Vacation Rentals By Owner In Southampton, NY

Showing 60 Of 391 Vacation Rentals

Exceptional(2)

$371.89

/ Nightly

Apartment

Sugarloaf Annex- Lovely 1 bedroom apartment minutes from shopping and beaches

Southampton, New York, United States

Bed

Bath

Sleeps

$769.48

/ Nightly

Condo

nice condo

Southampton, New York, United States

Bed

Bath

Sleeps

$2717.73

/ Nightly

Private Vacation Home

Luxurious, private, very comfortable Shinnecock Hills home minutes from US Open

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(6)

$1043.64

/ Nightly

Private Vacation Home

Beautiful Home In SH Village!

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(22)

$1219.43

/ Nightly

Private Vacation Home

Southampton Village So of Hwy; water View PREMIER HOST

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(9)

$1062.14

/ Nightly

Private Vacation Home

Southampton Luxury Estate with Pool, Sunset Bay Views & Resort-Style Backyard

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(26)

$1475.13

/ Nightly

Private Vacation Home

Wooded Oasis and Guest House in Hamptons!

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(3)

$2085.55

/ Nightly

Private Vacation Home

Southampton Village South, less than a mile to the beach

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(24)

$2831.69

/ Nightly

Private Vacation Home

Stunning Southampton Getaway - 0.4 miles from Shinnecock Hills Golf Club

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(1)

$4420.55

/ Nightly

Private Vacation Home

Waterfront Southampton home with dock, pool, gym, great for groups

Southampton, New York, United States

Bed

Bath

Sleeps

$220.51

/ Nightly

Apartment

Cozy 1-bedroom studio in lovely Southampton with utilities included

Southampton, New York, United States

Bed

Bath

Sleeps

$3883.74

/ Nightly

Private Vacation Home

Beautiful 5-bedroom home with private tennis court & pool Southampton village

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(8)

$716.7

/ Nightly

Private Vacation Home

Private Bayfront Living, Water Views

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(5)

$1591.96

/ Nightly

Private Vacation Home

Gorgeous 4 bed 3 bath home with Pool - walking distance to beach

Southampton, New York, United States

Bed

Bath

Sleeps

$4616.11

/ Nightly

Private Vacation Home

Family Home

Southampton, New York, United States

Bed

Bath

Sleeps

$2104.32

/ Nightly

Private Vacation Home

Spacious 5-Bedroom, 4.5 Bath Beach House in Enchanting Village of Southampton

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(21)

$731.58

/ Nightly

Private Vacation Home

Year-Round Hamptons Waterfront, Renovated, Sunsets, Prime Location, Dock

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(58)

$1457.83

/ Nightly

Private Vacation Home

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(21)

$2954.22

/ Nightly

Private Vacation Home

SH Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!

Southampton, New York, United States

Bed

Bath

Sleeps

$667.22

/ Nightly

Private Vacation Home

Cute 3-bedroom ranch in heart of Southampton village

Southampton, New York, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Private vacation home

View 364 Private vacation home

Most popular vacation rentals in Southampton

$1148.57

/ Nightly

Private vacation home

Newly Renovated, Modern home with pool, cathedral ceilings, open-floor...

Southampton, New York, United States

Bed

Bath

Sleeps

$1089.19

/ Nightly

Private vacation home

Cheerful 4 Bedroom 2 Bath Southampton Home

Southampton, New York, United States

Bed

Bath

Sleeps

$1095.66

/ Nightly

Private vacation home

Tranquility at the Water’s Edge

Southampton, New York, United States

Bed

Bath

Sleeps

$1109.37

/ Nightly

Private vacation home

Minutes from the beach, brand new 4 bedroom

Southampton, New York, United States

Bed

Bath

Sleeps

$1117.38

/ Nightly

Private vacation home

Private 2.1 acre gated home with heated pool and tennis & pickleball court

Southampton, New York, United States

Bed

Bath

Sleeps

$1133.03

/ Nightly

Private vacation home

Modern designed 3-bedroom 2 bath home on a quiet, 1 acre, Southampton cul-de-sac

Southampton, New York, United States

Bed

Bath

Sleeps

$1198.77

/ Nightly

Private vacation home

4-bedroom house in North Sea Southampton with Private lake property

Southampton, New York, United States

Bed

Bath

Sleeps

$1206.34

/ Nightly

Private vacation home

Southampton Gem House with Beautiful Heated Pool

Southampton, New York, United States

Bed

Bath

Sleeps

$1202.73

/ Nightly

Private vacation home

Charming Southampton Village Cottage

Southampton, New York, United States

Bed

Bath

Sleeps

$1088.60

/ Nightly

Private vacation home

Cottage in Southampton Village

Southampton, New York, United States

Bed

Bath

Sleeps

Vacation Rentals By Owner In Southampton, NY

$371.89

$769.48

$2717.73

$1043.64

$1219.43

$1062.14

$1475.13

$2085.55

$2831.69

$4420.55

$220.51

$3883.74

$716.7

$1591.96

$4616.11

$2104.32

$731.58

$1457.83

$2954.22

$667.22

Rent a place that suits your needs

Most popular vacation rentals in Southampton

$1148.57

$1089.19

$1095.66

$1109.37

$1117.38

$1133.03

$1198.77

$1206.34

$1202.73

$1088.60

Most Popular Cities in New York