Waterfront holiday rentals in Islesboro

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Islesboro

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

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Guest favourite

Cottage

4.83 out of 5 average rating, 12 reviews

"Nestled Inn" Cottage - With Direct Water Access

Welcome to your idyllic retreat on the serene shores of Penobscot Bay! Nestled amidst picturesque scenery, our charming waterfront cottage offers the perfect blend of rustic charm and modern comfort, ensuring an unforgettable stay. Situated right on the bay - enjoy breathtaking views and direct access to the beach. The cottage is secluded enough for a peaceful retreat but central enough to enjoy many fun adventures. Book your stay with us and experience the enchanting beauty of Penobscot Bay.

Guest favourite

Home

5 out of 5 average rating, 100 reviews

Waterfront Farmhouse with Modern Flair!

On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

Guest favourite

Home

5 out of 5 average rating, 8 reviews

Hall Bay Haven

This brand-new waterfront cottage has it all! Killer views of the water from the large deck, screen porch, or through the wall of windows in the vaulted living area. Well-equipped gourmet kitchen, tiled bathrooms, outdoor shower, ramp and float, canoe and kayak, and much more. Convenient to Bath, Five Islands, Reid State Park. Walking distance to Robinhood/Derecktor Marina, Osprey Restaurant, and Robinhood Free Meeting House. Two queen beds and a very comfortable queen sleeper in LR.

Guest favourite

Home

4.92 out of 5 average rating, 103 reviews

Waterfront| Hot Tub| Fire Pit|King Bed|Near Acadia

Come unwind in our spacious home just feet from the waters edge! -Relax in our 6 person hot tub -Explore the lake with provided canoe and kayaks -Less than an hour to Acadia National Park -Outside fire pit and indoor fireplace -Enjoy Barbecuing on our grill overlooking the water -Unwind with a good novel in our lounger on the deck -High Speed Starlink wifi -Private master suite with jacuzzi tub -Family friendly with provided stroller, pack-n-play, and high chair -9' foot Shuffle Board!

Guest favourite

Farm stay

4.83 out of 5 average rating, 124 reviews

Westport Island Stilt House

Once the island Trading Post (in the 1820's) now serves as a private retreat on Westport Island. The whole property has been listed on the National Register of Historic Places since 1982. The building is nestled at the water's edge, half on land and half on stilts over the tidal waters of the Sheepscot River. The property has its own private deck, island, rocky beach, trails and hammock. This is an old structure - over 200 years old! A great piece of history and an absolute oasis.

Guest favourite

Flat

4.91 out of 5 average rating, 149 reviews

On the water. Walk to Southwest Harbor

If you want to be near the action of an active and interesting harbor, this is the place for you. You will have a front row seat to spectacular morning sunrises over the harbor, the comings and goings of the fishermen and the many boats docked at the marina and anchored in the harbor. This spacious four bedroom two and a half bath home is located at the Great Harbor Marina just half a mile from downtown Southwest Harbor. Walk to restaurants, art galleries, specialty shops and more.

Guest favourite

Guest house

4.85 out of 5 average rating, 108 reviews

Large adorable 1 bedroom loft with ocean frontage

What you will love - Modern living space - Ocean Access - Frontage on Union River - Close to everything - but seems like you are in the woods. - Abundant wildlife - Store within walking distance - Outdoor deck on river - Views of Ellsworth Harbor - Full kitchen and laundry - Full bath and Half bath for guests - Air conditioning - Upscale Contemporary Decor - Situated on a 10 acre lot, with large lawn, pond, and within a 2 minute drive to downtown Ellsworth Maine.

Guest favourite

Flat

5 out of 5 average rating, 163 reviews

Duck Cove Apartment

Enjoy salty sea air when you stay at this vacation rental apartment in Bernard, Maine! Bring along your own kayaks to take advantage of the waterfront property. Just a few miles from Acadia National Park and a 20-minute drive to Bar Harbor , the space allows you and your favorite travel companions to explore the beautiful surroundings with ease! It doesn't get any better than beautiful ocean views, direct water access, and the best lobster in the country;

Guest favourite

Flat

5 out of 5 average rating, 108 reviews

Sail Loft - Upscale Oceanfront on a Pier near BBH!

Welcome to Sail Loft, a one-of-a-kind vacation destination in Boothbay Harbor! You can't get any closer to the water than this! Imagine relaxing in style and comfort, right over the ocean, and having views from every window. It's like being on a boat but better! Our newly updated, spotless loft has all the amenities you could want, and is only a short walk to downtown. You will find a great mattress, with cozy bedding and fluffy towels.

Guest favourite

Home

5 out of 5 average rating, 30 reviews

Island Getaway

Loaded with charm and coziness this apartment is a great place to enjoy a quiet retreat from a busy life! Lounge on the deck or in the hammock as you enjoy watching local fisherman hauling their traps while eagles, osprey and seagulls soar above. The ferry boat cruises back-and-forth daily right in front of you! Nature trails and Sunset Rock within walking distance.

Guest favourite

Home

4.81 out of 5 average rating, 237 reviews

Lobstermans Way

Overlooking Fort Popham, the Kennebec River and entrance to Popham Beach State Park. The eagle population is back and there is a nest on the Bay. Private dock for relaxing or fishing! NO HIDDEN FEES As others have additional hidden fees above and beyond the nightly rate- for sheets -cleaning etc.this is the total nightly fee