Waterfront holiday rentals in Islesboro

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Islesboro

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Northport

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.

Superhost

Apartment in Damariscotta

4.85 out of 5 average rating, 102 reviews

Cottrill House on Damariscotta River #2

A convenient and newly renovated apartment. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, two bedrooms, private bathroom, living room, kitchen. NO CLEANING FEE! Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. 32 miles to Popham Beach and Reid State Park. No smoking!

Guest favourite

Cottage in Southwest Harbor

4.93 out of 5 average rating, 29 reviews

The Weir on the Harbor

Enjoy your beach front vacation in a newly renovated small, cozy cottage over looking a working harbor. This unique property is a short walk to many shops and restaurants. Have fun looking for sea glass and other treasures from the ocean on our semi private beach. The first floor has a modern kitchen, a living room with sleeper sofa, and full bath. Enjoy your meals on the front deck while listening to the seagulls. The second floor is a loft bedroom with small balcony overlooking the harbor.

Top Guest favourite

Home in Bath

5 out of 5 average rating, 101 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 in Clifton

4.92 out of 5 average rating, 106 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 in Westport Island

4.83 out of 5 average rating, 125 reviews

The 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.

Superhost

Apartment in Southwest Harbor

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.

Superhost

Home in Stonington

4.72 out of 5 average rating, 25 reviews

A+ on Harbor, beach, patio, kayaks, walk to town

Old charm in this beautiful historic (1910) home on Stonington Harbor w/ stunning views over Maine's largest lobstering fleet & island vista. Warm & inviting, light-filled interiors - well supplied. Enjoy wrap-around deck, expansive stone patio with fire pit, small beach, 6+ kayaks & gear in areas most prime kayaking waters, plus only a 2 minute walk to the downtown shops, restaurants, theater, museum - along w/ many Deer Isle, Blue Hill, Castine, Bar Harbor attractions nearby.

Top Guest favourite

Apartment in Tremont

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;

Top Guest favourite

Apartment in Boothbay Harbor

5 out of 5 average rating, 109 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.

Top Guest favourite

Home in Vinalhaven

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 in Phippsburg

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

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What guests are saying

Tidewatch. Escape to the water.

5 out of 5 average rating, 18 reviews3 months ago

This place is amazing. The water view is great and large windows allow you to enjoy the view on a cold winter day. Kitchen is upgraded and very nice. Plenty of space for 8 people. The heater was a little noisy but the house was warm and comfortable. Great location near Boothbay Botanical Gardens.

Home in Boothbay

What guests are saying

Lupine Landing

4.92 out of 5 average rating, 36 reviews6 months ago

We couldn't have asked for a better experience! Noah's home is a little slice of paradise on the coast of Maine. It's private, cozy, and surrounded by stunning nature. We found the home very clean and well-cared for. My husband, children, and I spent a week unwinding at Noah's home and only wish we could have stayed longer. We particularly loved the fireplace, well-appointed kitchen, and the kayaks. Beds were super comfortable. Views were gorgeous and location perfect jumping off point to explore nearby Blue Hill and Deer Isle/Stonington. Highly recommend visiting during autumn. We can't wait to return!

Home in Deer Isle

What guests are saying

Lake House w/ Beach near Acadia

5 out of 5 average rating, 11 reviews7 months ago

We absolutely enjoyed our stay on the lake in the cutest cabin! The host was easy to connect with, answering all our questions with a timely response. Only two pieces of advice; whatever transportation you’re taking make I would suggest a truck with solid suspension. The cabin is on a long rough dirt road and grooved semi-paved, my Elantra wasn’t the smartest option. Second, I would suggest grocery shopping on your way if you want large items and a lot of stuff because Walmart is ~35-40 mins. We had fires every night, it was a little chilly in Sept to swim but we did kayak, and simply enjoyed the peace and quiet of the early Fall on the lake. There is one little country store ~10 mins away that has some last minute grocery items, camping stuff, adult beverages, and a little delicatessen where you can get breakfast stuff and subs - the guy makes a mean hero. At night would cozy up and watch a movie and the beds were crazy comfortable so slept great. We hope to make it an annual trip!!

Cabin in Otis

What guests are saying

"Kelp" Dome at Historic Waterfront Cannery Site

4.88 out of 5 average rating, 8 reviews6 months ago

Very cool yurt on a kelp farm! Right on the water and the chairs overlooking the bay for the sunset was worth the couple nights in itself. Trey is there to meet you and show you around the property. There were also very friendly property dogs that loved to say hello! The bathroom and shower were in a separate building but was clean and just a few feet from the yurt. There were windows in the yurt that make for a nice breeze through the yurt. The kitchen amenities made making coffee and heating up food a breeze. The host had great information about trails in the area and food recommendations.

Dome in Gouldsboro

What guests are saying

5Bed- Hot Tub - Sauna-Pool Table -Lake Front, Pets

4.83 out of 5 average rating, 18 reviews1 month ago

We had a great, low key girls weekend at Alanna’s place. The hot tub was great for soaking in, and right off the deck. We brought our snowshoes and enjoyed snowshoeing down to the lake and around the property. The tvs in the living room felt a bit over powering, but we figured out how to put two to sleep so we could just listen to music on the third.

Home in Belgrade

What guests are saying

Lakefront Maine Camp (year round)

4.82 out of 5 average rating, 61 reviews5 months ago

My cousin and I spent a week at holly's house. We made our day trips from there. All the sights were easily and quickly accessible by car from there. Whether in the north, south, east or west of Maine. We enjoyed spending our evenings in a fully equipped house. From check-in to check-out, everything was uncomplicated. We really enjoyed our time there.

Home in Plymouth

What guests are saying

Kayak Cabin on Flanders Pond

5 out of 5 average rating, 3 reviews8 months ago

Susan was the manager, but the “real” hosts were the owners, Brenda and Mike. Just really friendly, kind, helpful and down to earth. Felt absolutely at home. The kitchen is extremely well stocked with all sorts of condiments and spices. I promise you won’t be needing anything. Lots of nice clean dishes, appliances, etc. The place itself is outstanding in its location on the waters edge. The WiFi isn’t maybe the most reliable with a full house, but it’s adequate. Besides, LOOK at the photos, it’s stunning on the pond.

Home in Sullivan

What guests are saying

Lovely waterfront in Trenton.

5 out of 5 average rating, 15 reviews7 months ago

The house and views are excellent, you can sit on the back deck or outside area and just gaze out at the view, see Bald Eagles fly over every day, even saw one grab a fish from the water. Very clean and well appointed with the essentials like detergents for laundry and dishwasher, garbage bags, slat, pepper and other cooking basics, foil and cling wrap, beach chairs. Overall I can say it is a very nice house, very clean. The location is 20 - 25 minutes from Bar Harbor and maybe 20 min to Acadia. We didn't mind this at all. We ate lobster at 5 different places, if you want the absolute best Lobster rolls go to the Travilin Lobster, there is one in Trenton and one in Bar Harbor, by far the best lobster roll. Oh, and probably as important as the house being very clean, the beds were very comfortable.

Home in Trenton

What guests are saying

Modern Lake Front Home with Hot Tub

4.9 out of 5 average rating, 70 reviews1 month ago

Spenser's place was pretty perfect for our needs. Loved the hot tub, lots of towels, lots of kitchen supplies and room for the 7 of us. Would suggest have a few more chairs for the dining room since the home can fit 8 people. We just took a chair from the deck, which was fine. There were a lot of flies just hanging out with us, a few lady bugs too. The many flies were slow, so easy to catch. But still 5 stars! Thanks so much!

Home in Liberty

What guests are saying

Pilot house

4.88 out of 5 average rating, 25 reviews9 months ago

The description is very clear, this is not a posh hotel. It is clean, comfortable and gorgeous. We traveled with our 11 y/o - she loved it, but I wouldn't recommend it to a family with smaller or rambunctious children. It was incredibly peaceful. The beach was great for finding sea glass. It made a great base camp for exploring the island while not having to fight crowds.

Cottage in Southwest Harbor

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