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Search results; Over 1,000 homes in Peaks Island, Portland
Over 1,000 homes in Peaks Island, Portland
Guest favourite
Guest favourite
Home in Peaks Island
Panoramic Sea Views, Oceanic Hot Tub
3 bedrooms
,
·
6 beds
,
·
2.5 private bathrooms
16–23 Aug
16–23 Aug
$6,901 SGD
Show price breakdown
for 7 nights
$6,901 SGD for 7 nights
,
·
4.91 out of 5 average rating, 90 reviews
4.91 (90)
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
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
$1,370 SGD
Show price breakdown
for 5 nights
$1,370 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 221 reviews
4.99 (221)
Top guest favourite
Guest favourite
Room in Peaks Island
Island Room with a View
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,530 SGD
Show price breakdown
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
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
$1,728 SGD
Show price breakdown
for 5 nights
$1,728 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
1–6 Jan
1–6 Jan
$2,686 SGD
Show price breakdown
for 5 nights
$2,686 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 121 reviews
4.93 (121)
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
$1,508 SGD
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for 5 nights
$1,508 SGD for 5 nights
4.93 out of 5 average rating, 30 reviews
4.93 (30)
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
$1,765 SGD
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for 5 nights
$1,765 SGD for 5 nights
4.96 out of 5 average rating, 28 reviews
4.96 (28)
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
$4,305 SGD
Show price breakdown
for 5 nights
$4,305 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 76 reviews
4.99 (76)
Home in Portland
Historic Island Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Nov
1–6 Nov
$1,888 SGD
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for 5 nights
$1,888 SGD for 5 nights
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
$4,222 SGD
$3,690 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 77 reviews
5.0 (77)
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
$3,172 SGD
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for 5 nights
$3,172 SGD for 5 nights
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Guest favourite
Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$5,516 SGD
Show price breakdown
for 5 nights
$5,516 SGD for 5 nights
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Superhost
Superhost
Home in Portland
Summertime
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–23 Aug
16–23 Aug
$2,877 SGD
Show price breakdown
for 7 nights
$2,877 SGD for 7 nights
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
$5,557 SGD
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for 5 nights
$5,557 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Home in Portland
Unbeatable view! Peaceful spot.
4 bedrooms
4 bedrooms
,
·
2 double beds
2 double beds
,
·
2 bathrooms
2 bathrooms
7–12 Oct
7–12 Oct
$4,672 SGD
Show price breakdown
for 5 nights
$4,672 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
$1,230 SGD
Show price breakdown
for 5 nights
$1,230 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 117 reviews
4.98 (117)
Superhost
Superhost
Home in Portland
Classic Charm, Ocean View
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$4,672 SGD
Show price breakdown
for 5 nights
$4,672 SGD for 5 nights
Free cancellation
Superhost
Superhost
Home in Portland
The Dwelling Place
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–30 Aug
23–30 Aug
$3,147 SGD
Show price breakdown
for 7 nights
$3,147 SGD for 7 nights
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