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
Home in Southold
Luxury by the Sea!!
3 bedrooms
,
·
4 beds
,
·
2.5 private bathrooms
21–26 Jul
21–26 Jul
$6,610 SGD
Show price breakdown
for 5 nights
$6,610 SGD for 5 nights
,
·
4.94 out of 5 average rating, 53 reviews
4.94 (53)
Top guest favourite
Guest favourite
Home in East Marion
Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
5.0 out of 5 average rating, 25 reviews
5.0 (25)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
10–17 Jul
10–17 Jul
$11,545 SGD
Show price breakdown
for 7 nights
$11,545 SGD for 7 nights
Guest favourite
Guest favourite
Home in East Marion
Charming North Fork escape by the beach
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–15 Sept
8–15 Sept
$4,118 SGD
Show price breakdown
for 7 nights
$4,118 SGD for 7 nights
Home in Amagansett
Unit 211: Cottage | Ocean View | Striper
2 bedrooms
2 bedrooms
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$4,147 SGD
Show price breakdown
for 5 nights
$4,147 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Southold
Best of the North Fork with Heated Pool and Dock
4.97 out of 5 average rating, 33 reviews
4.97 (33)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Sept
12–17 Sept
$5,338 SGD
Show price breakdown
for 5 nights
$5,338 SGD for 5 nights
Guest favourite
Guest favourite
Home in Southold
Family and Dog Friendly Private Beach
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$5,025 SGD
Show price breakdown
for 5 nights
$5,025 SGD for 5 nights
Top guest favourite
Guest favourite
Cottage in Shelter Island
Shelter Island Cottage
4.95 out of 5 average rating, 37 reviews
4.95 (37)
,
·
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$10,371 SGD
Show price breakdown
for 5 nights
$10,371 SGD for 5 nights
Top guest favourite
Guest favourite
Home in East Marion
POOL + Beach Oasis! Winter deals 2+ nights!
4.97 out of 5 average rating, 29 reviews
4.97 (29)
,
·
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
4–9 Oct
4–9 Oct
$6,253 SGD
Show price breakdown
for 5 nights
$6,253 SGD for 5 nights
Top guest favourite
Guest favourite
Home in East Hampton
Bay Access Cottage + Pilates Gym
5.0 out of 5 average rating, 65 reviews
5.0 (65)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$2,251 SGD
Show price breakdown
for 5 nights
$2,251 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Greenport
The North Star: Greenport Waterview Beach Getaway
4.95 out of 5 average rating, 63 reviews
4.95 (63)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$4,124 SGD
Show price breakdown
for 5 nights
$4,124 SGD for 5 nights
Top guest favourite
Guest favourite
Home in East Hampton
East Hampton Rental w/ Pool, Moments to Amenities
5.0 out of 5 average rating, 82 reviews
5.0 (82)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
1–6 Aug
1–6 Aug
$10,787 SGD
$9,494 SGD
Show price breakdown
for 5 nights
Home in East Hampton
Charming Home for a Perfect Escape
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$9,532 SGD
Show price breakdown
for 5 nights
$9,532 SGD for 5 nights
Guest favourite
Guest favourite
Home in Orient
Orient Point Family Waterfront Home
4.96 out of 5 average rating, 23 reviews
4.96 (23)
,
·
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
26–31 Jul
26–31 Jul
$12,734 SGD
Show price breakdown
for 5 nights
$12,734 SGD for 5 nights
Top guest favourite
Guest favourite
Home in East Hampton
Elegant Springs Retreat (New Construction)
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
4 bedrooms
4 bedrooms
,
·
3.5 bathrooms
3.5 bathrooms
8–13 Sept
8–13 Sept
$8,824 SGD
Show price breakdown
for 5 nights
$8,824 SGD for 5 nights
Guest favourite
Guest favourite
Home in Shelter Island
New vacation house on the island with the pool
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
10–15 Jul
10–15 Jul
$13,116 SGD
Show price breakdown
for 5 nights
$13,116 SGD for 5 nights
Top guest favourite
Guest favourite
Bungalow in East Hampton
Charming Bungalow on the Bay
5.0 out of 5 average rating, 24 reviews
5.0 (24)
,
·
2 bedrooms
2 bedrooms
,
·
7 beds
7 beds
,
·
1.5 bathrooms
1.5 bathrooms
8–13 Aug
8–13 Aug
$8,430 SGD
Show price breakdown
for 5 nights
$8,430 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Sag Harbor
Sag Harbor Chic Mid-Century Retreat
4.99 out of 5 average rating, 76 reviews
4.99 (76)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$6,024 SGD
Show price breakdown
for 5 nights
$6,024 SGD for 5 nights
Home in East Hampton
East Hampton Retreat - Steps from Sammy’s Beach
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
7–12 Sept
7–12 Sept
$10,676 SGD
Show price breakdown
for 5 nights
$10,676 SGD for 5 nights
Guest favourite
Guest favourite
Home in East Marion
North Fork Coastal living in East Marion
4.88 out of 5 average rating, 99 reviews
4.88 (99)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
21–26 Jul
21–26 Jul
$6,909 SGD
$6,101 SGD
Show price breakdown
for 5 nights
1
2
3
4
…
15
