Vacation rentals in Islesboro

Book unique vacation rentals, houses, and more on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Islesboro vacation rentals

Stay near Islesboro's top sights

Hannaford Supermarket115 locals recommend
Lincolnville Beach42 locals recommend
The Hoot26 locals recommend
Whale's Tooth Pub & Restaurant - Lobster Rolls - Cocktails - Craft Beer - Waterfront Dining23 locals recommend
Belfast City Park19 locals recommend
Bell the Cat18 locals recommend

Other great vacation rentals in Islesboro

Top guest favorite
Cottage in Belgrade
5 out of 5 average rating, 103 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

SarahRating, 5 stars5 months ago
This property was awesome we were all very happy with the location, amenities, price and host. Hillary was polite and very helpful. This trip almost didn’t happen as our previous reservation was canceled 12 hours before check in from a different host. Luckily Hillary saved the week with her quick response time and answering questions about sleeping situations etc. would stay here again in a heart beat highly recommend!
Guest favorite
Home in Otis
4.95 out of 5 average rating, 43 reviews

Lakeside Landing

NupurRating, 5 stars6 months ago
My husband and I spent our babymoon at Jennifer’s place, and waking up to the stunning lake view each day was just what I needed to unwind. I asked Jennifer if there was cooking oil available, and her mom kindly brought us a bottle of olive oil before our arrival—such a thoughtful gesture! We will definitely stay here again if we're ever in the area.
Top guest favorite
Home in Bath
5 out of 5 average rating, 101 reviews

Waterfront Farmhouse with Modern Flair!

Tony & KellyRating, 5 stars2 months ago
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.
Guest favorite
Cottage in Trenton
4.96 out of 5 average rating, 67 reviews

Acadia Beach shipwreck cottage Bar Harbor

KyleRating, 5 stars6 months ago
We had a wonderful stay! The location is perfect—very close to Acadia, making it easy to explore the park. The house was extremely clean, well-maintained, and had comfortable beds with great sheets. The host was very responsive and helpful throughout our stay. The only thing to note for families with young children is that there are stairs and space heaters, which might require some extra supervision. Overall, a fantastic place to stay, and we would definitely return!
Top guest favorite
Home in Ellsworth
4.99 out of 5 average rating, 126 reviews

Green's Landing on Branch Lake

ArekhRating, 5 stars4 days ago
We had a wonderful stay! The property was exactly as described — clean, comfortable, and well-equipped for everything we needed. What really stood out was Tim’s responsiveness; he was incredibly quick to answer any questions and made sure we felt completely taken care of throughout our visit. It made the experience even more seamless and enjoyable. We would definitely stay here again and highly recommend it to others!
Guest favorite
Cabin in Belgrade
5 out of 5 average rating, 7 reviews

Great Pond Getaway|Lakefront|Dock|Sunset Views

ElizabethRating, 5 stars7 months ago
Wonderful weekend stay w our adult children. Kitchen had everything we needed to make dinner. Views of the lake were stunning. We all enjoyed a swim and paddle in the kayaks.
Top guest favorite
Home in Orland
5 out of 5 average rating, 16 reviews

Great View Tree Farm

AmanRating, 5 stars6 months ago
Amazing spot — easy drive to Acadia and other local spots. Close to Bucksport and other small towns for essentials. I wholeheartedly recommend.
Top guest favorite
Cabin in Belgrade
5 out of 5 average rating, 14 reviews

Escape at Great Pond

ZoëRating, 5 stars8 months ago
We loved our stay and Tina went above and beyond to accommodate us and make sure we had everything we needed for a smooth check in and experience. She is super quick to respond to any questions. You are steps away from Great Pond with a gorgeous view, kayaks, picnic tables, and a fire pit. The place was very clean and had everything we needed. You’re really close to the cute downtown of Belgrade Lakes. She also provides a guidebook with local recommendations. It was such a nice and relaxing escape, and it was nice to have kayaks available for something more active to do as well. We would definitely stay here again, and it’s nice that you can rent multiple cabins if you have a bigger group.

Quick stats about vacation rentals in Islesboro

  • Total rentals

    200 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    6K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Islesboro?

    Experience the best of Islesboro with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there cabin rentals with a dedicated workspace in Islesboro?

    Yes! Work meets play with ease at over 40 cabin rentals in Islesboro featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cabin rentals in Islesboro have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Islesboro. Enjoy a tailored experience with all the comforts you desire.

  • 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 cabin rentals in Islesboro have wireless internet?

    Absolutely! We offer over 40 cabin rentals with wireless internet in Islesboro. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly cabin rentals in Islesboro?

    Four-legged friends are welcome in Islesboro. Choose from more than 40 cabin rentals for guests traveling with pets.

  • 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.

  • What are the most popular amenities for Apartment Rentals in Islesboro?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 20 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Islesboro