Island vacation rentals in Maine

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Top-rated island rentals in Maine

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

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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.

Cottage in Steuben

4.92 out of 5 average rating, 38 reviews

Peaceful, Private Oceanfront Cottage on Dyer Bay

PerOceanfront cottage situated only 60 ft from the rocky shoreline. Nestled among spruce and fir trees with water on two sides and over 185 feet of frontage, this home provides access to all the best that DownEast Maine has to offer. Whether you're kayaking on the bay, bicycling on any number of local bike paths, or hiking one of the spectacular ocean trails, this is a perfect place where you can relax and unwind. Enjoy the view from the wraparound deck or down on the rocks by the water's edge.

Cabin in Lincoln County

4.91 out of 5 average rating, 32 reviews

Cozy Oceanfront Cabin on Private Maine Island

You'll feel the Magic of the Maine islands in cozy Oar Island Cabin. One of only two houses on a private island, it's the perfect balance between wilderness and comfort. A two-minute boat-ride brings you to a world of bird-calls, private swimming, and the scented pine forest. Enjoy all the amenities we offer, or unplug the TV and have some high-quality family time. Choose something from our bookshelves or board games, or go see what fish are biting. Come see why so many guests love Oar Island!

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.

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.

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.

Guest favorite

Island in Monmouth

4.98 out of 5 average rating, 228 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.

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!

Superhost

Home in Eustis

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!

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.