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Search results; Over 1,000 homes in Islesboro
Over 1,000 homes in Islesboro
Top guest favourite
Guest favourite
Cottage in Islesboro
Islesboro Boathouse
1 bedroom
,
·
1 bed
,
·
1 private bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$3,697 SGD
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for 5 nights
$3,697 SGD for 5 nights
,
·
5.0 out of 5 average rating, 114 reviews
5.0 (114)
Guest favourite
Guest favourite
Home in Islesboro
Charming Seaside Island Retreat
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
1–6 Dec
1–6 Dec
$3,249 SGD
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for 5 nights
$3,249 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 9 reviews
4.89 (9)
Top guest favourite
Guest favourite
Cottage in Islesboro
Beautiful Cottage on Island Bluff & Beach
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
19–24 Sept
19–24 Sept
$4,262 SGD
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for 5 nights
$4,262 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Home in Islesboro
The Colony
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$2,462 SGD
$1,980 SGD
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for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Home in Islesboro
The Anchorage
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
18–23 Sept
18–23 Sept
$4,181 SGD
$3,763 SGD
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for 5 nights
Guest favourite
Guest favourite
Home in Islesboro
MASSIVE Oceanfront Dark Harbor Home on ISLESBORO
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
15–20 Sept
15–20 Sept
$4,033 SGD
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for 5 nights
$4,033 SGD for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Home in Islesboro
Island Home
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–26 Sept
19–26 Sept
$5,935 SGD
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for 7 nights
$5,935 SGD for 7 nights
Guest favourite
Guest favourite
Cottage in Islesboro
Ocean Front Island Cottage
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
22–27 Sept
22–27 Sept
$1,233 SGD
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for 5 nights
$1,233 SGD for 5 nights
Free cancellation
4.81 out of 5 average rating, 59 reviews
4.81 (59)
Guest favourite
Guest favourite
Cottage in Islesboro
Surrounded by Water
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
20–27 Jun
20–27 Jun
$4,107 SGD
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for 7 nights
$4,107 SGD for 7 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Home in Islesboro
Classic Maine Island Retreat
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$3,690 SGD
$3,223 SGD
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for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Guest house in Islesboro
Milk House
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Oct
16–21 Oct
$1,180 SGD
$1,028 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 67 reviews
4.97 (67)
Guest favourite
Guest favourite
Home in Islesboro
Blue Moon Cottage
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
20–27 Sept
20–27 Sept
$1,699 SGD
$1,553 SGD
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for 7 nights
Weekly discount
4.82 out of 5 average rating, 22 reviews
4.82 (22)
Top guest favourite
Guest favourite
Home in Islesboro
Newly built Scandinavian home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
22–27 Sept
22–27 Sept
$7,070 SGD
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for 5 nights
$7,070 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Home in Islesboro
Island Retreat
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
13–18 Sept
13–18 Sept
$2,287 SGD
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for 5 nights
$2,287 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Cottage in Islesboro
"The Dory" on Penobscot Bay, Mid-Coast Maine
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$2,390 SGD
$2,111 SGD
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for 5 nights
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Guest favourite
Guest favourite
Cottage in Islesboro
Sweet, three bedroom cape on peaceful cove
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Sept
15–20 Sept
$2,509 SGD
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for 5 nights
$2,509 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 41 reviews
4.93 (41)
Home in Islesboro
3+ Bedroom on the water with dock.
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
$4,630 SGD
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for 5 nights
$4,630 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Islesboro
FoxGlove Farm on Islesboro
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
15–20 Sept
15–20 Sept
$5,394 SGD
$4,767 SGD
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for 5 nights
Top guest favourite
Guest favourite
Guest house in Islesboro
Islesboro Island Oceanfront Cottage
1 bedroom
1 bedroom
,
·
2 single beds
2 single beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$2,577 SGD
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for 5 nights
$2,577 SGD for 5 nights
5.0 out of 5 average rating, 23 reviews
5.0 (23)
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