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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
$3,768 SGD
Show price breakdown
for 5 nights
$3,768 SGD for 5 nights
,
·
5.0 out of 5 average rating, 109 reviews
5.0 (109)
Top guest favourite
Guest favourite
Guest house in Islesboro
Milk House
4.96 out of 5 average rating, 51 reviews
4.96 (51)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$1,074 SGD
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for 5 nights
$1,074 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, 18 reviews
5.0 (18)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Jul
20–25 Jul
$2,626 SGD
Show price breakdown
for 5 nights
$2,626 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)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,317 SGD
Show price breakdown
for 5 nights
$1,317 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, 25 reviews
5.0 (25)
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
6–11 Jul
6–11 Jul
$5,823 SGD
Show price breakdown
for 5 nights
$5,823 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Villa in Islesboro
Bounty Cove Getaway and Private Nature Preserve
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
24–29 Aug
24–29 Aug
$15,450 SGD
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for 5 nights
$15,450 SGD for 5 nights
Pay $0 today
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)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$2,581 SGD
Show price breakdown
for 5 nights
$2,581 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, 10 reviews
5.0 (10)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
23–30 Aug
23–30 Aug
$6,378 SGD
Show price breakdown
for 7 nights
$6,378 SGD for 7 nights
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
6–11 Jul
6–11 Jul
$2,454 SGD
$2,180 SGD
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for 5 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
$4,377 SGD
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for 5 nights
$4,377 SGD for 5 nights
Pay $0 today
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
$3,462 SGD
Show price breakdown
for 5 nights
$3,462 SGD for 5 nights
Free cancellation
Home in Islesboro
Charming 4 BR Farmhouse w/ Beach
4.85 out of 5 average rating, 20 reviews
4.85 (20)
,
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4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
5–12 Jul
5–12 Jul
$5,861 SGD
Show price breakdown
for 7 nights
$5,861 SGD for 7 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)
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
8–13 Aug
8–13 Aug
$3,311 SGD
Show price breakdown
for 5 nights
$3,311 SGD for 5 nights
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
$6,013 SGD
Show price breakdown
for 6 nights
$6,013 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)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$7,398 SGD
Show price breakdown
for 5 nights
$7,398 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Lincolnville
Ashgrove Garden on the Ocean
4.99 out of 5 average rating, 68 reviews
4.99 (68)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Oct
24–29 Oct
$1,028 SGD
Show price breakdown
for 5 nights
$1,028 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Northport
Cozy Coastal Cottage overlooking Bay. Think Fall!
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$2,093 SGD
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for 5 nights
$2,093 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Lincolnville
Cozy Coastal New England Farmhouse
4.78 out of 5 average rating, 73 reviews
4.78 (73)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Nov
2–7 Nov
$885 SGD
Show price breakdown
for 5 nights
$885 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
$5,709 SGD
Show price breakdown
for 7 nights
$5,709 SGD for 7 nights
Free cancellation
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