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

Island in Pine Plains

4.98 out of 5 average rating, 62 reviews

Magical Private Island Retreat in Pine Plains

Enjoy the serenity of Twin Island Lake, surrounded by tranquil water, lush mountains and nature. this incredible private island retreat is only 2 hours from NYC. Take a canoe across a lily pad dotted lake to your own private island paradise. You will never find a magical space like this so close! The entire island is yours to enjoy and has plenty of outdoor spaces including a propane grill, hammocks and plenty of seating areas. The inside a humble aesthetic with wood paneling and charm.

17–24 Jun

₹32,297 per night

Superhost

Chalet in Frye Island, Maine, US

4.76 out of 5 average rating, 82 reviews

Cabin in Paradise

Beautiful quiet and private cabin on Frye Island. Access Frye island via a 9 car ferry that runs every 15-30 minutes. Close to Portland. A beautiful 9 hole golf course with bar and grill, 15 public beaches, 2 marinas, a general store,restaurant, tennis courts, a pool, ball field, basketball court, and endless trails and roads to explore. Take bike rides to the store, catch frogs, fish for bass, play ball, and hang out at the beach! Our Bikes are included for with week long rentals.

29 Jun – 6 Jul

₹30,113 per night

Guest favourite

Farm stay in Westport Island

4.82 out of 5 average rating, 108 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.

12–19 Mar

₹25,972 per night

Superhost

Home in Yarmouth

4.89 out of 5 average rating, 100 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!

24–31 Dec

₹48,079 per night

Guest favourite

Island in Monmouth

4.98 out of 5 average rating, 198 reviews

Log Cabin at Naughty Dog Private Island

Be all alone on this remote island with 1400 acres of Annabessacook Lake as your backyard. It's the Micro Island featured in Jon B. 2022 videos. Enjoy pristine surroundings, a rustic, off-the-grid log cabin, with solar lighting and a hot shower. Swimming, boating, fishing, birding, and relaxing by the fire - do it all (or not). Prepare for adventure! Pack light: Just bring your clothes, pups, favorite food, & be ready for a blissful, private island.

2–9 Aug

₹30,364 per night

Guest favourite

Cabin in Kortright

4.95 out of 5 average rating, 179 reviews

Lake LaFever Log Estate Luxury Lakefront w Boats

Custom Built Lake Front Log Home 3 BR 2Bath Boating, Fishing, Hiking & More! Catskills custom built log home on 6 LAKEFRONT Acres! This is very private with only 1 other house visible from the property! The cabin is 3 bedroom 2 full bathrooms. The bedrooms are laid out as followed: Upstairs Bedroom has Queen Bed and full bathroom with double sinks and Shower. The main floor has 2 bedrooms: One queen Size and other custom built Log Twin Bunk beds.

24–31 Dec

₹49,043 per night

Guest favourite

Island in Pine Plains

4.93 out of 5 average rating, 80 reviews

Private Island on Twin Island Lake

Embark on an off-grid luxury glamping adventure in the heart of Hudson Valley, discover one of Twin Island Lake’s private island with 360 degree views.. Reconnect with yourselves and nature in a Safari style tent furnished with a queen size bed. 13x10 gazebo with outdoor amenities. Park on the mainland next to the dock where a canoe awaits your arrival. This sweet escape is a once in a lifetime experience you will remember forever.

3–10 Dec

₹25,811 per night

Guest favourite

Island in Saint-Adolphe-d'Howard, Canada

4.97 out of 5 average rating, 34 reviews

Quiet private island! New SPA and sauna!

New 2024 - Thermal experience with private SPA and SAUNA on the island! 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 enjoy a private dock for the crossing and your exclusive use on the lake. During the winter, the island is within walking distance on the ice. Fully equipped chalet with many activities available all year round.

27 Sep – 4 Oct

₹25,367 per night

Guest favourite

Home in Eustis, Maine, US

4.9 out of 5 average rating, 99 reviews

Flagstaff Lakefront-Near Sugarloaf Vacation Home

Large, comfortable four season home on Flagstaff Lake, facing Sugarloaf & Bigelow Preserve Mountains. Three acres of land on dead-end road with private waterfront access, gazebo, firepit & dock on Flagstaff Lake. Canoe, kayak, swim and fish, all from property. Beautiful views of Lake & nearby mountains throughout the house. This 3 bed/2 bath gem is a great house for both single and multi-families!

22–29 Mar

₹27,813 per night

Superhost

Island in Cumberland

4.91 out of 5 average rating, 11 reviews

Bates Island: Casco Bay Glamping Experience

Dreaming of having an entire island to yourself? Taking in the serene night and gazing at the stars on one of Maine's oldest islands. Welcome to Bates Island! Enjoy a premium off-the-grid "Gilligan's Island" glamping experience for up to a family of 8 people. Scrumptious lobster bake INCLUDED! with a minimum 4-night stay. See all of the details below & please inquire before booking!

10–17 Jun

₹95,148 per night

Guest favourite

Campsite in Penobscot

4.98 out of 5 average rating, 107 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.

18–25 Jan

₹10,603 per night

Guest favourite

Island in Hinesburg

4.96 out of 5 average rating, 162 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.

20–27 Jul

₹40,117 per night