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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
29 Aug – 5 Sept
29 Aug – 5 Sept
$5,355 SGD
$4,917 SGD
Show price breakdown
for 7 nights
,
·
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Superhost
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$1,421 SGD
Show price breakdown
for 5 nights
$1,421 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 219 reviews
4.99 (219)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,730 SGD
Show price breakdown
for 5 nights
$1,730 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Peaks Island
Island Room with a View
4.97 out of 5 average rating, 108 reviews
4.97 (108)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
9–14 Jul
9–14 Jul
$1,603 SGD
Show price breakdown
for 5 nights
$1,603 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, 73 reviews
5.0 (73)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Sept
4–9 Sept
$4,293 SGD
$3,828 SGD
Show price breakdown
for 5 nights
Free cancellation
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
29 Aug – 5 Sept
29 Aug – 5 Sept
$8,310 SGD
Show price breakdown
for 7 nights
$8,310 SGD for 7 nights
Free cancellation
Guest favourite
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
4.85 out of 5 average rating, 250 reviews
4.85 (250)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$925 SGD
Show price breakdown
for 5 nights
$925 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
4.99 out of 5 average rating, 75 reviews
4.99 (75)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$4,346 SGD
Show price breakdown
for 5 nights
$4,346 SGD for 5 nights
Pay $0 today
Free cancellation
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
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,783 SGD
Show price breakdown
for 5 nights
$2,783 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
4.9 out of 5 average rating, 120 reviews
4.9 (120)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,868 SGD
$3,353 SGD
Show price breakdown
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
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Oct
8–13 Oct
$5,769 SGD
Show price breakdown
for 5 nights
$5,769 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Portland
Little Island Cottage
4.96 out of 5 average rating, 26 reviews
4.96 (26)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$1,841 SGD
Show price breakdown
for 5 nights
$1,841 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
5.0 out of 5 average rating, 9 reviews
5.0 (9)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$4,613 SGD
$4,147 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
5.0 out of 5 average rating, 35 reviews
5.0 (35)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$5,261 SGD
Show price breakdown
for 5 nights
$5,261 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4.95 out of 5 average rating, 39 reviews
4.95 (39)
,
·
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$5,718 SGD
Show price breakdown
for 5 nights
$5,718 SGD for 5 nights
Free cancellation
Superhost
Superhost
Cabin in Yarmouth
Woodland Cottage
New place to stay
New
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,403 SGD
Show price breakdown
for 5 nights
$1,403 SGD for 5 nights
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
8–15 Aug
8–15 Aug
$8,288 SGD
Show price breakdown
for 7 nights
$8,288 SGD for 7 nights
Free cancellation
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
4.98 out of 5 average rating, 189 reviews
4.98 (189)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,258 SGD
Show price breakdown
for 5 nights
$1,258 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Cabin in Portland
Sequester on Peaks Island
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,868 SGD
Show price breakdown
for 5 nights
$1,868 SGD for 5 nights
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