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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
$3,762 SGD
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for 5 nights
$3,762 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
16–21 Aug
16–21 Aug
$1,046 SGD
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for 5 nights
$1,046 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 59 reviews
4.97 (59)
Top guest favourite
Guest favourite
Home in Islesboro
Island Retreat
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Aug
10–15 Aug
$2,296 SGD
Show price breakdown
for 5 nights
$2,296 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Home in Islesboro
FoxGlove Farm on Islesboro
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
9–15 Aug
9–15 Aug
$6,004 SGD
Show price breakdown
for 6 nights
$6,004 SGD for 6 nights
Free cancellation
Home in Islesboro
The Anchorage
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
11–16 Sept
11–16 Sept
$4,370 SGD
Show price breakdown
for 5 nights
$4,370 SGD for 5 nights
Free cancellation
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
$15,427 SGD
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for 5 nights
$15,427 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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
$5,882 SGD
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for 7 nights
$5,882 SGD for 7 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$3,382 SGD
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for 7 nights
$3,382 SGD for 7 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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
$3,572 SGD
Show price breakdown
for 5 nights
$3,572 SGD for 5 nights
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
$2,507 SGD
$2,213 SGD
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for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
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
$3,398 SGD
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for 5 nights
$3,398 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
$2,584 SGD
Show price breakdown
for 5 nights
$2,584 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 39 reviews
4.92 (39)
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
$5,814 SGD
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for 5 nights
$5,814 SGD for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
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
7–12 Aug
7–12 Aug
$2,622 SGD
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for 5 nights
$2,622 SGD for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Home in Islesboro
Charming 4 BR Farmhouse w/ Beach
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
17–24 Aug
17–24 Aug
$5,852 SGD
Show price breakdown
for 7 nights
$5,852 SGD for 7 nights
Free cancellation
4.86 out of 5 average rating, 21 reviews
4.86 (21)
Home in Islesboro
Island Home
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
15–22 Aug
15–22 Aug
$5,776 SGD
Show price breakdown
for 7 nights
$5,776 SGD for 7 nights
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
$1,285 SGD
Show price breakdown
for 5 nights
$1,285 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Home in Islesboro
Newly built Scandinavian home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$7,195 SGD
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for 5 nights
$7,195 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Islesboro
Charming New England Summer Barn - on an island
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Sept
5–10 Sept
$3,140 SGD
$2,441 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
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