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Search results; Over 1,000 homes in Islesboro
Over 1,000 homes in Islesboro
Top guest favourite
Guest favourite
Guest house in Islesboro
Islesboro Island Oceanfront Cottage
1 bedroom
,
·
2 beds
,
·
1 private bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,601 SGD
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for 5 nights
$2,601 SGD for 5 nights
,
·
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Top guest favourite
Guest favourite
Guest house in Islesboro
Milk House
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$1,191 SGD
$1,038 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 65 reviews
4.97 (65)
Guest favourite
Guest favourite
Villa in Islesboro
Bounty Cove Getaway and Private Nature Preserve
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
24–29 Aug
24–29 Aug
$15,304 SGD
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for 5 nights
$15,304 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Cottage in Islesboro
Islesboro Boathouse
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$3,732 SGD
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for 5 nights
$3,732 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 113 reviews
5.0 (113)
Guest favourite
Guest favourite
Cottage in Islesboro
Surrounded by Water
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
13–20 Sept
13–20 Sept
$3,355 SGD
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for 7 nights
$3,355 SGD for 7 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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
27 Aug – 1 Sept
27 Aug – 1 Sept
$4,267 SGD
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for 5 nights
$4,267 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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
$3,280 SGD
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for 5 nights
$3,280 SGD for 5 nights
4.86 out of 5 average rating, 7 reviews
4.86 (7)
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
9–14 Sept
9–14 Sept
$2,564 SGD
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for 5 nights
$2,564 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 39 reviews
4.92 (39)
Top guest favourite
Guest favourite
Home in Islesboro
Island Retreat
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
7–12 Sept
7–12 Sept
$2,309 SGD
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for 5 nights
$2,309 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Home in Islesboro
The Anchorage
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
11–16 Sept
11–16 Sept
$3,988 SGD
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for 5 nights
$3,988 SGD for 5 nights
Pay $0 today
Free cancellation
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
7–12 Sept
7–12 Sept
$5,768 SGD
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for 5 nights
$5,768 SGD for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Home in Islesboro
3+ Bedroom on the water with dock.
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
21–26 Aug
21–26 Aug
$4,679 SGD
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for 5 nights
$4,679 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
7–12 Sept
7–12 Sept
$2,487 SGD
$2,195 SGD
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for 5 nights
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Home in Islesboro
Classic Maine Island Retreat
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Aug
19–24 Aug
$3,756 SGD
$3,340 SGD
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for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Home in Islesboro
Charming 4 BR Farmhouse w/ Beach
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
23–30 Aug
23–30 Aug
$5,805 SGD
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for 7 nights
$5,805 SGD for 7 nights
Pay $0 today
Free cancellation
4.86 out of 5 average rating, 21 reviews
4.86 (21)
Flat in Islesboro
The Roost
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,780 SGD
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for 5 nights
$1,780 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Islesboro
FoxGlove Farm on Islesboro
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
20–26 Aug
20–26 Aug
$5,802 SGD
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for 6 nights
$5,802 SGD for 6 nights
Pay $0 today
Free cancellation
Home in Islesboro
Island Home
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Aug – 5 Sept
29 Aug – 5 Sept
$5,971 SGD
Show price breakdown
for 7 nights
$5,971 SGD for 7 nights
Guest favourite
Guest favourite
Home in Islesboro
Blue Moon Cottage
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
26 Aug – 2 Sept
26 Aug – 2 Sept
$1,790 SGD
$1,636 SGD
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for 7 nights
Weekly discount
4.82 out of 5 average rating, 22 reviews
4.82 (22)
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