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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
20–25 Jul
20–25 Jul
$2,627 SGD
Show price breakdown
for 5 nights
$2,627 SGD for 5 nights
,
·
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Top guest favourite
Guest favourite
Guest house in Islesboro
Milk House
4.96 out of 5 average rating, 54 reviews
4.96 (54)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,048 SGD
Show price breakdown
for 5 nights
$1,048 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
22–27 Jul
22–27 Jul
$2,171 SGD
Show price breakdown
for 5 nights
$2,171 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Islesboro
Islesboro Boathouse
5.0 out of 5 average rating, 111 reviews
5.0 (111)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
26–31 Oct
26–31 Oct
$3,770 SGD
Show price breakdown
for 5 nights
$3,770 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Cottage in Islesboro
Beautiful Cottage on Island Bluff & Beach
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
23–30 Aug
23–30 Aug
$6,427 SGD
Show price breakdown
for 7 nights
$6,427 SGD for 7 nights
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
$3,804 SGD
Show price breakdown
for 5 nights
$3,804 SGD for 5 nights
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
$3,313 SGD
Show price breakdown
for 5 nights
$3,313 SGD for 5 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
$15,457 SGD
Show price breakdown
for 5 nights
$15,457 SGD for 5 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
$4,379 SGD
Show price breakdown
for 5 nights
$4,379 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
$5,863 SGD
Show price breakdown
for 7 nights
$5,863 SGD for 7 nights
Free cancellation
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
7–12 Sept
7–12 Sept
$5,825 SGD
Show price breakdown
for 5 nights
$5,825 SGD for 5 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
$3,605 SGD
Show price breakdown
for 5 nights
$3,605 SGD for 5 nights
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)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Aug
19–24 Aug
$2,587 SGD
Show price breakdown
for 5 nights
$2,587 SGD for 5 nights
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
$6,016 SGD
Show price breakdown
for 6 nights
$6,016 SGD for 6 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)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,318 SGD
Show price breakdown
for 5 nights
$1,318 SGD for 5 nights
Free cancellation
Home in Islesboro
Newly built Scandinavian home
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$7,209 SGD
Show price breakdown
for 5 nights
$7,209 SGD for 5 nights
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
$5,787 SGD
Show price breakdown
for 7 nights
$5,787 SGD for 7 nights
Home in Islesboro
Charming New England Summer Barn - on an island
5.0 out of 5 average rating, 15 reviews
5.0 (15)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Aug
22–27 Aug
$3,174 SGD
$2,856 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Northport
Double On The Rocks, ocean view family retreat
5.0 out of 5 average rating, 18 reviews
5.0 (18)
,
·
7 bedrooms
7 bedrooms
,
·
9 beds
9 beds
,
·
4 bathrooms
4 bathrooms
22–27 Oct
22–27 Oct
$4,199 SGD
Show price breakdown
for 5 nights
$4,199 SGD for 5 nights
Free cancellation
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