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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!

Sep 2 – 9

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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!

Sep 6 – 13

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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.

Jun 29 – Jul 6

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| 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.

Mar 11 – 18

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Island Glamping in a Luxury Tent in Maine

The Hemlock Haven tent overlooks Annabessacook Lake. Sleep comfortably, cook your favorite meals, nap in the hammock, bask in the glow of the fire or woodstove, listen to the calls of the loons, play on the rope swing, canoe or kayak the lake, and walk the trails of this 14 acre wooded island. We greet you at our dock on shore, ferry you and your gear to the island, and ease you into island-life until you are settled. Enjoy super clean, Superhost, Maine Guide hospitality.

Jan 9 – 16

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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.

Sep 19 – 26

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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!

Dec 24 – 31

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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!

Jan 22 – 29

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Bates Island: Casco Bay Glamping Experience

Dreaming of having an entire island to yourself? Taking in the serene night and gazing at the stars on one of Maine's oldest islands. Welcome to Bates Island! Enjoy a premium off-the-grid "Gilligan's Island" glamping experience for up to a family of 8 people. Scrumptious lobster bake INCLUDED! with a minimum 4-night stay. See all of the details below & please inquire before booking!

Jun 10 – 17

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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.

Jan 18 – 25

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Bowman Island rustic sea cabin/camping getaway

We would like to share our private island with you located in the beautiful Casco Bay. This rustic sea cabin provides for a perfect “glamp-ing” experience for your family to enjoy. Wake up to seal sightings, eagles, osprey, and the scenic ocean views of coastal Maine. Available for spring, summer, and fall reservations.

Jul 19 – 26

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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.

Jan 30 – Feb 6

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Waterfront Island Maine Getaway

Oct 20 – 27

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A Stunning Island Getaway for up to 24 guests

Oct 16 – 23

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Rustic Cabin on the Maine Coast

Sep 28 – Oct 5

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Private island with rustic cabin on large lake

Jul 20 – 27

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Becks Camp

Jun 15 – 22

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Log Cabin at Naughty Dog Private Island

Oct 31 – Nov 7

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Crow Island Nature Lovers Off the Grid Island

Oct 7 – 14

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Escape to Tree House Island Life

Apr 1 – 8

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Island Cottage Getaway in Casco Bay!!

Dec 4 – 11

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Your Own Private Island Retreat.

Aug 31 – Sep 7

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Isle Be Back!

Sep 16 – 23

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Charming Cottage on Private Maine Island

Sep 3 – 10

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