Vacation Rentals & Houses in Hamptons

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88 houses

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private pool Pets allowed

All filters match

Price per night from

$1,718

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private pool Pets allowed

All filters match

Price per night from

$1,661

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Private pool Pets allowed

All filters match

Price per night from

$475

Sprawling Southampton Home: Private Pool, Hot tub, Game Room

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

Responds fast! avg. 3 hours 21 minutes

Match: Private pool Pets allowed

All filters match

Price per night from

$535

Match: Private pool Pets allowed

All filters match

Price per night from

$573

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private pool Pets allowed

All filters match

Price per night from

$1,088

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool Pets allowed

All filters match

Price per night from

$1,276

Charming cottage in the heart of East Hampton village

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private pool Pets allowed

All filters match

Price per night from

$382

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.

Match: Private pool Pets allowed

All filters match

Price per night from

$1,390

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Private pool Pets allowed

All filters match

Price per night from

$687

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool Pets allowed

All filters match

Price per night from

$1,088

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Private pool Pets allowed

All filters match

Price per night from

$850

Hamptons Lofty Beach Barn - Pet Friendly

Water Mill house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 38 minutes

Match: Private pool Pets allowed

All filters match

Price per night from

$1,718

Westhampton Waterfront 6 Bedroom Secluded 3 Acre E

Westhampton house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 54 minutes

Match: Private pool Pets allowed

All filters match

Price per night from

$1,145

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Private pool Pets allowed

All filters match

Price per night from

$1,145

New Reno Westhampton Beach Heated Pool Steps to Town

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

Match: Private pool Pets allowed

All filters match

Price per night from

$1,430

Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private pool Pets allowed

All filters match

Price per night from

$2,290

Farmhouse Retreat: Saltwater Pool, Access to Beach

Riverhead villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

Match: Private pool Pets allowed

All filters match

Price per night from

$239

Roanoke Ranch Home: 3BR, Private Pool, Hot Tub, North Fork

Riverhead house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

Match: Private pool Pets allowed

All filters match

Price per night from

$247

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool Pets allowed

All filters match

Price per night from

$659

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool Pets allowed

All filters match

Price per night from

$343

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private pool Pets allowed

All filters match

Price per night from

$1,718

These homes match some but not all of your filters. Clear all filters

Exquisite Hamptons Mansion Retreat

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$629

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$900

East Hampton Charming Cottage South Of the Highway Near Ocean/ Further Lane

East Hampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$1,918

Beautiful Bridgehampton Home

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$1,718

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$3,272

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$1,309

Brand new, Hamptons beach house w/gunite pool & spa

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$2,061

Airy, Woodsy, Walk to Beach, New Saltwater Pool!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$1,064

3BR/2BA- Private Heated Pool Steps to Moriches Bay

Remsenburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$258

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$372

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$982

Amagansett w/pool last two weeks of August

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$1,603

Responds fast! avg. 1 hour 47 minutes

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$572

Very Private and Tranquil House in wooded estate.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$1,145

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$2,519

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Pets allowed, Private pool

1 of 2 filters match

Price per night from

$2,290

Viewing 38 of 88
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