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, 12 reviews

Lake "Island" near Boston

This place is a hidden gem! It is a lake peninsula. Enjoy the amazing lifestyle on Lake Quinsigamond, while being close to the 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 1 BDR cabin are on a 5 acres property (2,000 feet of shoreline). 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

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

Cottage in Chertsey

4.87 out of 5 average rating, 46 reviews

Les Chalets du 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.

Guest favorite

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

Island in Damariscotta

4.88 out of 5 average rating, 17 reviews

Your Own Private Island Retreat.

The ULTIMATE Maine experience. Your own private coastal island that feels miles away, yet is only a 5 min motorboat ride from downtown Damariscotta. This 3.5 acre island is complete with a quintessential Maine island house, deepwater dock (perfect for swimming, fishing, sunbathing or taking in the view), private pebble beach and active eagles nest. Spend your days lounging in the hammock, exploring the shores and observing the seals and other animals play along the coast.

Top guest favorite

Island in Monmouth

4.99 out of 5 average rating, 225 reviews

Island Glamping in a Luxury Tent in Maine

The Hemlock Haven tent looks out at sunsets on Annabessacook Lake. Sleep comfortably, cook your favorite meals, hammock nap, bask in the glow of the fire or wood stove, hear the calls of the loons, play on the rope swing, canoe, kayak, or paddle board the lake, and explore the trails of this 14 acre wooded island, and then repeat as needed. We greet you at our shoreside dock and help you get settled into island-life. Enjoy super clean, Superhost, Maine Guide hospitality.

Top 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, 131 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 Saint-Adolphe-d'Howard

4.96 out of 5 average rating, 50 reviews

Île privée tranquille ! Nouveauté SPA et Sauna !

Nouveauté 2024 - Expérience thermale avec SPA et SAUNA privés sur l'île ! Île privative à votre usage exclusif sur un lac avec une qualité d’eau exceptionnelle et entourée de forêt. Accessible en été comme hiver. En été, vous profitez d’un ponton privatif pour la traverse et votre usage exclusif sur le lac. Durant l’hiver, l’ile est accessible à pied sur la glace. Chalet complètement équipé avec de nombreuses activités disponibles toute l’année.

Guest favorite

Apartment in Trois-Rivières

4.82 out of 5 average rating, 244 reviews

Bord de l'eau sur une ile (Standard)#308122

Emplacement unique en son genre située sur une île reliée par un pont de style romain à 4 arches. Pour un séjour en pleine nature entouré de majestueux arbres centenaires, à peine à 12 minutes du centre ville -c' est le meilleur des 2 mondes-.Le wifi est ultra rapide soit 50 Mbits et + L'on peut y faire du ski de fond, de la raquette , de la marche...Le logement est situé au Rez de chaussé.

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.