
Holiday houses in Islesboro Island
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Top-rated holiday rentals in Islesboro Island
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Cute Midcoast Cottage w Hot Tub
Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Milk House
nice little cottage in Dark Harbor, near to everything. queen bed, so sleeps up to two in a quiet location for short or medium term stays. most reasonable amenities provided; hiking or social recommendations are available on request. (Wi-Fi speed excellent, though I was not able to use AirB&B's official Wi-Fi measurement option.) *Please be aware, we are on an island, which must be accessed by boat or ferry, so service can be interrupted. there's a gym at the Community Center, $10/day pass.

Off-Grid Oasis with Ocean Views, Near Rt. 1
Take in the ocean views from our quiet hilltop just 20 minutes from downtown Camden and 10 minutes from Belfast. This newly constructed above garage studio apartment is private, full of light, and effortlessly off-grid. The studio features a king-sized bed, table and chairs, comfy chair and bean bag, as well as a full bath. The patio area gives breathtaking views of the bay and island. A perfect oasis amid sight seeing! We also offer $20 back for multi-night stays. Please message for details.

Panoramic lake views + private beach near Acadia
Green Lake fills the windows at Loon, a spacious lakefront home with its own private beach and dock. Cook and gather with the water in view, then head outside for swimming, kayaking and evenings by the fire. Four bedrooms plus a walk-out apartment, all with lake views, sleep 11 in beds and up to 15 with sleeper sofas. No TVs, but fast fiber Wi-Fi is available throughout. The house is heated and winterized, so it works well into fall and winter. Acadia and Bar Harbor are about 45 minutes away.

Acadia Region New Oceanfront Cottage
Relax and unwind at this unique waterfront retreat where you can enjoy breathtaking views of the ever-changing tides. Keep an eye out for bald eagles, osprey, and the occasional seal as you soak in the natural beauty around you. This renovated former boathouse combines comfort with convenience, offering the perfect base for your coastal adventures. Situated in Mid Coast, Maine, it's ideally located just an hour from Acadia National Park, 15 minutes from Belfast, and 45 minutes from Camden.

"The Lair" Guesthouse
"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee from 8 am to 4 pm everyday! We are closed for Winter, will re-open Mid-April. Thank you.

Relaxing Two Bedroom Cabin - 10 minutes to Camden!
This luxury cabin is a spectacular property with 30 secluded acres at the base of expansive blueberry fields. Enjoy your mornings on the front porch nestled in a peaceful setting just minutes from Camden which offers many fantastic restaurants, public beaches/ water access and shopping. Additionally, we are surrounded by many beautiful lakes and ponds that offer ice fishing in the winter months and boating, swimming, kayaking, hiking and many more great activities in the summer months!

"Eagles Nest" Waterfront Cottage
Escape to our delightful waterfront cottage nestled along the rugged and breathtakingly beautiful coast of Maine. This charming and cozy retreat offers expansive water views and serene surroundings - ensuring the perfect blend of comfort and tranquility. Take in the fresh salty air, the soothing sounds of waves lapping the shore, and create lasting memories to cherish in this memorable seaside sanctuary. Book your stay with us and experience the enchanting beauty of Penobscot Bay.

Spectacular Cottage on Penobscot bay in Belfast
Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Tiny Treehouse Cabin 100 Acres Kayaks
Snuggle up with your favorite person or pet in this tiny treehouse cabin in the woods. A comfortable queen bed, mini woodstove, and tiny kitchenette are all inside! Get cozy in the Maine woods, but stay close enough for cell service and a quick trip to the store. Outside the treehouse there are 100 acres of trails for you to hike, ski or snowshoe. In the warmer months, use the canoe or kayaks for a paddle or fishing!

Antique Barn Apartment at Salt Water Farm
This elegant and comfortable apartment in situated in an antique post & beam barn that sits perched above rolling fields and vegetable gardens looking out over the Penobscot Bay. From the porch, guests can watch the local lobsterman pick up traps and see schooners weaving through the islands. The apartment sits over Salt Water Farm Cooking School, a small recreational cooking school for home cooks.
Popular amenities for Islesboro Island holiday rentals
Other great holiday rentals in Islesboro Island

Seafront Cottage with private beach

"Boho Bungalow" Studio Island Guest Cottage

Double On The Rocks, ocean view family retreat

Queen bed cabin, The Anchorage 4

Magical Lakefront Cabin on 5 Acres-25 Mi to Acadia

NEW BUILD Midcoast cabin! Sauna & walk to beach

Birch Cottage · Just You & Quantabacook Lake

Sunlit Cottage on Crockett Cove
Destinations to explore
- Acadia National Park
- Acadia National Park Pond
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Echo Lake Beach





