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Search results; Over 1,000 homes in Peaks Island, Portland
Over 1,000 homes in Peaks Island, Portland
Top guest favourite
Guest favourite
Room in Peaks Island
Island Room with a View
1 bedroom
,
·
1 bed
,
·
1 shared bathroom
9–14 Aug
9–14 Aug
$1,526 SGD
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for 5 nights
$1,526 SGD for 5 nights
,
·
4.97 out of 5 average rating, 109 reviews
4.97 (109)
Top guest favourite
Guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Oct
19–24 Oct
$1,395 SGD
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for 5 nights
$1,395 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 221 reviews
4.99 (221)
Superhost
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed
1 bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,175 SGD
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for 5 nights
$1,175 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$2,702 SGD
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for 5 nights
$2,702 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 120 reviews
4.93 (120)
Guest favourite
Guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$4,330 SGD
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for 5 nights
$4,330 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 76 reviews
4.99 (76)
Top guest favourite
Guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Sept
4–9 Sept
$4,247 SGD
$3,712 SGD
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for 5 nights
5.0 out of 5 average rating, 76 reviews
5.0 (76)
Guest favourite
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,775 SGD
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for 5 nights
$1,775 SGD for 5 nights
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Guest favourite
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$5,555 SGD
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for 5 nights
$5,555 SGD for 5 nights
4.96 out of 5 average rating, 26 reviews
4.96 (26)
Guest favourite
Guest favourite
Cottage in Portland
Artist's Retreat
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
1–6 Jan
1–6 Jan
$1,825 SGD
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for 5 nights
$1,825 SGD for 5 nights
Free cancellation
4.84 out of 5 average rating, 164 reviews
4.84 (164)
Top guest favourite
Guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
19–26 Sept
19–26 Sept
$8,280 SGD
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for 7 nights
$8,280 SGD for 7 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favourite
Guest favourite
Home in Portland
Island Treasure
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
$1,886 SGD
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for 5 nights
$1,886 SGD for 5 nights
4.87 out of 5 average rating, 134 reviews
4.87 (134)
Top guest favourite
Guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,975 SGD
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for 5 nights
$3,975 SGD for 5 nights
5.0 out of 5 average rating, 70 reviews
5.0 (70)
Top guest favourite
Guest favourite
Room in Portland
Baxter’s Place: Private room; sleeps 2
1 queen bed
1 queen bed
,
·
WC
WC
21–26 Aug
21–26 Aug
$1,523 SGD
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for 5 nights
$1,523 SGD for 5 nights
4.93 out of 5 average rating, 29 reviews
4.93 (29)
Top guest favourite
Guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
6–11 Sept
6–11 Sept
$3,191 SGD
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for 5 nights
$3,191 SGD for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Home in Long Island
500Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
23–30 Aug
23–30 Aug
$11,004 SGD
Show price breakdown
for 7 nights
$11,004 SGD for 7 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$4,968 SGD
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for 5 nights
$4,968 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
27 Oct – 1 Nov
27 Oct – 1 Nov
$2,573 SGD
$2,249 SGD
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for 5 nights
4.9 out of 5 average rating, 122 reviews
4.9 (122)
Top guest favourite
Guest favourite
Home in Portland
The Island House
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$5,600 SGD
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for 5 nights
$5,600 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Cottage in Portland
Captain's Quarters on Peaks Island
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Jan
1–6 Jan
$2,355 SGD
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for 5 nights
$2,355 SGD for 5 nights
4.98 out of 5 average rating, 40 reviews
4.98 (40)
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