Island vacation rentals in Maine

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.

8 Ferry Road - The House that Ships Built

This historic house sits on a small rise within approximately 7 acres of mostly forested land. It is a 2-minute walk from Mackerel Cove, which is just about the finest place to be a sunset spectator on Swan's Island; it also happens to be the place from which the ferry comes and goes 3 to 7 times a day. At 8 Ferry Road, you are about a 1/2 mile stroll from the ferry dock and close to Atlantic Road which leads to an abundance of other stops, landmarks, and trailheads to adventure. Come visit!

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!

Private island with rustic cabin on large lake

Rent your own private island with stunning views of Katahdin on the fifth largest lake in Maine. You will have total privacy with no other buildings within a half mile of the 1/2 acre island. The island has a rustic 475 sq ft 1 1/2 story camp. It is totally off the grid, but has excellent cell phone/wireless connectivity. The lake is large and clean and mostly undeveloped. There are miles of shoreline with remote beaches and islands to explore. You will need a boat to get to the island.

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.

Charming Cottage on Private Maine Island

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

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.

Naughty Dog Private Island Log Cabin

Be all alone on this remote island with 1400 acres of Annabessacook Lake as your backyard. 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: Bring your vacay clothes, pups, favorite food, & be ready for a blissful, private island get away. It's AWAY away.