
Holiday rentals in Islesboro
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Top-rated holiday rentals in Islesboro
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Islesboro holiday rentals
Other great holiday rentals in Islesboro

Home in Islesboro
5 out of 5 average rating, 5 reviewsSurrounded by Water
Guest favourite

Home in Deer Isle
4.93 out of 5 average rating, 41 reviewsLupine Landing
Superhost

Flat in Northport
4.8 out of 5 average rating, 20 reviews5 Atlantic Farm Cottage

Cottage in Islesboro
4.81 out of 5 average rating, 54 reviewsOcean Front Island Cottage
Top guest favourite

Cottage in Northport
4.9 out of 5 average rating, 21 reviewsAndaru

Guest house in Islesboro
4.97 out of 5 average rating, 37 reviewsMain Cabin at Coveside on Islesboro
Guest favourite

Home in Islesboro
4.75 out of 5 average rating, 16 reviewsBlue Moon Cottage

Home in Islesboro
5 out of 5 average rating, 3 reviewsIsland Retreat
Quick stats about holiday rentals in Islesboro
Total rentals
210 properties
Nightly prices starting at
₹4,307 before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Destinations to explore
- Portland Holiday rentals
- China Holiday rentals
- Bar Harbor Holiday rentals
- Mid-Coast Holiday rentals
- Southern Maine Coast Holiday rentals
- Old Orchard Beach Holiday rentals
- Scarborough Holiday rentals
- Bangor Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Waterfront rentals Islesboro
- Beachfront rentals Islesboro
- Flat rentals Islesboro
- Pet-friendly rentals Islesboro
- Rentals with a washing machine and dryer Islesboro
- Fitness-friendly rentals Islesboro
- Rentals with a patio Islesboro
- House rentals Islesboro
- Cabin rentals Islesboro
- Family-friendly rentals Islesboro
- Rentals with beach access Islesboro
- Family-friendly rentals Islesboro
- Rentals with outdoor seating Islesboro
- Rentals with a fireplace Islesboro
- Cottage rentals Islesboro
- Rentals with a firepit Islesboro
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- Acadia National Park
- Pemaquid Beach
- Northeast Harbour Golf Club
- Samoset Resort
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Pebbly Beach
- Kebo Valley Golf Club
- Hermon Mountain Ski Area
- Indian Camp Beach
- Lighthouse Beach
- Sand Beach
- Dragonfly Farm & Winery
- Rockland Breakwater Light
- Hero Beach
- Spragues Beach
- Three Island Beach
- The Camden Snow Bowl
- Pinnacle Park
- Eaton Mountain Ski Resort
- Farnsworth Art Museum
- Narrow Place Beach
- Driftwood Beach
- Bear Island Beach