Waterfront vacation rentals in Harpswell

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Top-rated waterfront rentals in Harpswell

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in South Bristol

4.98 out of 5 average rating, 350 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Guest favorite

Cottage in Topsham

4.95 out of 5 average rating, 213 reviews

Cozy waterfront home on Merrymeeting Bay.

Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

Guest favorite

Guesthouse in Bath

5.0 out of 5 average rating, 115 reviews

Waterfront Sunrise Cove Cottage

Unwind and enjoy spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! Less than 30 minutes to Popham Beach, this is the perfect home base for a midcoast Maine getaway. The cottage has a post-and-beam design, cozy furnishings, and expansive views across the field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river, and nights are full of stars. Best for 2 adults or a small family. Owners live on property with small dog.

Guest favorite

Apartment in Orr's Island

4.91 out of 5 average rating, 110 reviews

Shore House, Posey Unit - Ocean Front Property

On top of the world in this second level unit of a multi-unit house. Lovely views from the scenic deck over looking a working wharf on Garrison Cove and Casco Bay. The unit has 2 bedrooms (additional accommodations to sleep up to 6), one bath, and a full kitchen and breath taking sunsets Dogs allowed upon approval. Must not be big barkers and well behaved pets. We want to be courteous of all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

Guest favorite

Cottage in Wiscasset

4.87 out of 5 average rating, 216 reviews

Waterscape Cottage - private waterfront

A picturesque cottage perched on the hillside and visible as you cross the Davey Bridge. Elevated panoramic views of the Sheepscot R. and Wiscasset Harbor. When the Prince of Thailand owned the property the cottage was staff quarters! A rustic, comfy, quiet and peaceful little 2-story on 34 acres of woodlands. IN the woods so you may encounter creatures out and about - porcupine, ticks, mosquitoes, ants, fox, birds of prey and our hens, bees or dogs : ) 2 quiet furry friends welcome.

Superhost

Cottage in Harpswell

4.9 out of 5 average rating, 128 reviews

Classic Maine Cottage - dock, sauna & kayaks

The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

Guest favorite

Treehouse in Georgetown

4.95 out of 5 average rating, 301 reviews

Tree Dwelling w/ Water Views & Cedar Hot Tub (I)

Experience the airiness of life up among the pines. This unique tree dwelling, with its own private attached wood-fired cedar hot tub, is perched atop a 21-acre wooded hillside sloping to beautiful water views. Enjoy the view from the wood-fired cedar hot-tub or the king size bed--through a wall of windows. This treehouse is cozy all year round, especially in winter. Located in a classic coastal Maine village with Reid State Park's beaches and the famed Five Islands Lobster Co.

Guest favorite

Cabin in Freeport

4.98 out of 5 average rating, 475 reviews

Cozy Cottage-Near Harbor & Park

Bailiwick Cottage is a cozy, private cottage that looks south down Freeport (Harraseeket) Harbor in Freeport, ME. It is a 4 season accommodation that is close to Freeport shopping, Portland eating, and the Adventure Schools of LL Bean. The cottage sits approximately 50 yards from our main house, has its own parking space and patio, and offers the ability to come and go as you wish. We have had 12 honeymoons in the cottage. Freeport Registration # STRR-2022-59

Guest favorite

Home in Freeport

4.85 out of 5 average rating, 250 reviews

Home On Pond in Woods - Guest Suite

Private ground-level apartment at 11 Fox Hill Rd, near downtown Freeport but in the woods, with access to great swimming pond and trails, with winter ice hockey, ice skating, and XC skiing at the property. Separate BR has full daylight sliding glass doors. Sleeper-sofa (or available air mattress) are in main part of semi-finished but pleasant basement. Private bathroom and entry/exit. Freeport Registration # STRR 2023-42

Guest favorite

Home in Freeport

4.96 out of 5 average rating, 104 reviews

Spacious costal home in Freeport, ME

Come enjoy Freeport, Maine in this beautiful home. One mile from the downtown shopping district and the L.L. Bean flagship store. This two family home is being rented as a single family home, giving you the benefit of two kitchens and two living rooms. Perfect for families and groups of friends. The two sides are connected via a door similar to adjoining hotel rooms.

Guest favorite

Apartment in Brunswick

4.98 out of 5 average rating, 150 reviews

Garden view near Bowdoin College

Bedroom, full bathroom and laundry facility with private entrance. We are located in one of Brunswick’s most desirable neighborhoods: two blocks from the center of town, a 10 minute walk from Bowdoin campus. Historic downtown Brunswick. This is a perfect nightly rental for parents of Bowdoin athletes coming to catch the home game of their son or daughter.

Guest favorite

Guesthouse in Topsham

4.97 out of 5 average rating, 211 reviews

Brunswick Riverfront Garden Cottage

Facing Brunswick across the river, Bowdoin College, ocean beaches, fishing, kayaking, canoeing, restaurants. Love how it is situated, among beautiful gardens, on the river. And the two room post and beam cottage, contemporary and antique furniture. New kitchenette, new bath. Two wonderful bedrooms. Deck, barbecue, picnic table. In historic district.