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
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
filters
Filters
Price
Type of place
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
Cozy Island room in a charming home
1 bedroom
,
·
1 bed
,
·
1 shared bathroom
2–7 Jul
2–7 Jul
$1,500 SGD
Show price breakdown
for 5 nights
$1,500 SGD for 5 nights
,
·
4.93 out of 5 average rating, 136 reviews
4.93 (136)
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
$1,533 SGD
$1,400 SGD
Show price breakdown
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
2–7 Jul
2–7 Jul
$1,601 SGD
Show price breakdown
for 5 nights
$1,601 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, 217 reviews
4.99 (217)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,482 SGD
Show price breakdown
for 5 nights
$1,482 SGD for 5 nights
Pay $0 today
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, 249 reviews
4.85 (249)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$955 SGD
Show price breakdown
for 5 nights
$955 SGD 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
$8,324 SGD
Show price breakdown
for 7 nights
$8,324 SGD for 7 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
5.0 out of 5 average rating, 72 reviews
5.0 (72)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$4,262 SGD
$3,796 SGD
Show price breakdown
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
$4,353 SGD
Show price breakdown
for 5 nights
$4,353 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Cottage in Portland
Artist's Retreat
4.84 out of 5 average rating, 161 reviews
4.84 (161)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$2,269 SGD
Show price breakdown
for 5 nights
$2,269 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, 119 reviews
4.9 (119)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,875 SGD
$3,359 SGD
Show price breakdown
for 5 nights
Guest favourite
Guest favourite
Home in Portland
Little Island Cottage
4.96 out of 5 average rating, 25 reviews
4.96 (25)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,833 SGD
Show price breakdown
for 5 nights
$1,833 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Cottage in Portland
Peaks Island Waterfront
4.93 out of 5 average rating, 117 reviews
4.93 (117)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,788 SGD
Show price breakdown
for 5 nights
$2,788 SGD for 5 nights
Pay $0 today
Free cancellation
Place to stay in Portland
Baxter’s Place: Private room; sleeps 2
4.92 out of 5 average rating, 24 reviews
4.92 (24)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
Toilet with sink
Toilet with sink
12–17 Jul
12–17 Jul
$1,354 SGD
Show price breakdown
for 5 nights
$1,354 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
5.0 out of 5 average rating, 22 reviews
5.0 (22)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
6–11 Sept
6–11 Sept
$3,017 SGD
Show price breakdown
for 5 nights
$3,017 SGD for 5 nights
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
$1,871 SGD
Show price breakdown
for 5 nights
$1,871 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
5.0 out of 5 average rating, 81 reviews
5.0 (81)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
26 Jul – 2 Aug
26 Jul – 2 Aug
$10,576 SGD
Show price breakdown
for 7 nights
$10,576 SGD for 7 nights
Guest favourite
Guest favourite
Home in Portland
Oceanfront Home on Peaks Island
4.95 out of 5 average rating, 108 reviews
4.95 (108)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$7,446 SGD
Show price breakdown
for 5 nights
$7,446 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
4.98 out of 5 average rating, 185 reviews
4.98 (185)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,261 SGD
Show price breakdown
for 5 nights
$1,261 SGD for 5 nights
Pay $0 today
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
8–15 Aug
8–15 Aug
$8,301 SGD
Show price breakdown
for 7 nights
$8,301 SGD for 7 nights
Free cancellation
1
2
3
4
…
15