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

Guest favourite

Cottage in Belgrade

5 out of 5 average rating, 103 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

SarahRating, 5 stars3 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 favourite

Home in Otis

4.95 out of 5 average rating, 43 reviews

Lakeside Landing

NupurRating, 5 stars3 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 favourite

Home in Bath

5 out of 5 average rating, 100 reviews

Waterfront Farmhouse with Modern Flair!

AliciaRating, 5 stars1 month ago
This was absolutely the perfect spot to spend a cozy New Year's visit. The views all around are breathtaking and the house is set far back from the road and very quiet. And the house was absolutely pristine. If you are like me and are picky about your bedding I can assure you that you won't be disappointed! The mattresses and pillows were super comfy and the sheets were lovely! You will rest so well! Also - if you have the opportunity, definitely visit Reid State park. It's about 25 minutes away and absolutely worth the trip.
Guest favourite

Cottage in Trenton

4.96 out of 5 average rating, 67 reviews

Acadia Beach shipwreck cottage Bar Harbor

KyleRating, 5 stars3 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!
Guest favourite

Cabin in Madison

4.93 out of 5 average rating, 43 reviews

Single family on 30 acre in ME,ski,snowmobil,trail

IrinaRating, 5 stars3 weeks ago
Great location and place for short stay. The house is equipped with all necessary tools for comfort staying.
Guest favourite

Cabin in Belgrade

5 out of 5 average rating, 7 reviews

Great Pond Getaway|Lakefront|Dock|Sunset Views

ElizabethRating, 5 stars4 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.
Guest favourite

Home in Orland

5 out of 5 average rating, 16 reviews

Great View Tree Farm

AmanRating, 5 stars4 months ago
Amazing spot — easy drive to Acadia and other local spots. Close to Bucksport and other small towns for essentials. I wholeheartedly recommend.
Guest favourite

Cabin in Belgrade

5 out of 5 average rating, 14 reviews

Escape at Great Pond

ZoëRating, 5 stars6 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

    $72 CAD before taxes and fees

  • Total number of reviews

    5.9K 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

Destinations to explore

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