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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
26–31 Oct
26–31 Oct
$3,775 SGD
Show price breakdown
for 5 nights
$3,775 SGD for 5 nights
,
·
5.0 out of 5 average rating, 110 reviews
5.0 (110)
Top guest favourite
Guest favourite
Guest house in Islesboro
Milk House
4.96 out of 5 average rating, 52 reviews
4.96 (52)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$1,076 SGD
Show price breakdown
for 5 nights
$1,076 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in Islesboro
Islesboro Island Oceanfront Cottage
5.0 out of 5 average rating, 19 reviews
5.0 (19)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Jul
20–25 Jul
$2,631 SGD
Show price breakdown
for 5 nights
$2,631 SGD for 5 nights
Free cancellation
Home in Islesboro
Classic Maine Island Retreat
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
22–27 Jul
22–27 Jul
$3,490 SGD
Show price breakdown
for 5 nights
$3,490 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Islesboro
Island Retreat
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
2–7 Aug
2–7 Aug
$2,303 SGD
Show price breakdown
for 5 nights
$2,303 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Cottage in Islesboro
Beautiful Cottage on Island Bluff & Beach
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
23–30 Aug
23–30 Aug
$6,390 SGD
Show price breakdown
for 7 nights
$6,390 SGD for 7 nights
Guest favourite
Guest favourite
Villa in Islesboro
Bounty Cove Getaway and Private Nature Preserve
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
24–29 Aug
24–29 Aug
$15,479 SGD
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for 5 nights
$15,479 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Islesboro
MASSIVE Oceanfront Dark Harbor Home on ISLESBORO
5.0 out of 5 average rating, 26 reviews
5.0 (26)
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
8–13 Jul
8–13 Jul
$5,834 SGD
Show price breakdown
for 5 nights
$5,834 SGD for 5 nights
Free cancellation
Home in Islesboro
Charming 4 BR Farmhouse w/ Beach
4.86 out of 5 average rating, 21 reviews
4.86 (21)
,
·
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
17–24 Aug
17–24 Aug
$5,872 SGD
Show price breakdown
for 7 nights
$5,872 SGD for 7 nights
Pay $0 today
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
$4,385 SGD
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for 5 nights
$4,385 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Islesboro
Charming Seaside Island Retreat
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
8–13 Aug
8–13 Aug
$3,317 SGD
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for 5 nights
$3,317 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Islesboro
"The Dory" on Penobscot Bay, Mid-Coast Maine
5.0 out of 5 average rating, 34 reviews
5.0 (34)
,
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$2,585 SGD
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for 5 nights
$2,585 SGD for 5 nights
Free cancellation
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
$3,241 SGD
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for 5 nights
$3,241 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Tiny home in Islesboro
"Boho Bungalow" Studio Island Guest Cottage
4.97 out of 5 average rating, 38 reviews
4.97 (38)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,320 SGD
Show price breakdown
for 5 nights
$1,320 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
9–15 Aug
9–15 Aug
$6,024 SGD
Show price breakdown
for 6 nights
$6,024 SGD for 6 nights
Pay $0 today
Free cancellation
Home in Islesboro
Newly built Scandinavian home
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
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2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$7,412 SGD
Show price breakdown
for 5 nights
$7,412 SGD for 5 nights
Free cancellation
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
$5,719 SGD
Show price breakdown
for 7 nights
$5,719 SGD for 7 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Northport
Double On The Rocks, ocean view family retreat
5.0 out of 5 average rating, 17 reviews
5.0 (17)
,
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7 bedrooms
7 bedrooms
,
·
9 beds
9 beds
,
·
4 bathrooms
4 bathrooms
22–27 Oct
22–27 Oct
$4,205 SGD
Show price breakdown
for 5 nights
$4,205 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Islesboro
Charming New England Summer Barn - on an island
5.0 out of 5 average rating, 15 reviews
5.0 (15)
,
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4 bedrooms
4 bedrooms
,
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6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Aug
22–27 Aug
$2,860 SGD
Show price breakdown
for 5 nights
$2,860 SGD for 5 nights
Free cancellation
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