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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
1–6 Jul
1–6 Jul
$1,598 SGD
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for 5 nights
$1,598 SGD for 5 nights
,
·
4.97 out of 5 average rating, 108 reviews
4.97 (108)
Superhost
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$1,427 SGD
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for 5 nights
$1,427 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,485 SGD
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for 5 nights
$1,485 SGD for 5 nights
4.99 out of 5 average rating, 215 reviews
4.99 (215)
Top guest favourite
Guest favourite
Place to stay in Portland
Carrabassett Lodge
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Sept
2–7 Sept
$1,793 SGD
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for 5 nights
$1,793 SGD for 5 nights
5.0 out of 5 average rating, 132 reviews
5.0 (132)
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
1–6 Sept
1–6 Sept
$4,259 SGD
$3,793 SGD
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for 5 nights
5.0 out of 5 average rating, 72 reviews
5.0 (72)
Guest favourite
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,832 SGD
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for 5 nights
$1,832 SGD for 5 nights
4.96 out of 5 average rating, 25 reviews
4.96 (25)
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
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,871 SGD
$3,356 SGD
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for 5 nights
4.9 out of 5 average rating, 119 reviews
4.9 (119)
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
29 Aug – 5 Sept
29 Aug – 5 Sept
$8,317 SGD
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for 7 nights
$8,317 SGD for 7 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
8–15 Aug
8–15 Aug
$8,294 SGD
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for 7 nights
$8,294 SGD for 7 nights
4.96 out of 5 average rating, 26 reviews
4.96 (26)
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
$3,014 SGD
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for 5 nights
$3,014 SGD for 5 nights
5.0 out of 5 average rating, 21 reviews
5.0 (21)
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
23–30 Aug
23–30 Aug
$3,373 SGD
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for 7 nights
$3,373 SGD for 7 nights
4.83 out of 5 average rating, 18 reviews
4.83 (18)
Guest favourite
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,785 SGD
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for 5 nights
$2,785 SGD for 5 nights
4.93 out of 5 average rating, 117 reviews
4.93 (117)
Guest favourite
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$5,111 SGD
$4,654 SGD
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for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Superhost
Superhost
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
6–13 Sept
6–13 Sept
$3,030 SGD
$2,527 SGD
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for 7 nights
New place to stay
New
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
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,836 SGD
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for 5 nights
$1,836 SGD for 5 nights
4.96 out of 5 average rating, 166 reviews
4.96 (166)
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
1–8 Aug
1–8 Aug
$10,850 SGD
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for 7 nights
$10,850 SGD for 7 nights
4.7 out of 5 average rating, 20 reviews
4.7 (20)
Home in Long Island
Ocean Side Cottage
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,796 SGD
Show price breakdown
for 5 nights
$2,796 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Oct
8–13 Oct
$5,880 SGD
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for 5 nights
$5,880 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
26 Jul – 2 Aug
26 Jul – 2 Aug
$10,566 SGD
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for 7 nights
$10,566 SGD for 7 nights
5.0 out of 5 average rating, 81 reviews
5.0 (81)
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