Island vacation rentals in New England

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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 favorite

Home in Shrewsbury

5 out of 5 average rating, 7 reviews

Lake "Island"

This place is a hidden gem! Enjoy the amazing lifestyle on Lake Quinsigamond, while being close to the city center of Worcester (only 10min). Even if you come to work in the area it feels like being on vacation. Lots of fun things all year around and only 40min to Boston, 1.5hr from Cape Cod. This 2 bedroom A-frame house and cabin are on a 5 acres property (2,000 feet of shoreline). Minimum of three nights. Very close to UMass hospital, grocery stores, gym, restaurants, route 20 and I-90.

Guest favorite

Island in Canton

4.96 out of 5 average rating, 28 reviews

Private Island Retreat Solar powered off grid

Located on serene Lake Anasagunticook (Canton Lake), "Rock Island" is the perfect quiet getaway. This unique island cottage is just a short paddle from our private beach using provided kayaks, paddle boat or row boat. Enjoy a peaceful stay surrounded by water. Listen to the sound of the loons, go for a swim, or take the kayaks or paddle boat for a ride on the lake. Fishing is also a favorite passtime. This off grid island has gas for stove and heat and solar power for refrigerator and lighting.

Guest favorite

Island in Monmouth

4.99 out of 5 average rating, 188 reviews

Island Aframe Adventure

Discover how easy and relaxing secluded island life can be. Sleep comfortably. Cook your favorite meals. Chill out in a hammock. Bask in glow of the campfire. Listen to the loons call. Warm your cabin with a woodstove. Enjoy hot showers. Play on the rope swing. Canoe or kayak the lake. Explore the trails of a 14 acre wooded island. Enjoy super clean, Superhost, Maine Guide hospitality. We'll help you settle into the rhythm of island life and return you refreshed, renewed, and inspired.

Guest favorite

Cabin in Paul Smiths

4.89 out of 5 average rating, 18 reviews

Mrs. Otis's Cabin with Woodland View

In the tradition of the Adirondack Great Camps - magnificent rustic compounds of comfort built a century ago by the rich and powerful on wilderness estates. White Pine Camp offers a year round restful retreat in unparalleled natural surroundings. Here, in the heart of the Adirondacks the largest protected wilderness in the continental United States guests receive the key to peace and tranquility, a place to recharge the spirit. As a guest, you have your choice of 15 distinctive cabins

Guest favorite

Cottage in Tremont

4.88 out of 5 average rating, 90 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!

Guest favorite

Farm stay in Westport Island

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 favorite

Home in Friendship

5 out of 5 average rating, 86 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.

Superhost

Home in Yarmouth

4.86 out of 5 average rating, 125 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!

Guest favorite

Island in Pine Plains

4.93 out of 5 average rating, 88 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.

Guest favorite

Island in Saint-Adolphe-d'Howard

4.96 out of 5 average rating, 48 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.

Guest favorite

Campsite in Penobscot

4.98 out of 5 average rating, 120 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.

Superhost

Island in West Gardiner

4.92 out of 5 average rating, 49 reviews

Nature Lovers Paradise Lake Island

Your own island! Who has not dreamed of having one? This little gem of an island can be yours for a week. Little Diamond Island is a 1/4 acre island located in Lake Cobbossee in West Gardiner Maine. Just 20 minutes from Augusta Please note: good housekeeping is required of everyone. No cleaning service is provided.