Vacation Rentals & Cabins in Vermont

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Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Bicycles available Games room Linen provided Private outdoor pool (heated)

All filters match

Price per night from

$5,151

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The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (heated), Bicycles available, Games room, Linen provided

3 of 4 filters match

Price per night from

$975

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Bicycles available, Games room, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,090

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: Games room, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,289

Breathtaking New Lake Champlain Beach,Ski Escape!

Burlington house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Private outdoor pool (heated), Bicycles available, Games room, Linen provided

3 of 4 filters match

Price per night from

$230

Endless water views on estate property and walk to downtown and beaches!

Westport house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (heated), Bicycles available, Games room, Linen provided

3 of 4 filters match

Price per night from

$1,148

Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (heated), Bicycles available, Games room, Linen provided

3 of 4 filters match

Price per night from

$1,030

3 of 4 match: Bicycles available, Games room, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,518

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Games room, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,721

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Games room, 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: Games room, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,377

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Games room, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,377

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Games room, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,148

3 of 4 match: Games room, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$987

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

3 of 4 match: Games room, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$4,130

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Games room, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$687

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Games room, Bicycles available, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,374

3 of 4 match: Private outdoor pool (heated), Bicycles available, Games room, Linen provided

3 of 4 filters match

Price per night from

$459

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Bicycles available, Games room, Linen provided

3 of 4 filters match

Price per night from

$1,434

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Bicycles available, Games room, Linen provided

3 of 4 filters match

Price per night from

$451

Responds fast! avg. 1 hour 47 minutes

2 of 4 match: Linen provided, Games room, Bicycles available, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$573

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16

2 of 4 match: Linen provided, Private outdoor pool (heated), Bicycles available, Games room

2 of 4 filters match

Price per night from

$372

Waterfront Loft in Massapequa, Minutes From the Beach

Massapequa guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Games room, 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, Games room, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$3,278

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Bicycles available, Games room, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$1,312

3 Bedroom Log Cabin

Diamond Point cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Bicycles available, Private outdoor pool (heated), Games room, Linen provided

2 of 4 filters match

Price per night from

$476

Quintessential Vermont Farmhouse

Waitsfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 4 match: Bicycles available, Private outdoor pool (heated), Games room, Linen provided

2 of 4 filters match

Price per night from

$372

Large Family Home Near Five Colleges

Hadley house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 4 match: Bicycles available, Private outdoor pool (heated), Games room, Linen provided

2 of 4 filters match

Price per night from

$2,002

River House in the Heart of Middlebury

Middlebury house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 15 minutes

2 of 4 match: Bicycles available, Private outdoor pool (heated), Games room, Linen provided

2 of 4 filters match

Price per night from

$245

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

2 of 4 match: Linen provided, Games room, Bicycles available, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$17,208

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Bicycles available, Games room, 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, Games room, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$1,606

The Citadel of Mastic

Mastic house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

2 of 4 match: Bicycles available, Games room, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$859

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Bicycles available, Games room, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$400

Modern North Fork Haven: Beachfront,Private Pool

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 4 match: Bicycles available, Games room, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$842

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

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Games room, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$1,025

Newly Renovated Colonial on the River! Sleeps 5-6

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Games room, 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: Games room, Private outdoor pool (heated), Bicycles available, Linen provided

2 of 4 filters match

Price per night from

$102

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