Vacation Rentals & Cabins in Vermont

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Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$5,153

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

All filters match

Price per night from

$1,090

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

All filters match

Price per night from

$2,523

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Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 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 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,311

3 Bedroom Log Cabin

Diamond Point cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$476

Large Family Home Near Five Colleges

Hadley house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$2,006

Quintessential Vermont Farmhouse

Waitsfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$373

River House in the Heart of Middlebury

Middlebury house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 15 minutes

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$245

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 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 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 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 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 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 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$392

The Citadel of Mastic

Mastic house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$859

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$258

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$975

Kellogg Haus

Falls Village house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$459

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$286

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$127

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$344

Stowe Chalet, Mountain Views, Warm, Cozy, Quiet and Private

Morrisville chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$228

The Equinox Golf Resort & Spa

Manchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$782

The Equinox Golf Resort & Spa

Manchester house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$981

Judge Brown House

Norwich house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

1 of 3 match: Private outdoor pool (heated), Linen provided, Games room

1 of 3 filters match

Price per night from

$688

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$2,293

Westhampton Waterfront 6 Bedroom Secluded 3 Acre E

Westhampton house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 54 minutes

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,147

Elegant* Bright *Spacious*Home **EXPRSS TRAIN DIRECT TO NYC**

Manhasset house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$671

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

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$2,293

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$470

Silver Beach Bliss: Luxury Waterfront Home w/ Pool

Baiting Hollow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$736

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$424

Redding Relaxation Haven - Tranquil Home with Pool, Gardens Galore

Redding house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Games room, Linen provided, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$640

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$1,720

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$402

Mansion & Private 3.5 Acre Estate

Bloomfield manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$918

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 30 minutes

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$1,220

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$459

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

2 of 3 match: Private outdoor pool (heated), Games room, Linen provided

2 of 3 filters match

Price per night from

$458

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