Vacation Rentals & Houses in Hamptons

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Brand New Southampton Condo

Southampton condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$493

A One Of A Kind Beach Vacation Rental

Montauk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$1,033

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$2,525

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 7 match: Tennis in town, Climbing frame, Games room, Private indoor pool, Swing set or jungle gym, Video player, Shared outdoor pool (unheated)

1 of 7 filters match

Price per night from

$356

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

2 of 7 match: Climbing frame, Shared outdoor pool (unheated), Private indoor pool, Swing set or jungle gym, Video player, Tennis in town, Games room

2 of 7 filters match

Price per night from

$1,722

Luxury Oceanfront 8bd House! Pool & Jacuzzi facing Ocean call for Deals!

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$2,005

Majestic Southampton Waterfront Estate

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Responds fast! avg. 3 hours 16 minutes

1 of 7 match: Tennis in town, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Climbing frame

1 of 7 filters match

Price per night from

$1,394

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$781

Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call for Deals!

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$1,504

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 3 hours 16 minutes

1 of 7 match: Tennis in town, Climbing frame, Shared outdoor pool (unheated), Private indoor pool, Swing set or jungle gym, Video player, Games room

1 of 7 filters match

Price per night from

$852

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 7 match: Tennis in town, Shared outdoor pool (unheated), Games room, Private indoor pool, Video player, Climbing frame, Swing set or jungle gym

2 of 7 filters match

Price per night from

$1,378

Bishops Pond Southampton NY

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$147

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$1,312

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$3,279

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$984

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$17,215

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 16 minutes

2 of 7 match: Climbing frame, Shared outdoor pool (unheated), Private indoor pool, Swing set or jungle gym, Video player, Tennis in town, Games room

2 of 7 filters match

Price per night from

$1,221

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 7 match: Tennis in town, Climbing frame, Shared outdoor pool (unheated), Private indoor pool, Swing set or jungle gym, Video player, Games room

1 of 7 filters match

Price per night from

$1,091

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 7 match: Tennis in town, Climbing frame, Shared outdoor pool (unheated), Private indoor pool, Swing set or jungle gym, Video player, Games room

1 of 7 filters match

Price per night from

$976

ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$1,025

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 7 match: Shared outdoor pool (unheated), Games room, Private indoor pool, Video player, Tennis in town, Climbing frame, Swing set or jungle gym

3 of 7 filters match

Price per night from

$1,378

1200ft2 - Great Hamptons location

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$1,148

Very Private and Tranquil House in wooded estate.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$1,148

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$1,148

Waterfront home: 4 bed, 3 bath, hot tub & more!

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$402

Cottage european charm private beach in Southampton, North Sea

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$541

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 7 match: Shared outdoor pool (unheated), Private indoor pool, Video player, Tennis in town, Climbing frame, Games room, Swing set or jungle gym

4 of 7 filters match

Price per night from

$1,435

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$987

Serene and peaceful beach getaway!

Hampton Bays house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$746

Vacation home in Artistic / Historic area of East Hampton, NY

Springs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$1,530

Take an early morning walk to beautiful private beach in Hither Hills

Montauk house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$861

Responds fast! avg. 1 hour 47 minutes

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$573

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Tennis in town, Climbing frame, Shared outdoor pool (unheated), Games room, Swing set or jungle gym, Video player, Private indoor pool

1 of 7 filters match

Price per night from

$1,091

The Cozy Cottage by the Sea

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$517

Great 4 bedroom family home walking distance to the beach and village

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Swing set or jungle gym, Video player, Tennis in town

1 of 7 filters match

Price per night from

$1,378

Oceanfront 1-bedroom at Westhampton Beach

Westhampton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 7 match: Tennis in town, Climbing frame, Games room, Private indoor pool, Swing set or jungle gym, Video player, Shared outdoor pool (unheated)

1 of 7 filters match

Price per night from

$482

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 7 match: Climbing frame, Shared outdoor pool (unheated), Private indoor pool, Swing set or jungle gym, Video player, Tennis in town, Games room

2 of 7 filters match

Price per night from

$1,435

3 of 7 match: Climbing frame, Shared outdoor pool (unheated), Private indoor pool, Video player, Tennis in town, Games room, Swing set or jungle gym

3 of 7 filters match

Price per night from

$976

Viewing 38 of 50
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