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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
$1,539 SGD
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for 5 nights
$1,539 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
Pay $0 today
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
$1,168 SGD
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for 5 nights
$1,168 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
14–19 Sept
14–19 Sept
$1,738 SGD
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for 5 nights
$1,738 SGD for 5 nights
4.97 out of 5 average rating, 173 reviews
4.97 (173)
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
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 120 reviews
4.93 (120)
Guest favourite
Guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
6–11 Sept
6–11 Sept
$12,132 SGD
$9,868 SGD
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for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Room in Peaks Island
Peaks Islnd Charming xtra lng dbl-Harborside
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$2,039 SGD
$1,717 SGD
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for 5 nights
4.8 out of 5 average rating, 122 reviews
4.8 (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
$5,589 SGD
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for 5 nights
$5,589 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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
$1,517 SGD
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for 5 nights
$1,517 SGD for 5 nights
4.93 out of 5 average rating, 29 reviews
4.93 (29)
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, 77 reviews
5.0 (77)
Top guest favourite
Guest favourite
Home in Portland
Ocean view cottage Peaks Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$4,482 SGD
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for 5 nights
$4,482 SGD for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
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
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 76 reviews
4.99 (76)
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)
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
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)
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
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)
Top guest favourite
Guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Nov
23–28 Nov
$720 SGD
$656 SGD
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for 5 nights
4.9 out of 5 average rating, 460 reviews
4.9 (460)
Guest favourite
Guest favourite
Home in Long Island
Ocean Side Cottage, Steps from the Beach
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,911 SGD
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for 5 nights
$2,911 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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