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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
Flat in Peaks Island
Beach Front, Waterfront, Ferry Beach
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
7–12 Sept
7–12 Sept
$3,815 SGD
$3,103 SGD
Show price breakdown
for 5 nights
,
·
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Guest favourite
Guest favourite
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
$1,161 SGD
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for 5 nights
$1,161 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
$1,340 SGD
Show price breakdown
for 5 nights
$1,340 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 223 reviews
4.99 (223)
Top guest favourite
Guest favourite
Room in Peaks Island
Island Room with a View
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$1,530 SGD
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for 5 nights
$1,530 SGD for 5 nights
4.97 out of 5 average rating, 109 reviews
4.97 (109)
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
$4,217 SGD
$3,686 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 78 reviews
5.0 (78)
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
$1,762 SGD
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for 5 nights
$1,762 SGD for 5 nights
4.97 out of 5 average rating, 30 reviews
4.97 (30)
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
10–15 Aug
10–15 Aug
$5,536 SGD
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for 5 nights
$5,536 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$1,491 SGD
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for 5 nights
$1,491 SGD for 5 nights
4.93 out of 5 average rating, 30 reviews
4.93 (30)
Superhost
Superhost
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,267 SGD
Show price breakdown
for 5 nights
$2,267 SGD for 5 nights
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
WC
WC
7–12 Sept
7–12 Sept
$1,229 SGD
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for 5 nights
$1,229 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 117 reviews
4.98 (117)
Top guest favourite
Guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
1–6 Nov
1–6 Nov
$1,358 SGD
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for 5 nights
$1,358 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,832 SGD
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for 5 nights
$3,832 SGD for 5 nights
5.0 out of 5 average rating, 70 reviews
5.0 (70)
Apartment in Portland
Cozy Coveside Island Retreat
2 bedrooms
2 bedrooms
,
·
2 single beds
2 single beds
,
·
1.5 bathrooms
1.5 bathrooms
26–31 Aug
26–31 Aug
$2,128 SGD
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for 5 nights
$2,128 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Home in Portland
Island Treasure
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$1,873 SGD
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for 5 nights
$1,873 SGD for 5 nights
4.85 out of 5 average rating, 136 reviews
4.85 (136)
Superhost
Superhost
Home in Portland
Summertime
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–30 Aug
23–30 Aug
$2,873 SGD
Show price breakdown
for 7 nights
$2,873 SGD for 7 nights
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
$2,406 SGD
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for 5 nights
$2,406 SGD for 5 nights
Pay $0 today
Free cancellation
4.84 out of 5 average rating, 164 reviews
4.84 (164)
Guest favourite
Guest favourite
Room in Peaks Island
Peaks Islnd Charming xtra lng dbl-Harborside
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
14–19 Aug
14–19 Aug
$2,025 SGD
$1,705 SGD
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for 5 nights
4.8 out of 5 average rating, 122 reviews
4.8 (122)
Guest favourite
Guest favourite
Home in Peaks Island
Peaks Island, Maine, Northcliffe Cottage
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
6–13 Sept
6–13 Sept
$3,334 SGD
Show price breakdown
for 7 nights
$3,334 SGD for 7 nights
Pay $0 today
Free cancellation
4.83 out of 5 average rating, 18 reviews
4.83 (18)
Guest favourite
Guest favourite
Cabin in Portland
Sequester on Peaks Island
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,679 SGD
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for 5 nights
$1,679 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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