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Search results; Over 1,000 homes in Islesboro

Top guest favourite
Cottage in Islesboro
Islesboro Boathouse
1 bedroom, 1 bed, 1 private bathroom
10–15 Jul
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5.0 out of 5 average rating, 109 reviews
Top guest favourite
Guest house in Islesboro
Milk House
1 queen bed, 1 bathroom
11–16 Jul
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Guest house in Islesboro
Islesboro Island Oceanfront Cottage
1 bedroom, 2 single beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 18 reviews
Home in Islesboro
Classic Maine Island Retreat
4 bedrooms, 7 beds, 2.5 bathrooms
1–6 Jul
Guest favourite
Cottage in Islesboro
Beautiful Cottage on Island Bluff & Beach
4 bedrooms, 5 beds, 1 bathroom
23–30 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Villa in Islesboro
Bounty Cove Getaway and Private Nature Preserve
5 bedrooms, 8 beds, 5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Tiny home in Islesboro
"Boho Bungalow" Studio Island Guest Cottage
1 bedroom, 1 sofa bed, 1 bathroom
8–13 Aug
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Home in Islesboro
MASSIVE Oceanfront Dark Harbor Home on ISLESBORO
5 bedrooms, 7 beds, 3.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 25 reviews
Home in Islesboro
FoxGlove Farm on Islesboro
4 bedrooms, 5 beds, 3 bathrooms
2–8 Jul
Home in Islesboro
The Anchorage
4 bedrooms, 5 beds, 2 bathrooms
11–16 Sept
Top guest favourite
Home in Islesboro
Island Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 8 reviews
Home in Islesboro
Charming Seaside Island Retreat
5 bedrooms, 7 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Lincolnville
Ashgrove Garden on the Ocean
1 bedroom, 1 queen bed, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 68 reviews
Home in Islesboro
Charming New England Summer Barn - on an island
4 bedrooms, 6 beds, 1.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cottage in Northport
Cozy Coastal Cottage Aug. 10-14 just opened up!
3 bedrooms, 4 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Lincolnville
Rocky Top Hideaway with level 2 charging station.
1 bedroom, 1 king bed, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 129 reviews
Home in Islesboro
Charming 4 BR Farmhouse w/ Beach
4 bedrooms, 7 beds, 2 bathrooms
5–12 Jul
4.85 out of 5 average rating, 20 reviews
Top guest favourite
Home in Lincolnville
Antique Barn Apartment at Salt Water Farm
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 58 reviews
Home in Islesboro
Newly built Scandinavian home
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews