Vacation Rentals & Houses in Hamptons

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Brand New Southampton Condo

Southampton condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$492

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Jacuzzi or hot tub, Private fishing lake or river, Staffed property

1 of 3 filters match

Price per night from

$2,522

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,376

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$3,275

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$3,275

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$17,192

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 16 minutes

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,220

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$975

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,720

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$2,293

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

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$2,002

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 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,392

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$780

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

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,502

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 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$851

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,720

Westhampton Waterfront 6 Bedroom Secluded 3 Acre E

Westhampton house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 54 minutes

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,147

Amagansett Estate 3 BR 60ft Pool

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,147

Beautiful Estate home in the Hamptons, New York

Water Mill villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 10

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$6,877

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

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$402

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

Springs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,528

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Private fishing lake or river, Jacuzzi or hot tub, Staffed property

2 of 3 filters match

Price per night from

$572

Oceanfront 1-bedroom at Westhampton Beach

Westhampton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 3 match: Jacuzzi or hot tub, Private fishing lake or river, Staffed property

1 of 3 filters match

Price per night from

$482

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$5,158

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$1,376

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$2,522

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

Riverhead house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$369

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$461

Poppy's Hampton House:Large Yard,Beach,Newly Renovated, Restaurants

Hampton Bays house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$296

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

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$417

Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach

Southampton house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$774

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Staffed property, Private fishing lake or river, Jacuzzi or hot tub

1 of 3 filters match

Price per night from

$522

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