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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
26–31 Jul
26–31 Jul
$1,529 SGD
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for 5 nights
$1,529 SGD for 5 nights
,
·
4.97 out of 5 average rating, 108 reviews
4.97 (108)
Top guest favourite
Guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom
1 bedroom
,
·
2 beds
2 beds
19–24 Oct
19–24 Oct
$1,359 SGD
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for 5 nights
$1,359 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 221 reviews
4.99 (221)
Superhost
Superhost
4
Reviews
5.0
Stars
Rating
2
Years hosting
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed
1 bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,170 SGD
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for 5 nights
$1,170 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
19–26 Sept
19–26 Sept
$8,294 SGD
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for 7 nights
$8,294 SGD for 7 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
10–15 Aug
10–15 Aug
$3,894 SGD
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for 5 nights
$3,894 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 76 reviews
5.0 (76)
Top guest favourite
Guest favourite
Cottage in Portland
Captain's Quarters on Peaks Island
1 bedroom
1 bedroom
,
·
1 bed
1 bed
1–6 Jan
1–6 Jan
$2,359 SGD
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for 5 nights
$2,359 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Guest favourite
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,706 SGD
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for 5 nights
$2,706 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 118 reviews
4.93 (118)
Guest favourite
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
16–21 Aug
16–21 Aug
$1,778 SGD
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for 5 nights
$1,778 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Guest favourite
Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
20–25 Sept
20–25 Sept
$5,707 SGD
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for 5 nights
$5,707 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 39 reviews
4.95 (39)
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
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,981 SGD
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for 5 nights
$3,981 SGD for 5 nights
5.0 out of 5 average rating, 69 reviews
5.0 (69)
Guest favourite
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
27 Oct – 1 Nov
27 Oct – 1 Nov
$2,577 SGD
$2,253 SGD
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for 5 nights
4.9 out of 5 average rating, 122 reviews
4.9 (122)
Guest favourite
Guest favourite
Home in Portland
Island Treasure
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
22–27 Aug
22–27 Aug
$1,889 SGD
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for 5 nights
$1,889 SGD for 5 nights
Free cancellation
4.86 out of 5 average rating, 133 reviews
4.86 (133)
Guest favourite
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
12–17 Sept
12–17 Sept
$5,500 SGD
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for 5 nights
$5,500 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 26 reviews
4.96 (26)
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
1–8 Aug
1–8 Aug
$10,541 SGD
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for 7 nights
$10,541 SGD for 7 nights
4.7 out of 5 average rating, 20 reviews
4.7 (20)
Top guest favourite
Guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
6–11 Sept
6–11 Sept
$3,196 SGD
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for 5 nights
$3,196 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Top guest favourite
Guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
21–26 Nov
21–26 Nov
$3,286 SGD
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for 5 nights
$3,286 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Home in Portland
Island Getaway, Short ferry ride to Portland
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
8–13 Sept
8–13 Sept
$2,034 SGD
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for 5 nights
$2,034 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Top guest favourite
Guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
14–19 Sept
14–19 Sept
$1,776 SGD
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for 5 nights
$1,776 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 170 reviews
4.96 (170)
Top guest favourite
Guest favourite
Home in Portland
The Island House
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
9–14 Aug
9–14 Aug
$5,610 SGD
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for 5 nights
$5,610 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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