Vacation Rentals By Owner In Southampton, NY

Showing 360 Of 391 Vacation Rentals

$723.61

/ Nightly

Cottage

Charming Southampton cottage by the sea

Southampton, New York, United States

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Bath

Sleeps

Exceptional(122)

$957.41

/ Nightly

Private Vacation Home

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!⛱️

Southampton, New York, United States

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Bath

Sleeps

Exceptional(2)

$861.92

/ Nightly

Private Vacation Home

Charming Waterfront Southampton Home, Perfect for Groups

Southampton, New York, United States

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Bath

Sleeps

Exceptional(12)

$1344.56

/ Nightly

Private Vacation Home

Southampton Summer House, with private Bay Beach and Pool

Southampton, New York, United States

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Bath

Sleeps

Exceptional(12)

$2994.6

/ Nightly

Private Vacation Home

Newly Renovated Pristine Southampton Colonial

Southampton, New York, United States

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Bath

Sleeps

Exceptional(1)

$211.96

/ Nightly

Private Vacation Home

1 Block From Southampton Village-1 Bedroom

Southampton, New York, United States

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Sleeps

Exceptional(17)

$1488.39

/ Nightly

Private Vacation Home

Newly renovated! Shelter Island Gem, 3 blocks from Sunset Beach

Shelter Island Heights, New York, United States

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Bath

Sleeps

Exceptional(12)

$1518

/ Nightly

Private Vacation Home

Private & Tranquil 1.03 Acre Estate in the Heart of Southampton

Southampton, New York, United States

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Bath

Sleeps

Exceptional(20)

$987.12

/ Nightly

Private Vacation Home

Fantastic Southampton Oasis

Southampton, New York, United States

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Bath

Sleeps

Exceptional(2)

$2588.74

/ Nightly

Private Vacation Home

5 Bedroom House in Shinnecock. Pool Patio, Large private backyard.

Southampton, New York, United States

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Bath

Sleeps

$1156.97

/ Nightly

Private Vacation Home

Waterfront home in Southampton on the Peconic Bay. 11 Minutes to US Golf Open.

Southampton, New York, United States

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Bath

Sleeps

Exceptional(51)

$1428.51

/ Nightly

Private Vacation Home

Southampton House South of Highway Perfect for Families

Southampton, New York, United States

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Bath

Sleeps

Exceptional(5)

$1079.67

/ Nightly

Private Vacation Home

Southampton House Renovated with a heated pool and large outdoor space

Southampton, New York, United States

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Bath

Sleeps

Exceptional(16)

$2699.89

/ Nightly

Private Vacation Home

SH Village - Close to town, beach, and 1st tee U.S. Open Golf

Southampton, New York, United States

Bed

Bath

Sleeps

Exceptional(1)

$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

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Bath

Sleeps

Exceptional(7)

$965.99

/ Nightly

Private Vacation Home

Perfect SouthHampton getaway

Southampton, New York, United States

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Bath

Sleeps

$936.61

/ Nightly

Private Vacation Home

Cozy, Quiet, Sunny Southampton Dream. Five minute walk to the beach!

Southampton, New York, United States

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Bath

Sleeps

Exceptional(8)

$2639.8

/ Nightly

Private Vacation Home

Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,...

Southampton, New York, United States

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Bath

Sleeps

$3721.19

/ Nightly

Private Vacation Home

US Open Championship Golf 2026 8 Min away.

Southampton, New York, United States

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Bath

Sleeps

$1321.24

/ Nightly

Private Vacation Home

Water View Beauty 1.5 miles from Shinnecock Hills golf club!!!

Southampton, New York, United States

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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

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Bath

Sleeps

$1089.19

/ Nightly

Private vacation home

Cheerful 4 Bedroom 2 Bath Southampton Home

Southampton, New York, United States

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Bath

Sleeps

$1095.66

/ Nightly

Private vacation home

Tranquility at the Water’s Edge

Southampton, New York, United States

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Bath

Sleeps

$1109.37

/ Nightly

Private vacation home

Minutes from the beach, brand new 4 bedroom

Southampton, New York, United States

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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

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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

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Bath

Sleeps

$1198.77

/ Nightly

Private vacation home

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

Southampton, New York, United States

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Bath

Sleeps

$1206.34

/ Nightly

Private vacation home

Southampton Gem House with Beautiful Heated Pool

Southampton, New York, United States

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Bath

Sleeps

$1202.73

/ Nightly

Private vacation home

Charming Southampton Village Cottage

Southampton, New York, United States

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Bath

Sleeps

$1088.60

/ Nightly

Private vacation home

Cottage in Southampton Village

Southampton, New York, United States

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Bath

Sleeps

Vacation Rentals By Owner In Southampton, NY

$723.61

$957.41

$861.92

$1344.56

$2994.6

$211.96

$1488.39

$1518

$987.12

$2588.74

$1156.97

$1428.51

$1079.67

$2699.89

$1133.03

$965.99

$936.61

$2639.8

$3721.19

$1321.24

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

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