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 Southold
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 Southold
Over 1,000 homes in Southold
Top guest favourite
Guest favourite
Room in Westbrook
The Captain James Suite
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$1,205 SGD
Show price breakdown
for 5 nights
$1,205 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 102 reviews
4.92 (102)
Top guest favourite
Guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
No bathroom
No bathroom
6–11 Sept
6–11 Sept
$2,152 SGD
Show price breakdown
for 5 nights
$2,152 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 95 reviews
5.0 (95)
Top guest favourite
Guest favourite
Flat in Sag Harbor
Artists pet friendly apartment and cabin, sauna.
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$2,428 SGD
Show price breakdown
for 5 nights
$2,428 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Flat in Old Saybrook
Charming Center of it All Location
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,905 SGD
Show price breakdown
for 5 nights
$1,905 SGD for 5 nights
4.99 out of 5 average rating, 68 reviews
4.99 (68)
Guest favourite
Guest favourite
Rooms in East Hampton
Treetops Room at Ober Oaks in The Hamptons
2 bedrooms
2 bedrooms
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$2,138 SGD
Show price breakdown
for 5 nights
$2,138 SGD for 5 nights
4.95 out of 5 average rating, 56 reviews
4.95 (56)
Guest favourite
Guest favourite
Home in East Marion
Heavenly Craftsman Home
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$3,371 SGD
$3,048 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 9 reviews
4.89 (9)
Home in Orient
Orient cottage in the Village
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
$4,190 SGD
Show price breakdown
for 5 nights
$4,190 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Sag Harbor
Sag Harbor Summer House
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$6,948 SGD
Show price breakdown
for 5 nights
$6,948 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in East Marion
Charming North Fork escape by the beach
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–15 Sept
8–15 Sept
$4,008 SGD
Show price breakdown
for 7 nights
$4,008 SGD for 7 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Home in Sag Harbor
The Cooper-Burke House
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$2,895 SGD
Show price breakdown
for 5 nights
$2,895 SGD for 5 nights
4.9 out of 5 average rating, 115 reviews
4.9 (115)
Top guest favourite
Guest favourite
Cottage in Sag Harbor
Hamptons Waterfront Getaway – Stylish & Serene
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$9,087 SGD
$7,001 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Top guest favourite
Guest favourite
Room in Sag Harbor
Room 1 Bed & Breakfast in the Heart of Sag Harbor
1 bed
1 bed
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
$1,705 SGD
Show price breakdown
for 5 nights
$1,705 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Cottage in Greenport
Greenport Beachfront Cottage
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Sept
14–19 Sept
$3,675 SGD
Show price breakdown
for 5 nights
$3,675 SGD for 5 nights
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Home in East Hampton
Springs Modern
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–17 Sept
10–17 Sept
$3,078 SGD
$2,610 SGD
Show price breakdown
for 7 nights
Weekly discount
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Guest suite in East Hampton
Hamptons Dream Suite
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$3,672 SGD
$2,706 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 160 reviews
4.98 (160)
Top guest favourite
Guest favourite
Room in East Hampton
Peaceful Suite w/Pool, Hot tub, Private Entry.
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,705 SGD
Show price breakdown
for 5 nights
$1,705 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Guest suite in Shelter Island
Chic and Cozy Suite with Private Entrance
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$2,071 SGD
Show price breakdown
for 5 nights
$2,071 SGD for 5 nights
4.98 out of 5 average rating, 53 reviews
4.98 (53)
Top guest favourite
Guest favourite
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,354 SGD
Show price breakdown
for 5 nights
$2,354 SGD for 5 nights
4.95 out of 5 average rating, 20 reviews
4.95 (20)
1
2
3
4
…
15
