
Cabin holiday rentals in Islesboro
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Top-rated cabin rentals in Islesboro
Guests agree: these cabins are highly rated for location, cleanliness and more.

Peaceful and cozy A-Frame, Maine woods, “Birch”
Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Maple” A Frame is just next door. See separate listing for availability OR to book both.

‘Round the Bend Farm - private, modern cabin
Our newly built, modern cabin offers a secluded and relaxing retreat in Union, Maine. With the high ceilings, open floor plan, and many windows, guests are surrounded by natural light and forest views. The cabin has a fully equipped kitchen, a cozy fireplace, and an outdoor grill and fire pit. Walking trails connect the cabin to our farm next door, where you can visit with our horses, donkeys, goats, chickens, and ducks. We are just 25 minutes from the Midcoast's shops, restaurants, and beaches.

Hobb’s House - Year Round Log Cabin on the Water
Cozy 2 Beds, 1 pullout sofa bed, 2 Bedroom, 2 Bath Log Cabin with water/mountain views on Hobb’s Pond. Relax on the dock, grill from the deck, canoe (1)/kayaks (2)/swim during the day and relax with your steaming services on the smart TV at night. 5min drive to the Camden Snow Bowl for ski/snowboard during the winter. Ice skate on the pond. Rent out a boat during your stay. 13 min drive to downtown Camden for great restaurants and a sunset cruise on a sailboat. Close proximity to hiking trails!

Private Sauna+Near Beach+FirePit+Forest View+Pond
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat & Backup Automatic Generator * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

The Cabins at Currier Landing Cabin 3: Pine
Relax in this stylish, cozy & bright queen bed studio cabin. The Cabins at Currier Landing - featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest” - are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

Rustic Chic Private Getaway Cabin @Diagonair
Woodsy cabin retreat is a favorite of couples visiting Maine for the first time. * Pet-friendly Maine cabin with luxurious appointments on 12 acres of woods and blueberry fields * 1 hour to Acadia National Park; 15 minutes to shopping, hiking, swimming * Open-plan kitchen/sitting room with new appliances and sleek gas fireplace * Large screened porch, rocking chairs, chaise * Loft bedroom with full bed, fluffy pillows, new linens * WIFI, streaming Roku TV, gas grill, stocked bar * EV charger

Smitten - you will be - Hear Silence.
SMITTEN at The Appleton Retreat is a contemporary near off grid cabin that offers all of the comforts of home in total privacy, including excellent WIFI. The Appleton Retreat encompasses 120 acres hosting seven unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1,300 acre preserve and Newbert pond. If you need a time out and desire to embrace nature's way, Smitten is the perfect place to experience a memorable getaway.

Drift Cottage near the coast
This simplistic cottage sits atop a blueberry hill in Union Maine. Sit and enjoy a fire and view of the hills. It's only a 3 minute walk to groceries, pizza, Cafe, and The Sterlingtown restaurant, with outdoor seating and live music! or get take out and enjoy the outdoor Asian inspired dining area for an unforgettable night! perfect overnight spot on the way to Acadia! 1.5 hours away. 15 minutes to Owls Head, Camden, Rockland. Perfect cental spot for day trips to the prettiest of Maine!

Cozy log cabin on private pond, near Reid St Park!
Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!

The Birch Bark Cabin
Completely unplug at this silent and stunning off-the-grid cabin situated in the heart of mid coast Maine. Minutes from several lakes, ponds and Penobscot Bay. Total privacy in the woods, private fire pit, tidy composting toilet and LED lighting. Propane stove and fresh water included. Sun shower available upon request. King sized bed is made up with sheets, blanket and down comforter. Private parking and red flyer wagon provided to carry in your gear - 200 foot path to cabin.

Wild Island Guest House at Long Pond
Nestled between ponds, lakes and sea, this brand new home boasts an open floor plan, antique claw foot tub and a large second story deck. Make yourself a cup of coffee and walk just a few minutes to the public beach at Long Pond to start your morning with a refreshing swim. Or relax on the deck in the patio chairs and listen to the loons call at night. Just minutes to Acadia National Park and 9 miles to downtown Bar Harbor, this home is the perfect place to start your day!

Authentic Maine Log Cabin | Lakefront | Cozy
Cozy log cabin lake house is perfect for those seeking outdoor recreational adventures visiting Acadia National Park, a relaxing family lake trip, or a true Maine historic log cabin experience. Enjoy this unique home with a spacious waterfront in Bucksport, Maine. Relax in the shade of the tall pine trees, go fishing, or swimming in the lake. When you want to explore, the cabin’s location is perfectly convenient to Bangor, Brewer, Ellsworth, and Bar Harbor!
Popular amenities for cabin rentals in Islesboro
Cabin rentals with a hot tub

Bar Harbor Cabin with Treehouse Suite & Hot Tub

Raven's Crossing - Kate's Cottage

Lake front, Hot Tub, Kayak, MDI!

Cozy Lakefront Cabin * CampChamp

Beautiful Cabin 7_Hinckleys Cottages

Unique, Colorful Off-Grid Cabin

Cottage 49 Waterfront Enjoyment

Bright Cottage| Porch+Waterfront | No Hidden Fees
Pet-friendly cabin rentals

Loon Lodge

Loon Lodge Canaan,ME

Simple Boothbay Log Cabin on Water

Rustic Cabin on Beech Hill Pond near Acadia

The Highland Cottage on Sheepscot

PINEHILL COTTAGE - Quiet Woodland Retreat

Bear Burrow at Eight Acres

Acadia Cabin Bar Harbor - Newly renovated bathroom
Private cabin rentals

GULL'S VIEW

Ledgewood Cottage

Downseast on Greenlaw Cove: A Secluded Getaway

The Anchorage - Cabin 11 "Saturday Cove"

Cabin in the woods

Kennebec Bayview Cottage

Camprene- Small, Oceanfront Cottage in Stonington

Lake Escape Cottage in Camden
Quick stats about cabin rentals in Islesboro

Total holiday rentals
Explore 50 holiday rentals in Islesboro

Nightly prices starting at
Islesboro holiday rentals start at $177 SGD per night before taxes and fees

Verified guest reviews
Over 600 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
40 of Islesboro holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Islesboro rentals

4.8 Average rating
Islesboro stays are highly rated by guests – averaging 4.8 out of 5!
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- Acadia National Park
- Pemaquid Beach
- Acadia National Park Pond
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Sand Beach
- Farnsworth Art Museum
- Rockland Breakwater Light
- Schoodic Peninsula
- University of Maine
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- Maine Discovery Museum
- Cellardoor Winery
- Bass Harbor Head Light Station
- Maine Lighthouse Museum
- Hollywood Slots Hotel & Raceway
- Camden Hills State Park




