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 Long 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 Long Island
Over 1,000 homes in Long Island
Superhost
Superhost
Cottage in Long Island
Grace Cottage
2 bedrooms
,
·
5 beds
,
·
2 private bathrooms
6–11 Sept
6–11 Sept
$3,713 SGD
$3,288 SGD
Show price breakdown
for 5 nights
,
·
4.92 out of 5 average rating, 48 reviews
4.92 (48)
Home in Long Island
500Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
23–30 Aug
23–30 Aug
$10,921 SGD
Show price breakdown
for 7 nights
$10,921 SGD for 7 nights
Pay $0 today
Free cancellation
Townhouse in Long Island
Maine Island Escape - close to Portland!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
7–12 Sept
7–12 Sept
$3,770 SGD
Show price breakdown
for 5 nights
$3,770 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Cottage in Long Island
A Once in a Lifetime Oceanfront Escape
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
1–6 Sept
1–6 Sept
$6,716 SGD
Show price breakdown
for 5 nights
$6,716 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
24–29 Oct
24–29 Oct
$2,394 SGD
Show price breakdown
for 5 nights
$2,394 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 82 reviews
4.98 (82)
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
7–12 Sept
7–12 Sept
$6,292 SGD
Show price breakdown
for 5 nights
$6,292 SGD for 5 nights
4.7 out of 5 average rating, 20 reviews
4.7 (20)
Top guest favourite
Guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
6–11 Sept
6–11 Sept
$3,090 SGD
Show price breakdown
for 5 nights
$3,090 SGD for 5 nights
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Guest favourite
Guest favourite
Cabin in Portland
Sequester on Peaks Island
1 bedroom
1 bedroom
,
·
2 beds
2 beds
12–17 Sept
12–17 Sept
$1,678 SGD
Show price breakdown
for 5 nights
$1,678 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Home in Portland
Historic Island Retreat | Pool, Beaches & Ferry
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
27 Aug – 1 Sept
27 Aug – 1 Sept
$5,311 SGD
Show price breakdown
for 5 nights
$5,311 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
4–9 Oct
4–9 Oct
$2,328 SGD
$2,047 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Flat in Yarmouth
The Royal Retreat.
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
9–14 Oct
9–14 Oct
$2,287 SGD
$1,871 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed
1 bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,319 SGD
$1,171 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Home in Portland
Island Home, Sleeps 5-8; Close to beach/ferry
6 bedrooms
6 bedrooms
,
·
6 beds
6 beds
24–29 Aug
24–29 Aug
$4,764 SGD
Show price breakdown
for 5 nights
$4,764 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Top guest favourite
Guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$4,619 SGD
$4,188 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
19–26 Sept
19–26 Sept
$8,218 SGD
Show price breakdown
for 7 nights
$8,218 SGD for 7 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Home in Portland
Classic Charm, Ocean View
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
28 Sept – 3 Oct
28 Sept – 3 Oct
$5,316 SGD
$4,664 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Home in Yarmouth
Oceanfront Cottage
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
2–9 Jan
2–9 Jan
$7,162 SGD
Show price breakdown
for 7 nights
$7,162 SGD for 7 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Home in Harpswell
Sunset Stunner w/summer dock
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
25–30 Oct
25–30 Oct
$2,790 SGD
Show price breakdown
for 5 nights
$2,790 SGD for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Top guest favourite
Guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
13–18 Sept
13–18 Sept
$2,563 SGD
$2,057 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
1
2
3
4
…
15
