
Island holiday 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.

Tradstuga low-impact luxurious lakeside logi
Rent a Swedish-themed house facing west on Lake Champlain to experience lagom. Upstairs, enjoy two bedrooms, two baths and a kitchen clad in whitewashed birch and oak. Downstairs, enjoy an outdoor shower and a sauna clad in cedar. Outside, relax on a treetop back deck after walking in the neighboring nature reserve or paddling on the lake with provided inflatable kayak. The 1 ha (2.5 ac) lakefront land parcel provides spaciousness. The Italian pellet stove and Finnish sauna provide coziness.

Lake "Island" near Boston
This place is a hidden gem! It is a lake peninsula. Enjoy the amazing lifestyle on Lake Quinsigamond, while being only 10min from the center of Worcester. 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 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). Very close to UMass hospital, grocery stores, gym, restaurants, route 20 and I-90.

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!

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.

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.

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!

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.

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.

Naughty Dog Private Island Log Cabin
Naughty Dog Island is what happens when island time meets unapologetic canine freedom. This is a private island log cabin where you and your pup can truly be away away — no leashes once you arrive, no neighbors, no schedules worth keeping. Just you, your dog(s), and a 1,400-acre lake that becomes your shared backyard. If your dog has ever dreamed of running the show, this is their moment.

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.

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.

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.
Popular amenities for New England island rentals
Family-Friendly island rentals

Island Tent Overlook in Maine

Naughty Dog Private Island Log Cabin

The Stilt House

Scenic Cottage on Lake Champlain

Private Lakeside Camping in Penobscot, Maine

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

Hammock Haven Island Dome

Eagle's Nest on 8 acres next little john preserve
Island rentals with a patio

Walden: Private Island Cabin!

Trailside Tent on private island w/ historic fort

Charlottesville: Private Island!

Bayside Bliss - 2bdrm Lower-level Apartment

Harborview tent cabin on private island campground
Island rentals with beach access

Island Tent Overlook in Maine

Mrs. Otis's Cabin with Woodland View

Becks Camp - Treasured "Camp" on Pressey Cove

Waterfront Island Maine Getaway

Hammock Haven Island Dome

Isle Be Back!

CT Private Home on Belden Island

19th Century Island Cottage
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