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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

6–11 Sept

£2,355 total

,

5.0 out of 5 average rating, 114 reviews

Home in Islesboro

The Anchorage

4 bedrooms, 5 beds, 2 bathrooms

18–23 Sept

Free cancellation

Guest favourite

Cottage in Islesboro

Surrounded by Water

4 bedrooms, 6 beds, 1.5 bathrooms

17–24 Jan

£2,616 total

Free cancellation

5.0 out of 5 average rating, 10 reviews

Guest favourite

Cottage in Islesboro

Beautiful Cottage on Island Bluff & Beach

4 bedrooms, 5 beds, 1 bathroom

11–16 Sept

£2,711 total

5.0 out of 5 average rating, 14 reviews

Top guest favourite

Guest house in Islesboro

Milk House

1 queen bed, 1 bathroom

16–21 Oct

Free cancellation

4.97 out of 5 average rating, 67 reviews

Guest favourite

Cottage in Islesboro

Sweet, three bedroom cape on peaceful cove

3 bedrooms, 3 beds, 2 bathrooms

9–14 Sept

£1,618 total

Free cancellation

4.93 out of 5 average rating, 40 reviews

Guest favourite

Home in Islesboro

MASSIVE Oceanfront Dark Harbor Home on ISLESBORO

5 bedrooms, 7 beds, 3.5 bathrooms

7–12 Sept

£3,639 total

5.0 out of 5 average rating, 26 reviews

Home in Islesboro

Island Home

5 bedrooms, 6 beds, 2.5 bathrooms

12–19 Sept

£3,774 total

Guest favourite

Home in Islesboro

Newly built Scandinavian home

3 bedrooms, 3 beds, 2 bathrooms

22–27 Sept

£4,496 total

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Cottage in Islesboro

"The Dory" on Penobscot Bay, Mid-Coast Maine

2 bedrooms, 3 beds, 1 bathroom

5–10 Sept

£1,383 total

5.0 out of 5 average rating, 40 reviews

Guest favourite

Home in Islesboro

Charming Seaside Island Retreat

5 bedrooms, 7 beds, 2 bathrooms

1–6 Dec

£2,069 total

Free cancellation

4.88 out of 5 average rating, 8 reviews

Guest favourite

Home in Islesboro

Blue Moon Cottage

3 bedrooms, 4 beds, 1.5 bathrooms

9–14 Sept

£785 total

4.82 out of 5 average rating, 22 reviews

Top guest favourite

Home in Islesboro

Island Retreat

3 bedrooms, 3 beds, 2.5 bathrooms

7–12 Sept

5.0 out of 5 average rating, 13 reviews

Home in Islesboro

Charming 4 BR Farmhouse w/ Beach

4 bedrooms, 7 beds, 2 bathrooms

4–11 Sept

£3,663 total

4.86 out of 5 average rating, 22 reviews

Home in Islesboro

3+ Bedroom on the water with dock.

3 bedrooms, 3 beds, 3 bathrooms

10–15 Sept

£2,949 total

5.0 out of 5 average rating, 4 reviews

Home in Islesboro

FoxGlove Farm on Islesboro

4 bedrooms, 5 beds, 3 bathrooms

9–14 Sept

£3,031 total

Top guest favourite

Guest house in Islesboro

Islesboro Island Oceanfront Cottage

1 bedroom, 2 single beds, 1 bathroom

5–10 Sept

£1,641 total

5.0 out of 5 average rating, 22 reviews

Home in Islesboro

Classic Maine Island Retreat

4 bedrooms, 7 beds, 2.5 bathrooms

6–11 Sept

5.0 out of 5 average rating, 3 reviews

Guest favourite

Home in Islesboro

Charming New England Summer Barn - on an island

4 bedrooms, 6 beds, 1.5 bathrooms

17–22 Sept

5.0 out of 5 average rating, 17 reviews