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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
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for 5 nights
$1,531 SGD for 5 nights
,
·
4.97 out of 5 average rating, 109 reviews
4.97 (109)
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
$1,162 SGD
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for 5 nights
$1,162 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
$1,371 SGD
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for 5 nights
$1,371 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 221 reviews
4.99 (221)
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
$4,308 SGD
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for 5 nights
$4,308 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 76 reviews
4.99 (76)
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
$1,766 SGD
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for 5 nights
$1,766 SGD for 5 nights
4.96 out of 5 average rating, 28 reviews
4.96 (28)
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
$2,688 SGD
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for 5 nights
$2,688 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 121 reviews
4.93 (121)
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
$4,225 SGD
$3,693 SGD
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for 5 nights
5.0 out of 5 average rating, 77 reviews
5.0 (77)
Home in Long Island
500Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
23–30 Aug
23–30 Aug
$10,947 SGD
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for 7 nights
$10,947 SGD for 7 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,217 SGD
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for 5 nights
$1,217 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 195 reviews
4.98 (195)
Top guest favourite
Guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$4,694 SGD
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for 5 nights
$4,694 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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
$5,560 SGD
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for 5 nights
$5,560 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
$1,509 SGD
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for 5 nights
$1,509 SGD for 5 nights
4.93 out of 5 average rating, 30 reviews
4.93 (30)
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
$2,343 SGD
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for 5 nights
$2,343 SGD for 5 nights
4.98 out of 5 average rating, 40 reviews
4.98 (40)
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
$3,840 SGD
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for 5 nights
$3,840 SGD for 5 nights
5.0 out of 5 average rating, 70 reviews
5.0 (70)
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
$8,237 SGD
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for 7 nights
$8,237 SGD for 7 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$1,876 SGD
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for 5 nights
$1,876 SGD for 5 nights
4.87 out of 5 average rating, 135 reviews
4.87 (135)
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$6,307 SGD
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for 5 nights
$6,307 SGD for 5 nights
4.7 out of 5 average rating, 20 reviews
4.7 (20)
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
$4,675 SGD
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for 5 nights
$4,675 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
$1,816 SGD
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for 5 nights
$1,816 SGD for 5 nights
Free cancellation
4.84 out of 5 average rating, 164 reviews
4.84 (164)
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