
Holiday houses in Islesboro
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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.

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.

The Maine Getaway - Lakefront with Beach
If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

The Washington Suite on u-pick blueberry farm.
This unique place has a style all its own. No, he didn’t sleep here, Washington that is, but now you can. Our one-hundred-acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, library and town offices are located. Easy commute east to the coast and the must-see towns of Rockland, Rockport and Camden or west to our capitol, Augusta. One hour and forty minutes to Bar Harbor and Acadia national park.

"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.

New enchanting retreat near Acadia National
The camp is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of The Blue Hill Bay. This is an edge wood enchanting retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bear down the road eat them all. 3D nature is unfolding right in front of your eyes and Acadia National Park is 50 min drive from here. Oh man, you are free! 编辑

Ocean View Beach Loft Carriage House Lincolnville
This charming spot overlooking the bay is laid back and welcoming. Fully furnished, including linens, basic beach supplies —towels, chairs and umbrella. There is wi-fi and a Roku TV included (you will need your own streaming accounts), an air conditioner, and balcony with a view of Penobscot Bay. We strive to be an allergen free space so do not allow animals. We use all essential oil natural products (bleach disinfectant where needed) and natural laundry soap for our linens.

Charming Private Cottage on Toddy Pond
Beautiful Toddy Pond cottage, just minutes to Blue Hill and coastal surrounding towns. Less than an hour's drive to Acadia National Park. Enjoy the day lounging on the deck, boating, and swimming off the dock. Enjoy the evening by the fire pit under the starlit sky and listening to the Loons. The downstairs you will find living room, kitchen/dinning, full bath and washer/dryer. Upstairs is a one room bedroom with queen bed. Two kayaks provided. Perfect getaway for two!

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Nomad's Rest-Secluded Modern Camp 30 miles to MDI
The modern Maine camping experience. Enjoy an unforgettable stay in a geodesic dome outfitted with detached bathroom and shower. A fantastic jumping-off point for your favorite outdoor sports with hiking and biking trails within 10 minutes of the property and 30 miles from Acadia National Park. Return from a day of exploration to views of Maine lakes, the national park and a roaring fire pit! @nomaddomehome on Insta for more pictures.

The Perch - cozy cabin near Acadia
Our unique and rustic post & beam cabin sits up a staircase atop a ledge on seven forested acres. The small cabin makes great use of space with modern-day conveniences. A private retreat (no neighbors in sight) yet close to Bar Harbor, Acadia National Park, and Schoodic Peninsula.

Islesboro Boathouse
The Boathouse is on Gilkey Harbor with western views over the Camden Hills and spectacular sunsets. Full use of dock directly in front of the boathouse. Full beachfront access & many acres to explore! LGBT friendly. Harbor tour can be arranged at an additional cost.
Popular amenities for Islesboro holiday rentals
Other great holiday rentals in Islesboro

Frye Mountain Camp

#1 NE Small Coastal Town- Castine, Shell Cottage

Mainelandia! Stunning New Waterfront Home!

Seaside Cottage - Steps to the Bay

Camp Ripples lake cottage.

Liberty Retreat

Island Retreat

MASSIVE Oceanfront Dark Harbor Home on ISLESBORO
When is the best time to visit Islesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $276 AUD | $281 AUD | $281 AUD | $309 AUD | $281 AUD | $374 AUD | $391 AUD | $387 AUD | $349 AUD | $325 AUD | $246 AUD | $281 AUD |
| 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 cottage rentals in Islesboro?
Islesboro has more than 20 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cabin rentals in Islesboro?
Experience the best of Islesboro with our cabin rentals, starting at about $140 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 house rentals in Islesboro?
Four-legged friends are welcome in Islesboro. Choose from more than 30 house rentals for guests traveling with pets.
Are there cottage rentals with a dedicated workspace in Islesboro?
Yes! Work meets play with ease at over 10 cottage rentals in Islesboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cabin rentals in Islesboro have air conditioning?
Absolutely! We offer over 40 cabin rentals with air conditioning in Islesboro. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Islesboro have wifi?
Absolutely! We offer over 20 apartment 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 cabin rentals in Islesboro have a gym?
Absolutely! We offer over 30 cabin rentals with a gym in Islesboro. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Islesboro

Total holiday rentals
Explore 220 holiday rentals in Islesboro

Nightly prices starting at
Islesboro holiday rentals start at $84 AUD per night before taxes and fees

Verified guest reviews
Over 7,380 verified reviews to help you choose

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

Pet-friendly accommodation
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

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

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

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




