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Search results; Over 1,000 homes in Southampton

Guest favourite
Home in Southampton
Luxury Hamptons Poolside Paradise w/ Outdoor Sauna
5 bedrooms, 6 beds, 3.5 bathrooms
9–14 Sept
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4.98 out of 5 average rating, 55 reviews
Superhost
Villa in Southampton
US Golf Open & Ocean View Retreat, Walk to Event
4 bedrooms, 4 beds
15–20 Oct
4.83 out of 5 average rating, 6 reviews
Guest favourite
Home in Southampton
Minutes from the beach, brand new 3 bedroom
3 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Holiday home in Hampton Bays
Hamptons house -ultra-private backyard, near beach
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Guest house in Southampton
Contemporary Cottage
1 bedroom, 1 queen bed
18–23 Aug
5.0 out of 5 average rating, 79 reviews
Home in Southampton
Private Heated Pool • Fire Pit • Southampton
4 bedrooms, 4 beds
10–15 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Southampton
Brand New Sun Filled Home
5 bedrooms, 8 beds
9–14 Aug
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Mattituck
Lakehouse Getaway North Fork
3 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 46 reviews
Superhost
Home in Hampton Bays
luxury Beachy House
4 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Home in Quogue
Hamptons Beach Getaway
3 bedrooms, 3 beds
3–8 Aug
Guest favourite
Home in Southampton
Luxe Southampton Home w/Pool 5 Min To Town & Beach
3 bedrooms, 4 beds
5–10 Sept
4.98 out of 5 average rating, 58 reviews
Top guest favourite
Room in Southampton
Perfect in SH ~ Private Room Near Village Center
1 queen bed
27 Sept – 2 Oct
4.97 out of 5 average rating, 174 reviews
Guest favourite
Home in East Quogue
Home in East Quogue
4 bedrooms, 6 beds
3–8 Sept
5.0 out of 5 average rating, 12 reviews
Guest house in Southampton
Waterfront Cottage in the Hamptons
3 bedrooms, 3 beds
14–19 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Southampton
Dream Colonial with Heated Pool Southampton, NY
4 bedrooms, 4 king beds
13–18 Aug
5.0 out of 5 average rating, 29 reviews
Home in Mattituck
Beach House 300ft to Private Bay Beach. Big yard.
3 bedrooms, 7 beds
4–11 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Southampton
Chic Southampton Getaway Heated Pool; Near Village
5 bedrooms, 5 king beds
8–13 Sept
4.91 out of 5 average rating, 23 reviews
Top guest favourite
Home in Southampton
Spectacular Southampton Retreat!
4 bedrooms, 5 beds
14–19 Sept
4.97 out of 5 average rating, 58 reviews
Home in Rocky Point
Waterfront Retreat on LI Sound • Pool • Views
4 bedrooms, 4 beds
24–29 Nov
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