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127 Houses

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Amagansett Estate 3 BR 60ft Pool

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: DVD player Swimming pool

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Price per night from

$1,148

Waterfront Condo C204 at The Cliffside Resort

Greenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: DVD player Swimming pool

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Price per night from

$459

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.

Match: DVD player Swimming pool

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Price per night from

$687

Hip & Stylish East Hampton Getaway

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Airy & beautiful home!” We had a wonderful stay at this beautiful East Hampton home. The floor plan is open and makes for an easy flow between the airy living space and kitchen and dining area. The bedrooms are large and well appointed with comfortable beds and fresh linens. The setting of the house is on a wooded acre with incredible views out over the trees and the swimming pool below. The huge deck affords an outdoor dining area perfect for summer entertaining. We will definitely be back for another visit to this amazing get away.

Match: DVD player Swimming pool

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Price per night from

$984

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: DVD player Swimming pool

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Price per night from

$984

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: DVD player Swimming pool

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Price per night from

$3,442

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: DVD player Swimming pool

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Price per night from

$1,723

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: DVD player Swimming pool

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Price per night from

$1,664

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: DVD player Swimming pool

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Price per night from

$1,377

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: DVD player Swimming pool

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Price per night from

$1,721

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: DVD player Swimming pool

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Price per night from

$1,377

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: DVD player Swimming pool

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Price per night from

$418

Beautiful Estate home in the Hamptons, New York

Water Mill villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: DVD player Swimming pool

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Price per night from

$6,884

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Price per night from

$987

Sag Harbor Village Fringe, Great Location

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: DVD player Swimming pool

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Price per night from

$2,290

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: DVD player Swimming pool

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Price per night from

$1,607

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

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

Responds fast! avg. 2 hours 17 minutes

Match: DVD player Swimming pool

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Price per night from

$699

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: DVD player Swimming pool

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Price per night from

$1,377

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: DVD player Swimming pool

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Price per night from

$2,295

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: DVD player Swimming pool

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Price per night from

$1,090

Amagansett w/pool last two weeks of August

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: DVD player Swimming pool

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Price per night from

$1,607

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: DVD player Swimming pool

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Price per night from

$3,278

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

Southampton house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 17 minutes

Match: DVD player Swimming pool

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Price per night from

$930

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. 1 hour 30 minutes

Match: DVD player Swimming pool

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Price per night from

$1,394

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

Springs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: DVD player Swimming pool

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Price per night from

$1,530

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 30 minutes

Match: DVD player Swimming pool

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Price per night from

$852

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

Match: DVD player Swimming pool

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Price per night from

$4,130

Hamptons Lofty Beach Barn - Pet Friendly

Water Mill house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 38 minutes

Match: DVD player Swimming pool

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Price per night from

$1,718

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: DVD player Swimming pool

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Price per night from

$1,148

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: DVD player Swimming pool

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Price per night from

$574

Steve's Place: Heated Pool, 3BR Southold Home, Beach

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: DVD player Swimming pool

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Price per night from

$224

North Fork Oasis: Heated Pool, Hot tub, Steps to the beach!

Laurel house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 17 minutes

Match: DVD player Swimming pool

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Price per night from

$819

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

Match: DVD player Swimming pool

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Price per night from

$470

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

Match: DVD player Swimming pool

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Price per night from

$17,209

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Montauk Summer rental

Montauk condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: DVD player, Swimming pool

1 of 2 filters match

Price per night from

$459

Montauk Royal Atlantic Beach Resort

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: DVD player, Swimming pool

1 of 2 filters match

Price per night from

$573

Spacious Antique Farm House

Madison house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 2 match: DVD player, Swimming pool

1 of 2 filters match

Price per night from

$458

House for Rent North Fork Long Island

Mattituck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: DVD player, Swimming pool

1 of 2 filters match

Price per night from

$1,374

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