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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
8–13 Aug
8–13 Aug
$2,610 SGD
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for 5 nights
$2,610 SGD for 5 nights
,
·
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Flat in Islesboro
Coastal Island Escape
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Aug
7–12 Aug
$1,887 SGD
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for 5 nights
$1,887 SGD for 5 nights
4.75 out of 5 average rating, 4 reviews
4.75 (4)
Top guest favourite
Guest favourite
Cottage in Islesboro
Islesboro Boathouse
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$3,745 SGD
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for 5 nights
$3,745 SGD for 5 nights
5.0 out of 5 average rating, 112 reviews
5.0 (112)
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
$1,041 SGD
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for 5 nights
$1,041 SGD for 5 nights
4.97 out of 5 average rating, 63 reviews
4.97 (63)
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 Aug
13–18 Aug
$2,471 SGD
$2,023 SGD
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for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Flat in Islesboro
The Roost
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Aug
7–12 Aug
$1,831 SGD
Show price breakdown
for 5 nights
$1,831 SGD for 5 nights
New place to stay
New
Home in Islesboro
Classic Maine Island Retreat
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
14–19 Aug
14–19 Aug
$3,371 SGD
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for 5 nights
$3,371 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
$3,367 SGD
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for 7 nights
$3,367 SGD for 7 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Home in Islesboro
The Anchorage
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
11–16 Sept
11–16 Sept
$4,350 SGD
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for 5 nights
$4,350 SGD for 5 nights
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
$15,357 SGD
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for 5 nights
$15,357 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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
$2,572 SGD
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for 5 nights
$2,572 SGD for 5 nights
4.92 out of 5 average rating, 39 reviews
4.92 (39)
Home in Islesboro
FoxGlove Farm on Islesboro
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
16–22 Aug
16–22 Aug
$5,822 SGD
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for 6 nights
$5,822 SGD for 6 nights
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
$3,556 SGD
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for 5 nights
$3,556 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
22–29 Aug
22–29 Aug
$5,855 SGD
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for 7 nights
$5,855 SGD for 7 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$2,496 SGD
$2,203 SGD
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for 5 nights
5.0 out of 5 average rating, 38 reviews
5.0 (38)
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
$3,291 SGD
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for 5 nights
$3,291 SGD for 5 nights
4.8 out of 5 average rating, 5 reviews
4.8 (5)
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
$5,787 SGD
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for 5 nights
$5,787 SGD for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Top guest favourite
Guest favourite
Tiny home in Islesboro
"Boho Bungalow" Studio Island Guest Cottage
1 bedroom
1 bedroom
,
·
1 sofa bed
1 sofa bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,279 SGD
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for 5 nights
$1,279 SGD for 5 nights
4.97 out of 5 average rating, 39 reviews
4.97 (39)
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
$1,796 SGD
$1,641 SGD
Show price breakdown
for 7 nights
Weekly discount
4.82 out of 5 average rating, 22 reviews
4.82 (22)
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