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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
$3,692 SGD
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for 5 nights
$3,692 SGD for 5 nights
,
·
5.0 out of 5 average rating, 114 reviews
5.0 (114)
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
$4,661 SGD
$4,028 SGD
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for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Home in Islesboro
The Anchorage
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
18–23 Sept
18–23 Sept
$4,177 SGD
$3,759 SGD
Show price breakdown
for 5 nights
Free cancellation
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
$5,928 SGD
Show price breakdown
for 7 nights
$5,928 SGD for 7 nights
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
15–20 Sept
15–20 Sept
$4,258 SGD
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for 5 nights
$4,258 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
$3,245 SGD
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for 5 nights
$3,245 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 9 reviews
4.89 (9)
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
$4,103 SGD
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for 7 nights
$4,103 SGD for 7 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Home in Islesboro
Island Retreat
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Sept
9–14 Sept
$2,285 SGD
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for 5 nights
$2,285 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
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
10–15 Sept
10–15 Sept
$11,785 SGD
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for 5 nights
$11,785 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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
$1,697 SGD
$1,551 SGD
Show price breakdown
for 7 nights
Weekly discount
4.82 out of 5 average rating, 22 reviews
4.82 (22)
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
$1,179 SGD
$1,027 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
Cottage in Islesboro
Sweet, three bedroom cape on peaceful cove
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
11–16 Sept
11–16 Sept
$2,506 SGD
Show price breakdown
for 5 nights
$2,506 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 41 reviews
4.93 (41)
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
$7,062 SGD
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for 5 nights
$7,062 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
9–14 Sept
9–14 Sept
$2,534 SGD
$2,235 SGD
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for 5 nights
5.0 out of 5 average rating, 40 reviews
5.0 (40)
Home in Islesboro
Charming 4 BR Farmhouse w/ Beach
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
8–15 Sept
8–15 Sept
$5,744 SGD
Show price breakdown
for 7 nights
$5,744 SGD for 7 nights
4.86 out of 5 average rating, 22 reviews
4.86 (22)
Home in Islesboro
FoxGlove Farm on Islesboro
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
11–16 Sept
11–16 Sept
$4,761 SGD
Show price breakdown
for 5 nights
$4,761 SGD 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
9–14 Sept
9–14 Sept
$2,574 SGD
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for 5 nights
$2,574 SGD for 5 nights
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Home in Islesboro
3+ Bedroom on the water with dock.
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
10–15 Sept
10–15 Sept
$4,625 SGD
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for 5 nights
$4,625 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
$3,686 SGD
$3,220 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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