
Vacation rentals in Islesboro
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Top-rated vacation rentals in Islesboro
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Top guest favourite

Cottage in Belgrade
5 out of 5 average rating, 103 reviewsLakefront 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 didnât 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 reviewsLakeside Landing
NupurRating, 5 stars6 months ago
My husband and I spent our babymoon at Jenniferâs 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 arrivalâsuch a thoughtful gesture! We will definitely stay here again if we're ever in the area.
Top guest favourite

Home in Bath
5 out of 5 average rating, 101 reviewsWaterfront 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 favourite

Cottage in Trenton
4.96 out of 5 average rating, 67 reviewsAcadia Beach shipwreck cottage Bar Harbor
KyleRating, 5 stars6 months ago
We had a wonderful stay! The location is perfectâvery 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 reviewsLovely,private cabin w fire pit, bbq on 30 acres
IrinaRating, 5 stars3 months 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 reviewsGreat 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.
Superhost

Home in Skowhegan
4.8 out of 5 average rating, 15 reviewsCozy, Comfortable, welcoming With private suite
KatherineRating, 5 stars2 months ago
Marks place made our trip to visit family very comfortable and convenient to visit in the middle of winter. Very cozy and inviting and Mark was very attentive to ensuring our check-in and stay was great. If your looking for a great stay in Skowhegan with plenty of space and accommodation look no further.
Top guest favourite

Home in Orland
5 out of 5 average rating, 16 reviewsGreat View Tree Farm
AmanRating, 5 stars6 months ago
Amazing spot â easy drive to Acadia and other local spots. Close to Bucksport and other small towns for essentials. I wholeheartedly recommend.
Quick stats about vacation rentals in Islesboro
Total rentals
200 properties
Nightly prices starting at
$69Â CAD 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
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- Acadia National Park
- Pemaquid Beach
- Samoset Resort
- Pemaquid Point Lighthouse
- Northeast Harbour Golf Club
- Spragues Beach
- Dragonfly Farm & Winery
- Pinnacle Park
- Coastal Maine Botanical Gardens
- Narrow Place Beach
- Sand Beach
- Hermon Mountain Ski Area
- Gilley Beach
- Pebbly Beach
- Indian Camp Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Hero Beach
- Lighthouse Beach
- The Camden Snow Bowl
- Bear Island Beach
- Islesboro Town Beach
- Orchard Beach
- North Point Beach