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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
Flat in Peaks Island
Beach Front, Waterfront, Ferry Beach
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
7–12 Sept
7–12 Sept
$3,815 SGD
$3,103 SGD
Show price breakdown
for 5 nights
,
·
5.0 out of 5 average rating, 47 reviews
5.0 (47)
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
Show price breakdown
for 5 nights
$1,161 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
$1,340 SGD
Show price breakdown
for 5 nights
$1,340 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 223 reviews
4.99 (223)
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
$1,762 SGD
Show price breakdown
for 5 nights
$1,762 SGD for 5 nights
4.97 out of 5 average rating, 30 reviews
4.97 (30)
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
10–15 Aug
10–15 Aug
$5,536 SGD
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for 5 nights
$5,536 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$4,299 SGD
Show price breakdown
for 5 nights
$4,299 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 76 reviews
4.99 (76)
Top guest favourite
Guest favourite
Room in Peaks Island
Island Room with a View
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$1,530 SGD
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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
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
$4,217 SGD
$3,686 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 78 reviews
5.0 (78)
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
$3,832 SGD
Show price breakdown
for 5 nights
$3,832 SGD for 5 nights
5.0 out of 5 average rating, 70 reviews
5.0 (70)
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
$10,926 SGD
Show price breakdown
for 7 nights
$10,926 SGD for 7 nights
Free cancellation
New place to stay
New
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
$4,590 SGD
$3,937 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$6,295 SGD
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for 5 nights
$6,295 SGD for 5 nights
4.7 out of 5 average rating, 20 reviews
4.7 (20)
Home in Portland
Historic Island Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Nov
1–6 Nov
$1,886 SGD
Show price breakdown
for 5 nights
$1,886 SGD for 5 nights
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
$3,168 SGD
Show price breakdown
for 5 nights
$3,168 SGD for 5 nights
5.0 out of 5 average rating, 28 reviews
5.0 (28)
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
$1,491 SGD
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for 5 nights
$1,491 SGD for 5 nights
4.93 out of 5 average rating, 30 reviews
4.93 (30)
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
$4,666 SGD
Show price breakdown
for 5 nights
$4,666 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Cottage in Long Island
Picturesque Maine water view Long Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
27 Sept – 4 Oct
27 Sept – 4 Oct
$4,592 SGD
Show price breakdown
for 7 nights
$4,592 SGD for 7 nights
4.82 out of 5 average rating, 50 reviews
4.82 (50)
Guest favourite
Guest favourite
Home in Portland
Island Treasure
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$1,873 SGD
Show price breakdown
for 5 nights
$1,873 SGD for 5 nights
4.85 out of 5 average rating, 136 reviews
4.85 (136)
Top guest favourite
Guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–7 Nov
1–7 Nov
$5,139 SGD
Show price breakdown
for 6 nights
$5,139 SGD for 6 nights
Free cancellation
5.0 out of 5 average rating, 35 reviews
5.0 (35)
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