Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Peaks Island
Check in / Check out
Any week
Guests
Add guests
Filters
0
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
Show map
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
1–6 Jul
1–6 Jul
$1,598 SGD
Show price breakdown
for 5 nights
$1,598 SGD for 5 nights
,
·
4.97 out of 5 average rating, 108 reviews
4.97 (108)
Superhost
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$1,429 SGD
Show price breakdown
for 5 nights
$1,429 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,485 SGD
Show price breakdown
for 5 nights
$1,485 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 215 reviews
4.99 (215)
Top guest favourite
Guest favourite
Place to stay in Portland
Carrabassett Lodge
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Sept
2–7 Sept
$1,793 SGD
Show price breakdown
for 5 nights
$1,793 SGD for 5 nights
5.0 out of 5 average rating, 132 reviews
5.0 (132)
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
1–6 Sept
1–6 Sept
$4,259 SGD
$3,793 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 72 reviews
5.0 (72)
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
25–30 Jul
25–30 Jul
$5,723 SGD
Show price breakdown
for 5 nights
$5,723 SGD for 5 nights
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Guest favourite
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$954 SGD
Show price breakdown
for 5 nights
$954 SGD for 5 nights
4.85 out of 5 average rating, 249 reviews
4.85 (249)
Guest favourite
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,832 SGD
Show price breakdown
for 5 nights
$1,832 SGD for 5 nights
4.96 out of 5 average rating, 25 reviews
4.96 (25)
Guest favourite
Guest favourite
Cottage in Portland
Island Romance
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,587 SGD
Show price breakdown
for 5 nights
$1,587 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 25 reviews
4.92 (25)
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
29 Aug – 5 Sept
29 Aug – 5 Sept
$8,317 SGD
Show price breakdown
for 7 nights
$8,317 SGD for 7 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
26 Jul – 2 Aug
26 Jul – 2 Aug
$10,566 SGD
Show price breakdown
for 7 nights
$10,566 SGD for 7 nights
5.0 out of 5 average rating, 81 reviews
5.0 (81)
Home in Portland
Cozy Cape on Peaks Island
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
28 Sept – 5 Oct
28 Sept – 5 Oct
$9,996 SGD
Show price breakdown
for 7 nights
$9,996 SGD for 7 nights
Guest favourite
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,871 SGD
$3,356 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 119 reviews
4.9 (119)
Guest favourite
Guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
23–30 Aug
23–30 Aug
$17,511 SGD
Show price breakdown
for 7 nights
$17,511 SGD for 7 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Cottage in Portland
Dream Maine Cottage on Peaks Island
3 bedrooms
3 bedrooms
,
·
8 beds
8 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Sept
9–14 Sept
$5,074 SGD
Show price breakdown
for 5 nights
$5,074 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Room in Peaks Island
Peaks Islnd Charming xtra lng dbl-Harborside
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$2,106 SGD
Show price breakdown
for 5 nights
$2,106 SGD for 5 nights
4.8 out of 5 average rating, 120 reviews
4.8 (120)
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
$3,014 SGD
Show price breakdown
for 5 nights
$3,014 SGD for 5 nights
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Guest favourite
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–15 Aug
8–15 Aug
$8,294 SGD
Show price breakdown
for 7 nights
$8,294 SGD for 7 nights
4.96 out of 5 average rating, 26 reviews
4.96 (26)
Guest favourite
Guest favourite
Home in Portland
Oceanfront Home on Peaks Island
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$7,440 SGD
Show price breakdown
for 5 nights
$7,440 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 108 reviews
4.95 (108)
1
2
3
4
…
15
