Vacation rentals in Islesboro

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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
Apartment in Cornville
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars4 months ago
Great house and good location, it was warm during our stay. Enough space for our company. Not far away from the city. Overall it was nice staying there.
Guest favorite
Cottage in Ellsworth
4.94 out of 5 average rating, 48 reviews

Lakeview Cottage

TerryRating, 5 stars7 months ago
Really enjoyed our stay here. The views were lovely, the lake was refreshing, the beds were comfortable, lots of kitchen stuff, and the showers were hot. The house mostly has what you need. It could use a few more dish towels and bath towels. The long drive to Acadia got tiresome.
Superhost
Home in Tremont
5 out of 5 average rating, 3 reviews

Blue Lobster & Acadia Escape(sleeps 19)

TanyaRating, 5 stars3 months ago
We rented both of the houses. Plenty of room for 2 families. Great location and private. We will definitely be coming back in summer time. House is very close to all the local seafood places.
Guest favorite
Guesthouse in Penobscot
4.98 out of 5 average rating, 47 reviews

The South Bay Cottage "on the rocks"

RichardRating, 5 stars6 months ago
Pine panelled cabin in the woods above the bay with clear view of the water and access to the dock via a path. Very peaceful and quiet. We saw a seal swimming; many birds and great dark sky for star watching. We went at a cool time of year and there was abundant rain so we could not make use of the screened porch which in the summer I imagine would be very relaxing. The cabin had all the needed amenities and then some. Minor issue was managed speedily by the host. It is the perfect place for kayaking but alas that was not possible because the Activity Shop was closed for the season.
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.
Guest favorite
Home in Trenton
5 out of 5 average rating, 15 reviews

Lovely waterfront in Trenton.

MichaelRating, 5 stars7 months ago
The house and views are excellent, you can sit on the back deck or outside area and just gaze out at the view, see Bald Eagles fly over every day, even saw one grab a fish from the water. Very clean and well appointed with the essentials like detergents for laundry and dishwasher, garbage bags, slat, pepper and other cooking basics, foil and cling wrap, beach chairs. Overall I can say it is a very nice house, very clean. The location is 20 - 25 minutes from Bar Harbor and maybe 20 min to Acadia. We didn't mind this at all. We ate lobster at 5 different places, if you want the absolute best Lobster rolls go to the Travilin Lobster, there is one in Trenton and one in Bar Harbor, by far the best lobster roll. Oh, and probably as important as the house being very clean, the beds were very comfortable.
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, 125 reviews

Green's Landing on Branch Lake

RobertRating, 5 stars6 months ago
Since this was my frist time staying at a airbnb house I Sent Tim a text an hour before we got here he promptly called me with positive feeling,he told me his plans for the next few days and who I would need to contact should we need something. the house was exactly as he explained the whole group of us were very pleased with everything avaliable,we spent lots of time out by the lake awesome sunrise sitting on the dock with cup of coffee, it was perfect. I will definitely recommend Tim's house to other people. we really didn't want to leave. I hope we can return someday. awesome job Tim keep up the honesty and good work.

Quick stats about vacation rentals in Islesboro

  • Total rentals

    200 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 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

  • 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.

  • 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 pet-friendly vacation rentals in Islesboro?

    Four-legged friends are welcome in Islesboro. Choose from more than 90 vacation rentals for guests traveling with pets.

  • 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 air conditioning?

    Absolutely! We offer over 30 house 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.

  • 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 Cabin Rentals in Islesboro?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a bbq area, over 40 homes with air conditioning, over 30 homes with a gym, over 40 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