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, Housekeeping Included, Private indoor pool, Video player, Bicycles available

1 of 7 filters match

Price per night from

$493

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 7 match: Bicycles available, Climbing frame, Games room, Housekeeping Included, Private indoor pool, 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

1 of 7 match: Bicycles available, Climbing frame, Shared outdoor pool (unheated), Housekeeping Included, Private indoor pool, Video player, Games room

1 of 7 filters match

Price per night from

$1,722

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

1 of 7 filters match

Price per night from

$1,722

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: Bicycles available, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Climbing frame

1 of 7 filters match

Price per night from

$1,394

Great Rates in 2019- No Increases In Rates and Over Holiday Weeks

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great time in Hamptons” Jackie and al's place is in a great location. Block away from the canal. Minutes away from the beach. Very Nice house. Looking forward to next summer.

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

1 of 7 filters match

Price per night from

$459

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: Bicycles available, Climbing frame, Shared outdoor pool (unheated), Housekeeping Included, Private indoor pool, 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

1 of 7 match: Bicycles available, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Climbing frame

1 of 7 filters match

Price per night from

$1,378

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

1 of 7 filters match

Price per night from

$1,607

Bishops Pond Southampton NY

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

1 of 7 filters match

Price per night from

$147

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

1 of 7 filters match

Price per night from

$1,378

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

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

1 of 7 match: Bicycles available, Climbing frame, Shared outdoor pool (unheated), Housekeeping Included, Private indoor pool, Video player, Games room

1 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: Bicycles available, Climbing frame, Shared outdoor pool (unheated), Housekeeping Included, Private indoor pool, 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

2 of 7 match: Climbing frame, Shared outdoor pool (unheated), Housekeeping Included, Private indoor pool, Video player, Bicycles available, Games room

2 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, Housekeeping Included, Private indoor pool, Video player, Bicycles available

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

2 of 7 match: Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available, Climbing frame

2 of 7 filters match

Price per night from

$1,378

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

1 of 7 filters match

Price per night from

$1,148

1 of 7 match: Bicycles available, Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Video player, Housekeeping Included

1 of 7 filters match

Price per night from

$1,320

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 7 match: Shared outdoor pool (unheated), Housekeeping Included, Private indoor pool, Video player, Bicycles available, Climbing frame, Games room

3 of 7 filters match

Price per night from

$1,435

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

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, Housekeeping Included, Private indoor pool, Video player, Bicycles available

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

2 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Video player, Bicycles available, Housekeeping Included

2 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, Housekeeping Included, Private indoor pool, Video player, Bicycles available

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, Housekeeping Included, Private indoor pool, Video player, Bicycles available

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: Bicycles available, Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, 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, Housekeeping Included, Private indoor pool, Video player, Bicycles available

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

2 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Video player, Bicycles available, Housekeeping Included

2 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: Bicycles available, Climbing frame, Games room, Housekeeping Included, Private indoor pool, Video player, Shared outdoor pool (unheated)

1 of 7 filters match

Price per night from

$482

Southampton Village home/Heated Pool/July availability

Water Mill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

1 of 7 filters match

Price per night from

$2,640

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 7 match: Bicycles available, Climbing frame, Shared outdoor pool (unheated), Private indoor pool, Video player, Games room, Housekeeping Included

2 of 7 filters match

Price per night from

$1,435

2 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Video player, Bicycles available, Housekeeping Included

2 of 7 filters match

Price per night from

$1,263

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Bicycles available

1 of 7 filters match

Price per night from

$689

1 of 7 match: Bicycles available, Climbing frame, Shared outdoor pool (unheated), Housekeeping Included, Private indoor pool, Video player, Games room

1 of 7 filters match

Price per night from

$2,525

Beech Tree Cottage

Sag Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The cottage experience was relaxing and peaceful with a short wa” Enchanting cottage, very comfortable, enjoyed a little interaction with the owner's family and dog. Very sweet.

1 of 7 match: Bicycles available, Shared outdoor pool (unheated), Games room, Housekeeping Included, Private indoor pool, Video player, Climbing frame

1 of 7 filters match

Price per night from

$689

Architecturally Unique Summer Home in Southampton. Mins from the beach!

Southampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 7 match: Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Video player, Bicycles available, Housekeeping Included

2 of 7 filters match

Price per night from

$1,378

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 7 match: Climbing frame, Shared outdoor pool (unheated), Private indoor pool, Video player, Bicycles available, Games room, Housekeeping Included

3 of 7 filters match

Price per night from

$5,165

Montauk renovated beach house

Montauk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 7 match: Bicycles available, Climbing frame, Shared outdoor pool (unheated), Games room, Private indoor pool, Video player, Housekeeping Included

1 of 7 filters match

Price per night from

$1,148

Viewing 38 of 42
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