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81 Houses

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5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Heated pool Cycling trips

All filters match

Price per night from

$1,374

Match: Heated pool Cycling trips

All filters match

Price per night from

$985

Match: Heated pool Cycling trips

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 Cycling trips

All filters match

Price per night from

$1,088

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Heated pool Cycling trips

All filters match

Price per night from

$3,272

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Heated pool Cycling trips

All filters match

Price per night from

$687

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

Match: Heated pool Cycling trips

All filters match

Price per night from

$4,122

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Heated pool Cycling trips

All filters match

Price per night from

$1,145

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool Cycling trips

All filters match

Price per night from

$659

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Spacious Antique Farm House

Madison house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$460

House for Rent North Fork Long Island

Mattituck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$1,379

Montauk Royal Atlantic Beach Resort

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$573

Large Beach Bungalow next to Fresh Water Pond

Montauk house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$745

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$1,031

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$982

Exquisite Hamptons Mansion Retreat

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$635

New Reno Westhampton Beach Heated Pool Steps to Town

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$1,443

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$431

Greenport Beach House

Greenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$916

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: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$1,918

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$1,276

Beautiful Bridgehampton Home

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Cycling trips, 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: Cycling trips, 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: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$573

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$1,718

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$1,374

Artist get away

Southbridge apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$172

Relax and Enjoy Stunning Quonnie Waterfront-Clam, Fish and Kayaks Provided!

Charlestown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$550

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$1,260

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$345

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

1 of 2 match: Cycling trips, 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: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$1,309

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$1,088

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

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Cycling trips, Heated pool

1 of 2 filters match

Price per night from

$2,061

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$1,443

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$573

Peace Barn in the heart of the CT River Valley

Deep River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$344

Oceanfront Beachhouse--Stunning Views, Private Beach,WiFi

Charlestown house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 5

1 of 2 match: Heated pool, Cycling trips

1 of 2 filters match

Price per night from

$510

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