Vacation Rentals By Owner In Harpswell, ME

$529.42

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

Harpswell, Maine, United States

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

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3

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6

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$221.63

/ Nightly

Apartment

Don't miss this charming studio overlooking Quahog Bay in scenic Harpswell!

Harpswell, Maine, United States

This soothing studio in Harpswell is a hidden gem for guests seeking a peaceful retreat. With a cozy murphy bed, this beautiful space is perfect for a relaxing getaway. Enjoy the privacy of your own entry, private deck w/electric grill, kitchenette, private bathroom amenities, all linens and the convenience of location to fine dining, hiking and Bowdoin College culture. Book now and enjoy everything this studio has to offer.

1

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1

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2

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$834.67

/ Nightly

Private Vacation Home

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

Harpswell, Maine, United States

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.

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3

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7

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$832.38

/ Nightly

Private Vacation Home

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

Harpswell, Maine, United States

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.

2

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2

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6

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$882.56

/ Nightly

Private Vacation Home

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

Harpswell, Maine, United States

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.

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$506.13

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Private Vacation Home

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

3

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2

Bath

7

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$333.36

/ Nightly

Apartment

Large beautiful ocean front studio with private dock

Harpswell, Maine, United States

Never feel hot in summer in this beautiful and large ocean front studio.(over 1000 square feet) natural ocean breeze crossing through every window, and you can watch sun rise every mornings. Private dock equipped with boats and kayaks so you can go boating, lobstering, clamming, or just laying down under the sun and watch seagulls and duck swimming by. This property is nicely furnished with a full kitchen, everything you need is provided to make sure you enjoy your wonderful stay.

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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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$309.88

/ Nightly

Apartment

The Beach House Bailey Island Maine

Harpswell, Maine, United States

Cottage style apartment located at the Beach. With two designated parking spots and a private entrance leading into a two-bedroom one-bath space with a loft. Full kitchen living room area and dining space. Water-views, a deck with a grill and access to a private sandy beach. Spend your day's kayaking, swimming, windsurfing, paddle-boarding or just reading. The property is fully furnished including the linens, dishes, grill, beach chairs and umbrellas. Lots of outside space with lawns, and a dock and float.

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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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$315.81

/ Nightly

Apartment

Osprey's Nest. Waterfront unit with boat and kayak access. Pet Friendly!

Harpswell, Maine, United States

Sitting 10 ft from the water's edge, this 1 bedroom 2nd floor unit has beautiful views of the working waterfront community of Cundy's Harbor. This beautifully located unit is the full second floor of a two unit property. The unit has its own outside stairway to the entry door on the 2nd floor. With its 10 x 25 foot wrap around deck, you can relax in a deck chair or eat dinner and play games at the table provided. brbrLaunch your Kayak from the front yard and explore the rocky shore that surrounds the edge of the yard. There is also public boat ramp just moments away. With the changing of the tides the shoreline may look different each day. Watch for wildlife, seals, eagles and a variety of birds make the Maine coast their home in the summer.brbrWith an open floorplan this unit is cozy and welcoming. Two large couches and a recliner make the area comfy for watching the 65 inch smart screen TV, The fully stocked galley kitchen has full size appliances, dishes and utensils, including a coffee maker, air fryer, 2 slice toaster and blender. The bedroom has a queen bed, the bathroom has a single sink and shower, no tub. brbrLocated in the small community of Cundy's Harbor, take a walk around the village, explore the working waterfront community and see lobsters being brought in at the end of the day. Take a drive and see all that Harpswell has to offer from gift shops, restaurants, sailing excursions, free summer concerts, to candy and ice cream shops. Fun Fact: the town of Harpswell has 216 miles of coastline! That is a lot to explore. brbrFeel like a break from the coast Freeport's famous LL Bean and a variety of outlet stores are less than 30 minutes away. Brunswick, only 15 minutes away, is home to Maine State Music Theatre, Bowdoin College with its museums, as well as a thriving downtown area with shops and restaurants. We also have 4 local golf courses. brbrWe welcome 1 Dog under 50 lbs with an additional per day charge of $40.00 per day. brbrWe recommend a car for your stay here in Harpswell, Osprey's Nest is located 15 minutes from major grocery stores and the town of Brunswick. If you will be flying to Maine, we recommend Portland International Jetport (PWM). If assistance is needed for varying flight arrivals of your party, Safe Harbour Property Management offers concierge rides to and from PWM starting at $125.00.brbrKayak rental and rate inquiries may be found at:brSeaspray Kayaking 207-404-1100brRings Marine Service 207-865-6143

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$333.36

/ Nightly

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.

4

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3

Bath

6

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$475.11

/ Nightly

Cottage

Stillhouse: Serene sanctuary in coastal Maine

Harpswell, Maine, United States

Stillhouse is a sanctuary located in coastal Maine. Seated at the mouth of Basin Cove, this property is nestled amongst nature’s door with expansive waterfront views. Build in 1950, the natural and simple design of Stillhouse draws a reflective and peaceful state. Surrounded by forestland and water communities, this home calls for quiet mornings, bald eagle sightings and simplistic living. Minutes away from downtown Brunswick and 35 minutes outside of Portland. brbrExtensive renovations inside and out include full electrical upgrade with car charger, cozy wood stove, professional landscaping and a deck overlooking the water. Enjoy meals on the deck, fill the house with peonies from the garden, paddle to the oyster float or lounge in the wood fired hot tub - there are limitless ways to enjoy both the tranquility of the property and proximity to all needed conveniences. 2 bedrooms / 1 bathroom. Sleeps 4. brbr Key Features: brWaterfront location in a peaceful settingbrWood Fired Hot Tub overlooking the water brElectric Car Charger is available brDeck with outdoor seating and BBQ overlooking the cove brShared Dock for swimming, lounging or launching your kayak brbr Home Layout:brBoth bedrooms are located upstairs for added privacybr1 Full bathroom with walk in shower also located upstairs brbr♿ Accessibility: brStairs are required to access second floor – please refer to photos brWalk-in shower brbr Parking:brDriveway parking is available for up to 2 cars (please note: the driveway is shared) brbrNeighborhood Note: This is a peaceful environment but there are neighboring houses very nearby. You will see and hear neighbors in their yards, and may hear dogs barking, children playing, etc. brbrOther things to Note: This home does not have air conditioning; there are fans in each bedroom. There are no TVs in the home. A car is needed to get to this location. No dogs are allowed at this property. brbrbr Location & Local Charm:brLocated along Maine’s rugged midcoast, Harpswell is a hidden gem known for its quiet charm, working waterfronts, and miles of scenic shoreline. With over 200 miles of coastline, this unique peninsula offers endless opportunities to explore rocky beaches, peaceful coves, and iconic Maine harbors.brbrSpend your days kayaking through calm inlets, boating along Casco Bay, or visiting local favorites like Cundy’s Harbor, where you can enjoy fresh lobster right on the dock. Nature lovers will appreciate nearby trails, scenic overlooks, and frequent wildlife sightings—including ospreys, seals, and bald eagles.brbrJust a short drive away, the vibrant town of Brunswick offers a mix of culture and convenience, with boutique shopping, excellent restaurants, and Bowdoin College’s beautiful campus. Continue a bit farther south to Freeport—home L.L. Bean and a variety of outlet shops—or head to Portland (about 35 minutes away) for award-winning dining, breweries, galleries, and a lively waterfront scene.brbrBeyond Harpswell, Maine’s picturesque Midcoast towns are all within easy reach. Boothbay Harbor—about 1 hour and 15 minutes away—offers classic coastal charm with whale watches, boat tours, and the renowned Coastal Maine Botanical Gardens. Just over an hour’s drive, Damariscotta is known for its quaint downtown, riverside dining, and fresh oyster scene. Continue up the coast to Camden (approximately 1 hour and 45 minutes), where the mountains meet the sea—perfect for hiking Camden Hills State Park, sailing Penobscot Bay, and exploring a vibrant harbor village filled with shops and restaurants. Each destination makes for an unforgettable day trip, showcasing the very best of Maine’s Midcoast. Whether you're seeking outdoor adventure, coastal relaxation, or easy access to some of Maine’s most beloved towns, Stillhouse in Harpswell offers the perfect balance of seclusion and accessibility.brbrA detailed guidebook will be provided upon booking, with curated recommendations for day trips, restaurants, and local activities. Looking for something specific Just ask—we’re happy to help you plan your time in Maine.

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$174.4

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Cottage

Quaint Retro Ash Cove Cottage

Harpswell, Maine, United States

Listen to the sound of the lobster boats in the distance, watch the herons and egrets follow the ebb and flow osprey and an occasional eagles as the tide rises, and relax at this adorable, retro, South Harpswell, Ash Cove Cottage with a sun porch overlooking tidal Ash Cove. brbrA true Maine treasure, a family camp offered to the public for the first time.brbrGuests staying in this cute, old-fashioned, cottage have access to a fully equipped kitchen. There is 1 bedroom and 1 bathroom, with a single bed in the loft space. This rental features a flat-screen TV. radio, books and board games.br.brbrBeaches, hiking, and biking are all less than 5 minutes away. Check out Stovers Point, Pott's Point, and Mitchell Field for great kayaking and paddle boarding, go on a boat tour or walk some of Harpswell great nature trails. brbr Harpswell has many local shops with talented artists.br Brunswick, Bowdoin College, and Maine State Music Theater is 20 minutes away, shopping at the Freeport Outlets is 35 minutes away, and Portland is about an hour, with Bath Wiscasset and Boothbay Harbor up to an hour and a half north on route 1.

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$263.57

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Apartment

~Maine Glamping at its Finest~

Harpswell, Maine, United States

Welcome to Robins Nest!brbrBathed in sunlight, this freshly renovated 784 square foot, 2 bedroom apartment is conveniently located on Doughty Point in Harpswell, ME. Enjoy a second story nature view from a small private deck. Explore all that Harpswell has to offer as well as Brunswick, Portland and the entire Midcoast.brbrWe look forward to your visit~brbrThe apartment is located above our garages and offers a private entrance for guest use. Your hosts, Robin and Joseph have tried to anticipate most needs of our guests, but if we have forgotten anything, please bring it to our attention and we will do our best to accommodate your request.brbrThe larger bedroom features a brand new queen bed (with fresh new bedding), a large double closet and large dresser, hairdryer, iron and ironing boardbrbrThe smaller bedroom contains a Twin XL (80 long) bunk bed setup, also with brand new mattresses and bedding.brbrThe kitchen features a full sized gas range, full sized refrigerator/freezer with ice maker, microwave, coffee maker & filters, toaster, tea kettle, pots, pans, glasses, dishes, silverware, utensils, basic spices, paper towels, napkins, etc.brbrDining table seats 4. Living area houses 2 comfy chairs, an over sized sofa, smart TV, cable TV, and DVD player. There are a variety of cards, games and puzzles in case you catch a rainy day.brbrThe apartment is heated in the winter months and outfitted with a window A/C unit and ceiling fans for your comfort in the summer months. The property is protected by a standby generator in the event of power loss.brbrFor the comfort of our future guests, we ask that you refrain from deep frying or indoor lobster boils. If you let us know in advance we will happily fire up the lobster pot on the grill!brbrThe house rules are simple:br-No Petsbr-No Smokingbr-Please respect our homebr-Leave it the way you found itbr-No Parties / Registered guests onlybr-Enjoy your stay! We want your 5 star review. Please let us know if at any time during your stay that that is not going to be possible so that we may address any issues.brbrThe apartment is not baby proofed, other than baby proof latches on the sink cabinets in the kitchen and bath. A baby gate is available for the top of the stairs.

Bed

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$264.5

/ Nightly

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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Bath

Sleeps

$340.97

/ Nightly

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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$251.42

/ Nightly

Cabin

Hooked on The Harbor! A Peaceful Cottage Stay!

Harpswell, Maine, United States

You're invited to relax at this unique and tranquil getaway! A true Maine cottage tucked off a side road in the charming fishing village of Cundy's Harbor. Perfect for couples or a small family ! Enjoy some time on the deck sipping coffee or your afternoon beverage while listening to the lobster boats in the harbor come and go ! You will be mesmerized with the island life in our special town of Harpswell !brbrThe spacebrbrA true Maine cottage tucked off a side road in the charming village of Cundy's Harbor. The sunny location offers peek-a-boo views through the trees of the New Meadows to the boats in the Harbor. Take a moment to relax on the large deck, enjoying the relaxing sounds of coastal living.brbrThe 780 sq. foot cottage was built in the 1950's ~ It offers a surprisingly open floor plan with cathedral ceilings, polished & warn spruce floors and a South side bay of windows, filling the space with warmth and light. The one bedroom offers a queen sized bed, with the renovated bathroom just steps away. The open living room has a window unit AC, an electric fireplace for the chilly nights, as well as a TV for your streaming purposes. The kitchen includes the basic appliances, toaster oven, Keurig coffee maker, dishes, pots/pans....all you need to prepare your own meals ! The dining area is next to the kitchen, where there are slight ocean views, and sounds of the working waterfront. The cottage also presents a bright sitting area, overlooking the deck. Presently a seasonal cottage, the hot air furnace gives an excellent reason to extend your stay. Our guests are welcome to use the town boat launch, just around the corner, to explore the fine fishing on the New Meadows or boat or walk over to Holbrook's Restaurant, Hawkes Lobster Wharf and Gift Shop, and also our convenience store !brbrHarpswell is indeed a gem, and is packed with much to offer our travelers. From breathtaking views at every turn, to our many hiking trails! Harpswell boasts our abundant rocky coastline to explore , countless tide pools, art galleries, restaurants, lobster pounds, working wharfs, and you can even find some charter boat rides and fishing trips ! One trip to Harpswell, and you will be hooked !! Many of our tourists return year after year....there's just something extraordinary about Harpswell !brbrCundy's Harbor is also convenient to many surrounding towns ~ Brunswick is only 15 minutes away, Freeport, the home of LL Bean, is about a half hour away, & The Portland Jet Port is close to an hour away. The other direction will take you to Bath, Wiscasset, Boothbay, & Phippsburg, which is the home of the longest stretch of breathtaking beach in Maine, called Popham Beach, (around 50 minutes away).br Cancellations will receive refund as stated in the policy, less any processing fees. This cottage can be viewed and booked on Vrbo, AirBnb, and Maine Coastal Connections, Harpswell, Maine.brbrPlease note, there is not a washer / dryer at this time in the cottage.brbrAlso, if we are able to be flexible with arrival times, we are happy to allow you to come in early the day of your stay !brbrThis property is represented by Coastal Connections Property Mgmt, LLC, Harpswell, ME.

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$539.72

/ Nightly

Cottage

Step off the deck to enjoy the beach & a short walk down the scenic peninsula ~

Harpswell, Maine, United States

Escape into a tranquil & unforgettable world, right on the beach of Ram Island Way. Located on a private road, this will surely be a cottage you will want to return to year after year ! Perfect for making memories with loved ones . All ages will love the coziness of the home . The views are spectacular , especially from the master suite ! This cottage was built right on the shores of the Atlantic. At high tide, you are surrounded by the beauty and sounds of the ocean, at low tide, you have a perfect beach right outside of your door to enjoy. Come enjoy the expansive, panoramic ocean views , a perfect summer family retreat !brbrAs you walk into the cottage, you are greeted by a sitting room , with a flat screen TV. As you make your way down the hall, of the main floor, there are 2 bedrooms, one with a queen bed, the other offers two twin beds, a full bath, fully stocked, newly renovated kitchen, with a dining area for 6. Open floor design, with the living room including a gas fireplace for chilly evenings. Off from the living room, is an outside deck overlooking the incredible views of Pott's Point. Enjoy your coffee in the morning, and cocktails in the evening while relaxing to the sounds of the ocean. Access to a grill for the nights you choose to stay in ~ Upstairs you will find the master suite with a king bed, full bath, and private sitting room . The views from the master suite are simply fabulous. You just cannot sleep any closer to the ocean, unless you are on a boat !!brbrLimited parking right outside the door, enough space for two cars.brbrWe have implemented cleaning practices to meet guidelines for disinfecting all surfaces and linens.brbr (Please note, if booking on Airbnb, the check out time is listed as 9am, however, check out time is 9:30am. They do not offer half hours as an option.)brbrStep off the outside deck, and enjoy the serenity and beauty of the beach front. The private road in which the cottage is situated on, will lead you on a beautiful, short stroll to the end of the peninsula. Here, you will enjoy the fantastic piece of land which is owned by the Harpswell Land Conservancy. Perfection, right outside your door ~brbrThere is a Town Boat Launch conveniently located, just feet away from the cottage. There are many islands, coves , points and open water to enjoy. Also great for kayaking! If you don ''t have your own, no worries, rentals are available from local outfitters ! You will also enjoy the charm of local lobster boats, seabirds, and other sea creatures that inhabit the area. Hiking in Harpswell's several nature preserves, and trails allows guests to stretch their legs while capturing the natural beauty of the sea cliffs, woods and nature. Also a great location for biking and fishing ! Harpswell has so much to offer, including fresh lobsters, farms, art galleries, dining, fine shops, exploring, and of course relaxing ! Travel to another island of Harpswell, and drive over the only existing, working Cribstone Bridge in the US. Visit Land's End Gift Shop, board the Island Romance Ferry which cruises around the coastal islands, and so much more !brbrHarpswell is conveniently located 20 minutes from Brunswick, take the train from there and travel the Maine coast. Brunswick is also home to Bowdoin College, which offers the Maine State Music Theatre, with superb productions, and museums to enjoy ! 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 !brbrImagine coming back to this coastal cottage to listen to the rolling waves after a day of adventure ~ such a perfect vacation destination ! This home is a true GEM !brbr~ Along with multiple flat screened TV's, set up for streaming, the cottage also offers a Bluetooth Compatible Receiver with speakers plus a CD player for your enjoyment. Sorry, no pets. Please note, cancellations will be refunded per policy, less any processing fees.brProudly managed by Maine Coastal Connections, Harpswell, Maine.brbrRental Property includes but not limited to :brbr2 twin beds, 1 Queen bed on main floor, 1 King size bed on second floor brbr2 full baths , one on each floorbrbr4 flat screen TV’s brbrFully Stocked Kitchen/Dining Area/Living Room/Front Sitting Room brbrStove/Range/Fridge/Dishwasher/Microwave/Toaster/Keurig/Drip Coffee MachinebrbrCompact Washer/Dryer brbrPropane Fireplace brbrOutdoor Propane Grill/Outdoor Deck FurniturebrbrLinens/Towels provided brbrPillows/Blankets ProvidedbrbrToiletries to get you started brbrMinimal parking; 2 cars maximum

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Bath

Sleeps

$634.11

/ Nightly

Cottage

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

Harpswell, Maine, United States

This turn of the century quintessential Maine cottage has had some renovations, while maintaining it’s period of architecture and classic furniture. There are six bedrooms, 2 on the main floor, one with a full size bed, one with 2 twin beds, which also presents an attached half bath. 4 bedrooms on the second floor, 3, each with queen beds, one with an attached half bath, the other second floor bedroom (the Master) offers a king size bed, also with an attached half bath. Two full baths in the cottage, one on the main floor, one on the second floor. brbr The kitchen is nicely stocked with all you need to create your own meals, with a small table. The sun porch is where most love to share their meals, at the big table ! The living room is roomy, with enough seats for the whole family to relax, and also has a small round table with 4 chairs. This lovely, vintage cottage is part of the Auburn Colony, which is a Turn of the Century Colony that families from Maine owned and used as their summer residences. Founded in 1876, this cherished community of 10 cottages holds its place in the National Register of Historic Homes. Twenty Acres of fields & woods, endless meadows overflowing with wildflowers with the spotlight on the Maine Lupine ! Grande, shingled cottages sit on the hill capturing the sunrises & sunsets of breezy, sunny summer days. Row boats and kayaks speckle the shores. Included on the property, you can choose to lounge in the pool while soaking in the Maine Summer, engage in the activities at the Dining Hall, relax at the rec hall, and simply enjoy each sunset which will amaze you each evening ! Sights and smells of years gone by come to life in this captivating Colony ! brbrThe Auburn Colony is for the vacationer who wants to tap into the history and traditions of colony life. The property boasts wonderful water views, shared facilities, including a beautiful outdoor pool, recreation hall, play area for children, beach access for kayaking, and a clay tennis court. The Auburn Colony also shares The Grand Dining Hall on the with cottage owners, guests, and renters, which in the past has served dinner, where a dress code was still maintained. Sadly, things changed in 2020, and it has not been functioning in the same manner. It is now coming back to life with celebrated events, uniquely themed dinners, cocktail parties, lobster/clam bakes, etc. Maybe one day, the Dining Hall will run as it used to, as it's an impressive building offering its' own history lesson to all who enter ! In order to stay at any cottages in the Auburn Colony, during the summer months, renters are required to pay an additional resort fee, of $150 for use of the In-Ground Pool, Tennis Court, and Rec Hall. The history of the Colony adds so much to our Harpswell community and heritage ! This particular cottage is simply beautiful, and has been well maintained all of these years. Seascape accommodates up to a group of 10. Close to Stover's Preserve Beach, Pott's Point , The Dolphin, Erica's Seafood, hiking trails, art galleries, and even some small shops ! Bailey Island, Orr's Island and Cundy's Harbor are all also part of Harpswell, that you must delve into! Timeless memories of long summer days on the salty Coast of Maine, await you here-- what an Excellent rental opportunity ! Please note, cancellations will be refunded per policy, less any processing fees.brProudly managed by Maine Coastal Connections, Harpswell, Maine.brbrRental Property includes but is not limited to:br1 king bed, 3 queens, 1 full , 2 singlesbrrange/oven/microwavebrwasher/dryer/refrigerator/freezerbrstocked kitchen, including toaster, coffee maker, dishes, utensilsbrpropane grillbrflat screen TV, cable, internetbrceiling fans, outdoor chairsbrTowels, Linens, Blankets and Pillows are included brbr

6

Bed

3

Bath

10

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