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Search results; Over 1,000 homes in Southampton

Guest favourite
Home in Southampton
Southampton Perfect Cottage on pond best SEPT love
2 bedrooms, 2 beds, 1 private bathroom
8–13 Sept
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4.98 out of 5 average rating, 46 reviews
Guest favourite
Home in Southampton
Southampton Village Newly Built Gem
5 bedrooms, 6 beds, 5.5 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Home in Southampton
Hamptons Getaway Near Beach & Private Pool
4 bedrooms, 4 beds, 3 bathrooms
9–15 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Southampton
Charming House In The Village
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Southampton
Spectacular Southampton Retreat!
4 bedrooms, 5 beds, 2.5 bathrooms
2–7 Oct
4.95 out of 5 average rating, 59 reviews
Top guest favourite
Cottage in Southampton
Modern Southampton Cottage | Heated Pool & Peloton
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.96 out of 5 average rating, 114 reviews
Guest favourite
Home in Hampton Bays
luxury Beachy House
4 bedrooms, 4 beds, 5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Southampton
Luxe Southampton Home w/Pool 5 Min To Town & Beach
3 bedrooms, 4 beds, 3 bathrooms
10–15 Sept
4.98 out of 5 average rating, 61 reviews
Guest favourite
Home in Southampton
Southampton charming cottage, close to the beach
3 bedrooms, 4 beds, 3 bathrooms
22–27 Sept
4.8 out of 5 average rating, 5 reviews
Guest favourite
Home in Southampton
Vogue Editors Home, Featured Hamptons Mag, Elle D.
4 bedrooms, 4 beds, 7.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Southampton
3 Bedroom Cozy Southampton Village Oasis
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 50 reviews
Guest favourite
Home in Southampton
Chic Southampton Getaway Heated Pool; Near Village
5 bedrooms, 5 king beds, 5.5 bathrooms
9–14 Sept
4.92 out of 5 average rating, 25 reviews
Guest favourite
Cottage in Southampton
Enchanting Cottage in the Heart of Southampton Vil
1 bedroom, 1 double bed, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 69 reviews
Top guest favourite
Home in Southampton
Private Southampton Getaway | Heated Pool
4 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Rooms in Southampton
Private floor with views of Shinnecock Bay!
2 bedrooms, 2 beds, 1 bathroom
9–14 Sept
4.96 out of 5 average rating, 68 reviews
Top guest favourite
Home in Southampton
Amenities Galore: Gorgeous Southampton Rental
6 bedrooms, 6 beds, 4 bathrooms
13–18 Sept
4.96 out of 5 average rating, 49 reviews
Home in Southampton
Hampton Village Living
5 bedrooms, 6 beds, 4.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 70 reviews
Guest favourite
Home in Water Mill
Beach Barn w/ Heated Pool & Sauna - Dog Friendly
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 143 reviews
Guest favourite
Home in Southampton
Dream Colonial with Heated Pool Southampton, NY
4 bedrooms, 4 king beds, 3.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 34 reviews