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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
$1,531 SGD
Show price breakdown
for 5 nights
$1,531 SGD for 5 nights
,
·
4.97 out of 5 average rating, 109 reviews
4.97 (109)
Superhost
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,178 SGD
Show price breakdown
for 5 nights
$1,178 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews
4.99 (221)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Oct
19–24 Oct
$1,399 SGD
Show price breakdown
for 5 nights
$1,399 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
4.96 out of 5 average rating, 26 reviews
4.96 (26)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$5,571 SGD
Show price breakdown
for 5 nights
$5,571 SGD for 5 nights
Guest favourite
Guest favourite
Home in Portland
Little Island Cottage
4.96 out of 5 average rating, 27 reviews
4.96 (27)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,780 SGD
Show price breakdown
for 5 nights
$1,780 SGD for 5 nights
Guest favourite
Guest favourite
Cottage in Portland
Peaks Island Waterfront
4.93 out of 5 average rating, 118 reviews
4.93 (118)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$2,710 SGD
Show price breakdown
for 5 nights
$2,710 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
5.0 out of 5 average rating, 76 reviews
5.0 (76)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Sept
4–9 Sept
$4,259 SGD
$3,723 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
5.0 out of 5 average rating, 70 reviews
5.0 (70)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,986 SGD
Show price breakdown
for 5 nights
$3,986 SGD for 5 nights
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
4.7 out of 5 average rating, 20 reviews
4.7 (20)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$6,358 SGD
Show price breakdown
for 5 nights
$6,358 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
19–26 Sept
19–26 Sept
$8,304 SGD
Show price breakdown
for 7 nights
$8,304 SGD for 7 nights
Top guest favourite
Guest favourite
Home in Portland
The Island House
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$5,616 SGD
Show price breakdown
for 5 nights
$5,616 SGD for 5 nights
Guest favourite
Guest favourite
Home in Peaks Island
Peaks Island, Maine, Northcliffe Cottage
4.83 out of 5 average rating, 18 reviews
4.83 (18)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
6–13 Sept
6–13 Sept
$3,367 SGD
Show price breakdown
for 7 nights
$3,367 SGD for 7 nights
Free cancellation
Home in Long Island
500Island
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
23–30 Aug
23–30 Aug
$11,036 SGD
Show price breakdown
for 7 nights
$11,036 SGD for 7 nights
Free cancellation
Guest favourite
Guest favourite
Home in Portland
Island Treasure
4.87 out of 5 average rating, 134 reviews
4.87 (134)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
$1,891 SGD
Show price breakdown
for 5 nights
$1,891 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
5.0 out of 5 average rating, 9 reviews
5.0 (9)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$4,982 SGD
Show price breakdown
for 5 nights
$4,982 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Portland
Baxter’s Place: Private room; sleeps 2
4.93 out of 5 average rating, 29 reviews
4.93 (29)
,
·
1 queen bed
1 queen bed
,
·
WC
WC
21–26 Aug
21–26 Aug
$1,527 SGD
Show price breakdown
for 5 nights
$1,527 SGD for 5 nights
Superhost
Superhost
Home in Portland
Unbeatable view! Peaceful spot.
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
4 bedrooms
4 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
7–12 Oct
7–12 Oct
$4,713 SGD
Show price breakdown
for 5 nights
$4,713 SGD for 5 nights
Home in Portland
Island Home, Sleeps 5-8; Close to beach/ferry
5.0 out of 5 average rating, 17 reviews
5.0 (17)
,
·
6 bedrooms
6 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
24–29 Aug
24–29 Aug
$5,854 SGD
Show price breakdown
for 5 nights
$5,854 SGD for 5 nights
Guest favourite
Guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
4.99 out of 5 average rating, 76 reviews
4.99 (76)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$4,343 SGD
Show price breakdown
for 5 nights
$4,343 SGD for 5 nights
Free cancellation
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