
Holiday houses in Islesboro
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Islesboro

Total holiday rentals
Explore 230 holiday rentals in Islesboro

Nightly prices starting at
Islesboro holiday rentals start at $119 NZD per night before taxes and fees

Verified guest reviews
Over 7,340 verified reviews to help you choose

Family-friendly holiday rentals
160 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
220 of Islesboro holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Islesboro rentals

4.9 Average rating
Islesboro stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Islesboro
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Fern Tiny House - private, cozy, minutes to Acadia
Fern Tiny House is 15 min. to Acadia National Park's entrance & 10 min. to the new Gateway Center where you can catch an Island Explorer bus to Acadia, Schoodic & Bar Harbor. When your adventures conclude, this comfortable and private tiny home will continue your immersion in nature with large windows that capture the sunrise and the stars at night from the luxurious king bed. This retreat is all on one level and features a full-sized bathroom, well-appointed kitchen, gas fireplace & fire pit.

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.

Megunticook Retreat
HOT TUB AVAILABLE MAY 15-OCT 15 ‼️CURRENTLY OPEN‼️ Our cottage is right on Megunticook Lake! With swimming, boating and mountain views, this is the perfect place to relax and unwind. We are walking distance to Camden Hills State Park, and a 5 minute drive to downtown and the ocean. Come for adventure, shopping, gourmet restaurants, hiking, skiing, or romantic sunset sails on a local schooners. There is something for everyone in this beautiful area. Come see it for yourself! ‼️NO PETS‼️

Sunny 2 Bedroom cottage - Walk to the beach!
Single story cottage in the heart of Midcoast Maine! This 2 bedroom cottage is in the Lincolnville Beach area. Located within eyesight and walking distance of the public beach, the Islesboro Ferry terminal, McLaughlin’s restaurant, and the Beach Store. Property is located on US route 1- just 6 miles north of Camden (8 minute drive), and less than 15 minutes south of Belfast. This year-round cottage provides a lovely retreat for resting while exploring all the Midcoast has to offer.

"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.

Rocky Top Hideaway with level 2 charging station.
Feel the magic in this quiet secluded hillside retreat. Awaken your senses with the smell of the salt air, pines and an occasional whiff of coffee beans roasting all while watching the ferry go back and forth to Ilesboro. Early risers will enjoy spectacular sunrises. Experience nature without being too far off the beaten path. A private half mile walk down the driveway will end at brick sidewalks leading you to Lincolnville Beach, one of Maine's stretches of sandy shoreline.

MASSIVE Oceanfront Dark Harbor Home on ISLESBORO
This elegant 5+ bedroom Victorian Cottage has been carefully restored and renovated to highlight the natural charm and character of the home while integrating sophisticated elements throughout. Prime location within walking distance to local coffee shop, ice cream parlor and charming gift shop. All points of island are within a 10 minute drive of the home. Massive, private bedrooms perfect for multiple couples or families. Reach out with any questions or concerns you may have!

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.

A quiet place on the coast of Maine
This unique garden-side home, is tucked away down a private road just steps from sandy Lincolnville Beach! Lincolnville is situated between the busy downtowns of Camden and Belfast, making it the ideal place to relax away from crowds on the midcoast while outdoor recreation, dining, arts and shopping draw many visitors to Vacationland in the summer months. Book early — we only take a few reservations a season!

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.

Double On The Rocks, ocean view family retreat
Newly renovated duplex ( 3/2 and 4/2) for families and friends that love traveling together and want to share the adventure but not every waking minute, the home allows for everyone to find their own space. Enjoy fantastic ocean views while relaxing around the fire and playing yard games. Ideally located between Camden and Belfast and also convenient for a day trip to Acadia or Boothbay.
Popular amenities for Islesboro holiday rentals
Other great holiday rentals in Islesboro

Surrounded by Water

Beautiful Cottage on Island Bluff & Beach

3+ Bedroom on the water with dock.

Coastal Island Escape

#1 NE Small Coastal Town- Castine, Shell Cottage

Islesboro Island Oceanfront Cottage

Ocean Front Island Cottage

Island Retreat
When is the best time to visit Islesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $356 NZD | $382 NZD | $356 NZD | $356 NZD | $311 NZD | $421 NZD | $472 NZD | $467 NZD | $421 NZD | $392 NZD | $297 NZD | $339 NZD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Islesboro?
Islesboro has more than 160 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Islesboro?
Experience the best of Islesboro with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Islesboro?
Four-legged friends are welcome in Islesboro. Choose from more than 110 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Islesboro?
Yes! Work meets play with ease at over 110 vacation rentals in Islesboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Islesboro have air conditioning?
Absolutely! We offer over 80 house rentals with air conditioning in Islesboro. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Islesboro have wifi?
Absolutely! We offer over 20 cabin rentals with wifi in Islesboro. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Islesboro have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Islesboro. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Islesboro have a gym?
Absolutely! We offer over 40 house rentals with a gym in Islesboro. Enjoy a tailored experience with all the comforts you desire.
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





