Vacation Rentals & Cabins in Vermont

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5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Bicycles available Children's pool Linen provided Private outdoor pool (heated)

All filters match

Price per night from

$1,376

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

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,293

Bishops Pond Southampton NY

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Bicycles available, Children's pool, Linen provided

3 of 4 filters match

Price per night from

$147

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,147

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,720

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,606

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,376

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$986

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$4,128

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$5,153

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,374

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Children's pool, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$687

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Bicycles available, Children's pool, Linen provided

3 of 4 filters match

Price per night from

$452

Responds fast! avg. 1 hour 47 minutes

2 of 4 match: Linen provided, Children's pool, Bicycles available, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$573

Waterfront Loft in Massapequa, Minutes From the Beach

Massapequa guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$149

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

2 of 4 match: Bicycles available, Children's pool, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$3,276

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Bicycles available, Children's pool, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$1,311

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

2 of 4 match: Linen provided, Children's pool, Bicycles available, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$17,199

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Bicycles available, Children's pool, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$1,066

Amagansett w/pool last two weeks of August

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Bicycles available, Children's pool, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$1,606

Modern North Fork Haven: Beachfront,Private Pool

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 17 minutes

2 of 4 match: Bicycles available, Children's pool, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$842

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

2 of 4 match: Bicycles available, Children's pool, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$392

The Citadel of Mastic

Mastic house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

2 of 4 match: Bicycles available, Children's pool, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$859

ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$1,024

Newly Renovated Colonial on the River! Sleeps 5-6

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$327

Modern Copake Falls Getaway

Copake Falls apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$102

Smuggler's Notch Resort in Vermont studio suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Bicycles available, Private outdoor pool (heated), Children's pool, Linen provided

2 of 4 filters match

Price per night from

$75

Smuggler's Notch Resort in Vermont 1br suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 4 match: Bicycles available, Private outdoor pool (heated), Children's pool, Linen provided

2 of 4 filters match

Price per night from

$81

Crafts Inn in Vermont 1br suite, Saturday check-in

Wilmington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Bicycles available, Private outdoor pool (heated), Children's pool, Linen provided

2 of 4 filters match

Price per night from

$81

Brand New Southampton Condo

Southampton condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$492

Charming Old Vermont Farmhouse: Weekly Rental

Richmond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$287

Modern Cozy Wooded Retreat

Spencertown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$153

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$975

Premiere beach property

Milford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$263

Take an early morning walk to beautiful private beach in Hither Hills

Montauk house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$860

Great 4 bedroom family home walking distance to the beach and village

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$1,376

Southampton Village home/Heated Pool/July availability

Water Mill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$2,637

Red Acre Cottage in the Green Mountains of Vermont

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$144

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