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Compare 427 Vacation Homes in Islesboro with updated reviews, rates, and availability.

Stay in this beautiful home: ocean views and access to midcoast Maine's charm!
Stay in this beautiful home: ocean views and access to midcoast Maine's charm!
9.2 out of 10, Wonderful, (10)

2 Bedroom Close to Town Home
2 Bedroom Close to Town Home
9.0 out of 10, Wonderful, (26)
The price is SAR 394
SAR 936 total
includes taxes & fees
2 Apr - 3 Apr

Oceanfront home on 6 acres with multi-level deck & spectacular view
Oceanfront home on 6 acres with multi-level deck & spectacular view
10.0 out of 10, Exceptional, (15)

Oceanfront retreat with sunrise views, screened porch, & deck
Oceanfront retreat with sunrise views, screened porch, & deck
9.8 out of 10, Exceptional, (34)

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
9.8 out of 10, Exceptional, (108)

Secluded lakefront home with patio & firepit, fast WiFi, wood stove & W/D
Secluded lakefront home with patio & firepit, fast WiFi, wood stove & W/D
9.4 out of 10, Exceptional, (29)

Relaxing lodge in the woods
Relaxing lodge in the woods
9.8 out of 10, Exceptional, (20)

In-town, coastal + relaxing in Rockland
In-town, coastal + relaxing in Rockland
10.0 out of 10, Exceptional, (21)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Islesboro

Island log home in Maine with ocean views
Island log home in Maine with ocean views
10.0 out of 10, Exceptional, (68)

Trade Winds on the Bay
Trade Winds on the Bay
8.2 out of 10, Very Good, (195)
The price is SAR 388
SAR 462 total
includes taxes & fees
30 Mar - 31 Mar

Cozy Cabin By The Pond, Sleeps 2
Cozy Cabin By The Pond, Sleeps 2
10.0 out of 10, Exceptional, (167)
The price is SAR 450
SAR 740 total
includes taxes & fees
4 Apr - 5 Apr
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Islesboro hotels
Recent reviews of Islesboro hotels

Grand Harbor Inn
5/5 Excellent
"Great place! View was amazing! Will definitely come back"
A verified traveler from Fort Mill stayed at Grand Harbor Inn
Posted 18 hours ago
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