mariner’s Rest and you’re greeted by a bright, open-concept main floor designed for connection and comfort. The heart of the home is a beautifully reimagined kitchen, featuring high-end appliances, sleek countertops, and thoughtful details that make cooking (or simply gathering) a joy. The kitchen also features bar-style seating for four at the counter, perfect for casual meals or keeping the cook company. Just beyond, the living room offers a cozy space to unwind with a large-screen TV, while the adjacent dining area invites long, leisurely meals after a day at the beach. Also on the main floor, you’ll find a serene bedroom offering a queen-size bed and partial ocean views, perfect for waking to the light of the sea, a quiet office space with a desk, ideal for remote work or writing postcards home, and a full bathroom with everything you need for comfort and ease. From the kitchen, step directly onto a covered deck—a perfect extension of the living space. Outfitted with comfortable outdoor seating and a grill, it's ideal for enjoying a morning coffee in the salty breeze or dining al fresco as the sun begins to set.brbrThe second floor offers privacy and space to spread out with two more bedrooms, one featuring a king-size bed with ocean views, designed as a calming, coastal retreat., the other bedroom includes a queen-size bed, cozy and well-appointed for guests or family. (both bedrooms offer an air conditioning unit) You'll also find a second full bathroom to serve the upper level. At the heart of the second floor is the home’s bonus gem: a spacious great room with a 9-foot pool table, casual lounge seating, and a game table — the perfect place for evening fun, rainy-day relaxing, or friendly competition.brbrWith warm natural light, stylish furnishings, and modern updates throughout, Mariner’s Rest blends comfort, function, and laid-back luxury — creating a welcoming space for your Maine coastal getaway. brbrOne of the most unique and cherished features of Mariner’s Rest is its direct access to Stover’s Point Preserve, one of Harpswell’s most beloved coastal gems. A walking trail begins right on the property, guiding you through a quiet path that leads directly to the beach—just a few minutes on foot. Once there, you’ll step onto the beach area where calm waters meet panoramic views of Casco Bay. From the beach, take in the beauty of the iconic Cribstone Bridge, paddle out in a kayak, search for treasures along the shoreline, or simply stretch out and enjoy the sun and salt air. Whether you're heading out for a morning walk, a sunset stroll, or a day of coastal exploring, the easy, walkable connection from the home to the beach makes Mariner’s Rest truly special.brbrLocated in the heart of Harpswell, Mariner’s Rest offers more than just a home — it offers a true taste of Maine’s coastal beauty. Harpswell is known for its stunning shoreline vistas, peaceful walking trails, quiet beach preserves, and some of the freshest lobster you'll find anywhere. Spend your days exploring hidden coves, enjoying a seaside lunch, or catching the sunset over the water. Just minutes away, you'll discover exceptional local restaurants, lobster shacks, and scenic spots perfect for kayaking or just breathing in the salt air.brbrFor those who love to explore, Harpswell is ideally situated near some of Maine’s most iconic destinations. Head north to Brunswick, home to Bowdoin College, Maine State Music Theatre, and a vibrant downtown filled with shops, galleries, and restaurants. Just beyond lies Freeport, where L.L. Bean and countless outlet stores await. To the south and east, visit Bath, with its historic shipbuilding charm, Wiscasset for its quaint village center, or the coastal town of Boothbay Harbor, known for boat tours, gardens, and classic Maine charm.brbrWhether you’re here for rest, adventure, or a little of both, Mariner’s Rest is your perfect launch point for discovering the very best of Midcoast Maine.brProudly managed by Maine Coastal Connections, Harpswell, Maine.

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$280.14

/ Nightly

Private Vacation Home

Private Ocean Front property with bathing cove and deep water swimming

Harpswell, Maine, United States

Check THIS one out! What a spot! Situated almost at the tip of the peninsula Gun Point on Great Island, this location offers spectacular views of Casco Bay. Facing southwest, one can behold outstanding sunsets behind Orr's and Bailey Islands across Gun Point Cove, and admire the vastness of the open sea of Casco Bay beyond, all while soaking in the warmth of the setting sun. The 3 bedroom well kept cape is on the ocean's edge. The movement of the tidal waters will soothe and relax you making your getaway one you will not soon forget. For children of all ages, the bathing cove, formed by the ledges and right in the front, offers great fun for swimming at high tide and exploring tidal pools for sea creatures at low tide not to leave out the collection of seashells of all shapes and sizes. And for the older, experienced swimmers, there is a dock occasionally shared with owners for deep water swimming during any tide. It is a very quiet spot yet close to public beaches. Sight seeing drives through quaint coastal towns is a must. You will not be disappointed. Come and experience what living on the Maine coast is all about!

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$555.78

/ Nightly

Private Vacation Home

This cozy Maine cottage is the perfect location enjoying sunrises!

Harpswell, Maine, United States

Welcome to Tondreau's!brbrPerched at the tip of Tondreau's Point with sweeping views of Quahog Bay, this cozy Maine cottage is the ultimate spot for soaking in sunrises, watching lobster boats pass by, or simply breathing in the salty sea air.brbrStep up the ramp and into a well-equipped galley-style kitchen, perfect for preparing fresh seafood or family meals. Flow seamlessly into the open dining and living area, designed for entertaining and relaxation. From here, step out onto the screened-in porch for dining al fresco or enjoying a quiet evening with the ocean breeze, indoors or outdoors, every meal comes with a view.brbrThe first floor also offers the primary bedroom with a king-size bed, a full bathroom with tub, and a washer and dryer for your convenience. Upstairs, you'll find two additional bedrooms: one with a queen bed and another with two twin beds, plus another full bathroom with tub at the top of the stairs.brbrTondreau's is a haven for fun and relaxation. The finished basement is packed with entertainment, including a pool table, ping pong table, dart board, and poker table. Outside, challenge family or friends to cornhole or unwind in Adirondack chairs while enjoying the coastal scenery. Boating enthusiasts will love the private deep-water dock for all size boats, kayaks or paddleboards making water adventures just steps away.brbrWhether you're seeking family fun, a peaceful retreat, or outdoor adventure, Tondreau's offers everything you need for an unforgettable Maine getaway. With so many amenities and its prime location, it's a place guests return to year after year.

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$386.65

/ Nightly

Private Vacation Home

Spacious single-story cottage with ocean views, large screen porch, and a quiet location.

Harpswell, Maine, United States

Welcome to Camp Bullwinkle!brbrNestled on a lightly wooded lot is this well-kept waterfront home conveniently located only 7 miles from Bowdoin College and Brunswick area amenities. Easy one-story living with gorgeous sunset views over Middle Bay. Enjoy evenings on the screened porch, summer fun on the large open lawn, and tidal waterfront access perfect for kayaking and canoeing! Bottled water is provided for weekly rentals, and there is a back-up generator in case of power outages.brbrWith an immaculate interior, this house comes with a recently remodeled kitchen, a gorgeous fireplace, three adorable bedrooms, and two bathrooms. The living, kitchen, and dining areas are all located on one end of the house near the screened-in porch. There is a full bathroom with a stand-up shower and laundry also near the kitchen. On the other end of the house, there are three bedrooms and a full bathroom with a shower/tub. Two of the bedrooms have water views. brbrThe outside area has a well-maintained path down to rocky steps that lead to the tidal water area. You can wade through the water, swim, look for sea treasures, or just bask in the sun. Please note that if you bring a kayak you will need to carry it down the path and the rocky steps to the shorefront. brbrPlease note: This property rents Friday to Friday in Peak season. The calendar will show available check-in check-out days and the week in-between will be grayed out.brFireplace is available for renter(s) use. Wood is provided.

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$337.9

/ Nightly

Private Vacation Home

Centerview cottage

Harpswell, Maine, United States

This is a newly renovated home, with a nice size kitchen with everything you made need for preparing your meals. Children under the age of 17 are free to stay.brA large living room to relax and the t.v. Is cable ready and we offer Netflix also. brThere are 2 bedrooms with a queen size bed in each. We provide all the linens and towels. brThere is a full bathroom with a tub.brThere is a deck attached to the house for relaxing.brHere is a propane fire pit for your own personal use.brEnjoy the large yard and private parking. It is wheelchair accessible.brThere are many local walking paths. Enjoy watching the fisherman leaving the bay to get their daily catch. Bald and golden eagles are a pleasure to watch flying overhead. brThere is a propane fire pit to enjoy while sitting outside.brMany local attractions to see. Go kayaking right out front of the house. Enjoy fishing and/or swimming off the dock just out front of the house. There is a private deck attached to the house. The nearest town is Brunswick.

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$368.0

/ Nightly

Private Vacation Home

Orchid Harbor, Bailey Island 3BR

Harpswell, Maine, United States

Welcome to Orchid Harbor, a classic New England-style cottage home with stunning southerly views of Casco Bay. Perfectly located in the heart of Bailey Island, it`s within walking distance of Cook`s Lobster & Ale House, Morse`s Seafood Grille, the historic Cribstone Bridge, and the Salt Cod Cafe. You`ll love the breathtaking sunsets painting the sky. Enjoy easy water access, perfect for launching a kayak to explore the coast of Harpswell or combing the shoreline for treasures.brbrNew Airbnb listing, but this is a seasoned rental unit with many positive guest experiences over the last two years! brbrWelcome to Orchid Harbor, a classic New England style home with stunning southerly views of Casco Bay, perfectly located in the heart of Bailey Island within walking distance of Cook`s Lobster & Ale House, Morse`s Seafood Grille, the historic Cribstone Bridge, and the Salt Cod Cafe. The large lawn across the way, belonging to the home, lends to easy water access, perfect for launching a kayak to explore the coast of Harpswell or combing the shoreline for treasures. You`ll love the stunning sunsets painting the sky with beautiful purple, rose, and orange hues. For folks seeking adventure, the Schooner Alert Windjammer and Casco Bay Line cruises are just a short walk away.brbrInside the house you`ll find a classic kitchen with all you`ll need to cook, multiple sitting areas for family and friends to gather, a spacious dining room, and access to the private backyard, perfect for yard games. Upstairs, you`ll find a master bedroom with sweeping ocean views, a second bedroom with yard views, and a third bedroom with ocean views. The home offers two full bathrooms, one on each floor. Also an attached one bedroom, one bathroom in-law apartment that can be rented in addition to the main house to give you room for four more guests (availability not guaranteed, must be rented separately, see `Sunset Hideaway` listing). brbrExplore all Orr`s & Bailey Island have to offer at this classic Maine summer home, making memories to cherish for all the years to come! brbr** The wood stove is not for guest use. brbr** Orchid Harbor has an attached one bedroom apartment, Sunset Hideaway, that can be rented in addition to the main house (if available). Sunset Hideaway guests have the right to use the waterfront yard (across Garrison Cove Road) and access the waterfront via path. The apartment shares one wall with the main house (built in bookcase in sitting area by the dining room) and has private parking and entry. brbrBathroom setup/description: brFirst Floor- Full Bath with Shower OnlybrSecond Floor- Full Bath with Shower/Tub CombobrbrBed types/descriptions: brSecond Floor-brMaster with Queen BedbrSecond Bedroom with Queen BedbrThird bedroom with 1 Queen Bed, 1 Full Bed and 1 Twin BedbrbrLockbox access - code provided a couple days prior to your arrival.brbrNo direct in person contact, only if needed for assistance or issues.

2

Bath

8

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$661.35

/ Nightly

Private Vacation Home

Beautifully renovated 4BR, 2BA pet friendly home with ocean views and access

Harpswell, Maine, United States

Welcome to The Blue Lobster!brbrThis beautifully renovated, pet-friendly home offers four bedrooms, two bathrooms, and stunning ocean views. With direct access to the shared waterfront via a charming right-of-way path, you can soak in the coastal beauty from the spacious ocean-facing deck—perfect for alfresco dining or lounging in the salty sea breeze.brbrInside, the open-concept kitchen and living area are tastefully updated, opening to a sunny enclosed porch and adjoining open-air deck. The first floor features two cozy queen bedrooms and a shared full bathroom with a newly tiled shower/tub combo.brbrUpstairs, the expansive primary suite includes a king bed, sitting area, writing desk, and elevated ocean views. The luxurious second bathroom features a double vanity, soaking tub, and a large tile-and-glass walk-in shower. A fourth bedroom down the hall is perfect for kids, with two full beds and twin bunk beds.brbrWhether you're cooking up a Maine lobster feast on the deck, playing in the yard, or relaxing in the sunroom, The Blue Lobster offers the perfect setting for family and friends. Enjoy being just 7 minutes from local seafood favorites like Dolphin Marina & Restaurant and Erica’s Seafood, or spend the day at Stover’s Point Preserve or Mitchell Field—only a short drive away. Don’t forget to treat yourself to Pammy’s Ice Cream Parlor, just 2 miles down the road. You'll also love being just 20min from Brunswick's charming Maine Street offering dozens of restaurants, boutique shops, and farmer's markets, as well as easy access to I-295 and Route 1 for day trips to Freeport, Portland, Boothbay Harbor and more!brbrCome experience the charm of Harpswell, ME from The Blue Lobster—your perfect coastal retreat you'll want to return to year after year.brbrPets are welcome at The Blue Lobster (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:brPrimary Bedroom (2nd floor) with King Bed brSecond Bedroom (2nd floor) with Two Fulls Beds and Twin Bunk BedsbrThird Bedroom (1st floor) with Queen BedbrFourth Bedroom (1st floor) with Queen BedbrbrBathroom setup/description:brFull Bath (1st floor) with Tiled Shower/Tub CombobrFull Bath (2nd floor) with Double Vanity, Soaking Tub, and Tile & Glass Walk-In ShowerbrbrAir Conditioning: NobrBeach Access: N/AbrBeach Towels: Not includedbrDeparture Cleaning: IncludedbrCable TV: No Cable, Smart TV OnlybrClosest Shopping Village: Brunswick, 20min awaybrCoffee Maker: Yes, automatic dripbrDishwasher: YesbrGrill: Gas Grill available, Propane providedbrHeat Source: Hot Water Baseboard Furnace (whole house).brInternet Access: Yes, Fidium Fiber Optics 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: No, access via ledgesbrTrash Removal: Included, picked up weekly (for multi-week stays) or upon departurebrTV: Yes, in Living RoombrUsable Fireplaces: Yes, Wood Burning Fireplace in Living RoombrWasher & Dryer: Yes, 1st Floor BathroombrWater Frontage: Access to waterfront via path (right of way)brWater Source: Well water with treatment system, bottled drinking water recommended

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2

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10

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Vacation Home Rentals By Owner In Harpswell, ME

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$1635.0

$486.26

$280.14

$555.78

$386.65

$337.9

$368.0

$661.35

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