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122 Houses

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Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$1,719

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$1,661

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$1,718

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: Heated pool Pets allowed

All filters match

Price per night from

$420

Match: Heated 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: Heated 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: Heated pool Pets allowed

All filters match

Price per night from

$1,276

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: Heated pool Pets allowed

All filters match

Price per night from

$1,392

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Heated 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: Heated pool Pets allowed

All filters match

Price per night from

$1,254

Greenport Beach House

Greenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$916

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Heated 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: Heated pool Pets allowed

All filters match

Price per night from

$1,432

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool Pets allowed

All filters match

Price per night from

$659

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: Heated pool Pets allowed

All filters match

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: Heated pool Pets allowed

All filters match

Price per night from

$844

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Heated pool Pets allowed

All filters match

Price per night from

$1,718

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool Pets allowed

All filters match

Price per night from

$343

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Heated pool Pets allowed

All filters match

Price per night from

$430

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

Montauk Royal Atlantic Beach Resort

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Heated 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: Pets allowed, Heated 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: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$1,374

Montauk Summer rental

Montauk condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$458

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, Heated 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, Heated pool

1 of 2 filters match

Price per night from

$1,718

Summer Vacation House

Hampton Bays house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$382

Village Fringe Ranch

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$573

Exquisite Hamptons Mansion Retreat

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$630

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

1 of 2 match: Pets allowed, Heated 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, Heated 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, Heated 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, Heated pool

1 of 2 filters match

Price per night from

$1,064

Sag Harbor Village Fringe, Great Location

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$2,290

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$3,435

Amagansett w/pool last two weeks of August

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$1,603

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$370

Modern North Fork Haven: Beachfront,Private Pool

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 17 minutes

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$842

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$2,519

Viewing 38 of 122
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