Island holiday rentals in New England

Find and book unique island rentals on Airbnb

Top-rated island rentals in New England

Guests agree: These island rentals are highly rated for location, cleanliness and more.

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Guest favourite

Aerial view of a peninsula with mixed trees and open water surrounding it, showcasing the tranquil shoreline. Power lines can be seen above, and various watercrafts are visible in the distance, emphasizing the serene atmosphere of the location.

Home in Shrewsbury

4.85 out of 5 average rating, 39 reviews

Private lake "Island" near Boston

This place is a hidden gem! It is a private lake peninsula with stunning views. Very quiet. Enjoy the amazing lifestyle on Lake Quinsigamond, while being only 10min from the center of Worcester. Lots of fun things all year around and only 40min to Boston, 1.5hr to Cape Cod beaches. This 2 bedroom A-frame house and 1 BDR cabin are on a 5 acres property (2,000 feet of shoreline). If you need more sleeping accommodations, you can book for extra money another cabin and two airstream trailers.

LocationValueOutdoor spaces

Guest favourite

Two green Adirondack chairs are positioned on a wooden deck, facing a scenic view of the ocean and surrounding greenery. A small glass table sits between the chairs, while the expansive landscape features grass and trees under clear blue skies.

Cottage in Tremont

4.9 out of 5 average rating, 108 reviews

Sealport Cottage: Full week Saturday-Saturday only

Sealport Ocean Cottage is a magical place with sparkly days and starry nights! Beautiful ocean views of Seal Cove, Blue Hill Bay on the "Quietside" of this island. Rustic, family owned for 60+ years, this comfy, quiet summer only cottage is all yours to enjoy sunsets, days on the porch, woods and seashore near Acadia National Park. Weekly rentals Saturday to Saturdays only: check-in 4pm or later, check-out 10am, with 5 safety hours between guests for professional cleanings, relax & enjoy!

ValueLocationCleanliness

Superhost

An aerial view captures a red-roofed cottage nestled among lush green trees on a private island. Surrounding waters reflect the colors of the landscape, with wooden docks visible along the perimeter, indicating accessibility to the island.

Cottage in Chertsey

4.82 out of 5 average rating, 66 reviews

The Chalets of Lac Grenier – Island

Les Chalets du Lac Grenier offers 7 luxury cottages for rent located on a 35 acre waterfront estate. Our cottages are completely furnished and are available for rental year round. All our cottages are waterfront, on large wooded lots (averaging 51,000 square feet each). The resort is one hour's drive from Montreal in Lanaudière. An outdoor spa is located on the resort. It is opened year round and has an exceptional view of the lake. It is available to all our clients of the resort.

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Guest favourite

The rustic exterior of the historic retreat features a weathered brown shingle facade and a vibrant red front door. A spacious deck extends towards the water, surrounded by greenery and providing a serene view of the tidal Sheepscot River at sunset.

Farm stay in Westport Island

4.84 out of 5 average rating, 136 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.

ValueFamilySleep quality

Top Guest favourite

A serene landscape captures golden grass swaying gently beside calm waters at sunset. A quaint farmhouse is visible in the distance, framed by trees, with warm light glowing from windows that reflect the colors of the evening sky.

Home in Friendship

5 out of 5 average rating, 98 reviews

Vintage ISLAND farmhouse, BYO boat/kayak. Unique!

A Midcoast Maine island paradise. Bring (or rent) your boat/kayak and taste for adventure. Secluded circa-1850 saltwater farmhouse, 1/4-mile private shore. No plumbing (outhouse, rain-barrel showers). No electricity (candles, lamps, flashlights; solar phone-charging). One mile from Friendship Harbor town landing. Beach, wharf, boathouse, forest trails, blueberries, kayak adventures, dark night skies, lobsters, peace, quiet. Note: Inaccessible at dead-low tide.

LocationValueBarbecue

Guest favourite

The cottage is set back on a private lane, surrounded by lush greenery and trees. A gravel driveway leads to the entrance, framed by a mix of grass and foliage. The structure showcases wooden details and a covered porch area, contributing to a natural, serene environment.

Home in Yarmouth

4.87 out of 5 average rating, 166 reviews

Eagle's Nest on 8 acres next little john preserve

Nestled on 8 acres overlooking Casco Bay, the Eagle's Nest cottage has 1 bedroom and 1 bathroom. Open plan with full-kitchen and living room including a queen-size sofa bed. Located on an island, you're only 20 minutes from downtown Portland and 10 minutes from downtown Yarmouth. Last but not least the cottage is a 5-minute walk from a 23-acre preserve that has numerous scenic viewpoints, tide pools and ledges, and picnic tables. Coastal Maine at its best!

FamilyValueParks

Guest favourite

A wooden dock extends over calm waters, surrounded by lush greenery and trees. The clear sky, dotted with white clouds, provides a serene backdrop. The gentle slope of the landscape leads to the water's edge, emphasizing the peaceful nature of the setting.

Island in Cumberland

4.9 out of 5 average rating, 87 reviews

Island Cottage Getaway in Casco Bay!!

Log cabin includes a master bedroom, loft w/4 beds & a small room with bunkbeds. It has solar power, a bathroom/hot shower, kitchen, dining room, den, living room, & a big private yard. It's close to the Portland airport, close to 5 star restaurants, and is on the outskirts of a beautiful harbor. There are only a few other cabins and no roads on the island. Island fun such as fishing, swimming, camping and exploring will keep you busy for your stay.

ValueFamilyParking

Top Guest favourite

A clear view of Lake Champlain is exhibited from the dock, showcasing calm blue waters and a distant shoreline lined with trees. The horizon meets the sky under bright sunlight, creating a serene and open atmosphere.

Treehouse in North Hero

5 out of 5 average rating, 17 reviews

Tradstuga low-impact luxurious lakeside logi

Rent a Swedish-themed house facing west on the shore of Lake Champlain to experience "lagom." Enjoy two bedrooms with work desk, two baths with showers and full kitchen with both indoor and outdoor dining. The 1 ha (2.5 ac) parcel provides spaciousness. An Italian pellet stove and sauna provide coziness. Breakfast items of Vermont roasted coffee, Swedish lingonberry, maple syrup, pancake mix and tea with milk are all included.

FamilyLocationBarbecue

Top Guest favourite

A serene lakeside scene captures the sunset over Toddy Pond, with vibrant shades of orange and purple reflecting off the calm water's surface. Silhouettes of trees outline the horizon, while mist gently rises above the lake, enhancing the tranquil atmosphere.

Campsite in Penobscot

4.99 out of 5 average rating, 141 reviews

Private Lakeside Camping in Penobscot, Maine

Private lakeside camping on Toddy pond in Penobscot, Maine 50 min. from Acadia and Bar Harbor. This 400 foot private wooded lakeside lot is available for camping. This rental is close to Acadia, Ellsworth, Bucksport and the Blue Hill Peninsula. Go out and explore the area attractions or stay put and swim, fish, and kayak on one of Downeast Maine's most popular lakes; Toddy Pond.

LocationFamilyBathroom

Guest favourite

An aerial view showcases a charming property situated on an island, accessible by a Roman-style bridge. Surrounded by water, lush greenery, and a spacious parking area, the location offers a serene retreat in nature, with the house nestled amid trees and landscape.

Apartment in Trois-Rivières

4.83 out of 5 average rating, 276 reviews

Waterfront on an island (Standard) #308122

One-of-a-kind location on an island connected by a 4-arch Roman-style bridge. For a stay in the heart of nature surrounded by majestic century-old trees, just 12 minutes from the city center - it's the best of both worlds. The WiFi is ultra fast, i.e. 50 Mbits and + You can go cross-country skiing, snowshoeing, walking... The accommodation is located on the ground floor.

ValueLocationOutdoor spaces

Guest favourite

Aerial view of a private island surrounded by a pristine lake, encircled by lush green forest. The island features a rustic chalet with a green roof, nestled among the trees, showcasing a tranquil and secluded natural environment.

Island in Saint-Adolphe-d'Howard

4.97 out of 5 average rating, 68 reviews

Unique chalet on a private island - tranquility!

Private island for your exclusive use on a lake with exceptional water quality and surrounded by forest. Accessible in summer and winter. In summer, you can enjoy a private pontoon for the crossing and your exclusive use on the lake. During the winter, the island is accessible on foot on the ice (> 15 cm). Fully equipped chalet with many activities available year-round.

LocationFamilyQuiet

Guest favourite

An expansive view of a serene lake surrounded by a lush forest, with an island featuring a cottage nestled within the trees. The tranquil waters reflect the vibrant colors of the landscape under a clear blue sky.

Island in Hinesburg

4.97 out of 5 average rating, 172 reviews

1 Acre Private Island Cottage (Sat Check In/Out)

Get brought out to the island on a Saturday, you and your dogs can enjoy a vacation on your own private island. And then get picked up a week later on Saturday. A week to swim, fish, bird watch, camp fires, grilling, kayaks, the works. Full functioning kitchen, indoor shower, outdoor shower, screened porch, 10 minute canoe to shore, canoe provided.

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