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Trailside Tent on private island w/ historic fort

Set within the 16-acre grounds of civil war-era Fort Scammel, FORTLAND is a 7-site, one-of-a-kind island campground. Space to roam, 3 beaches for island guests only, a fort to explore, and breathtaking views in every direction of the Casco Bay islands and the beautiful Portland skyline. Birds & butterflies abound on this shining example of the unique beauty of the Maine coastline. Parking & boat transport included in cost of your stay! [Note: More transport details can be found on our website]

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!

Cabin in Paradise

Beautiful quiet and private cabin on Frye Island. Access Frye island via a 9 car ferry that runs every 15-30 minutes. Close to Portland. A beautiful 9 hole golf course with bar and grill, 15 public beaches, 2 marinas, a general store,restaurant, tennis courts, a pool, ball field, basketball court, and endless trails and roads to explore. Take bike rides to the store, catch frogs, fish for bass, play ball, and hang out at the beach! Our Bikes are included for with week long rentals.

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!

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.

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!

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.