Island holiday rentals in Maine

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!

Isle Be Back!

This quintessential Island New Englander is ready to welcome you. Well stocked with toys and equipment for hours of fun. Dog friendly too! Sit on the front porch and enjoy the well groomed perennial gardens, relax while cooking out on the large back deck, explore the beaches, eat fresh lobster, gaze at the stars, enjoy and decompress 23 miles out to sea. Must travel to island by air or sea; travel fees not included in reservation. Once your visit has concluded you'll say "Isle" Be Back!

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!

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!

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.

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.

19th Century Island Cottage

Step off-the-grid in this quaint four bedroom cottage on an island on the water of the Penobscot Bay for the perfect low-tech getaway. No running water or indoor plumbing. Propane fridge + stove are among the cabin’s few compromises to modernity. A small solar setup has recently been installed for charging phones.