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** Private Berkshire Escape** Monthly Pricing Available

Lee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (unheated) Towels provided

All filters match

Price per night from

$659

Cozy Moose Log Cabin - Pool, Trails, Secluded Retreat

Newtown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated) Towels provided

All filters match

Price per night from

$374

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

2 of 3 match: Towels provided, Rental types, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$226

Reading Farms Estate/ Vermont Luxury Rental

Reading villa

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 46

2 of 3 match: Rental types, Private outdoor pool (unheated), Towels provided

2 of 3 filters match

Price per night from

$5,096

Mansion & Private 3.5 Acre Estate

Bloomfield manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Towels provided, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$916

Fox Hill Condo - BEST LOCATION!

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Towels provided, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$287

Cottage On The Hill VT Retreat Fast WiFi/Good Cell

Brookfield house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$229

Short Stay Gem Near Quinnipiac and Sleeping Giant

Hamden house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$172

Le' Chateau Douillett (Doo-yett)

Springfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$147

Sunrise - Bear View

Killington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$323

The Gene Pitney Green Room

Stafford Springs apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Towels provided

1 of 3 filters match

Price per night from

$172

Killington area mountain home on 60 acres and surrounded by National Forests

Pittsfield house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$229

Church sanctuary

West Dummerston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$298

Retreat in the Woods

Savoy house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$229

Spruce Cottage at The Woods Lodge

Northfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$241

Secluded Greensboro Vacation Home with Firepit, Private Pond

Greensboro house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$281

A Family Place

Bondville house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$413

Quintessential Vermont Farmhouse

Waitsfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$373

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$1,345

Ultimate Ski In/Out Luxury Townhome

Stowe house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$1,771

Killington/Rutlan 2 Bedroom w/NO Hidden Fees

Mendon house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$217

NOT A FULL HOUSE RENTAL ~ SINGLE ROOM AVAILABLE IN BLOOMFIELD, CT

Bloomfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$68

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$358

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$344

Large Family Home Near Five Colleges

Hadley house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$2,003

A Quiet Retreat in Rural New Hampshire

Cornish house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$361

Beautiful Berkshires Historic Lenox Home

Lenox house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$172

Lakefront Home on Lake Champlain

Burlington house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$802

Cozy New England Home near Quinnipiac and Yale

Hamden house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$229

Complete North Haven home for family and work

North Haven house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$184

Fogg Farmhouse

Williamstown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$217

Vintage Vermont Farmhouse

Shaftsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$481

Adorable Log Cabin in Stratton

Stratton Mountain house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$201

4 mins from Yale, Downtown, NH | 4BD | Fire Pit | Outdoor dining

New Haven house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$258

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$687

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 (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$245

Bear Run

Killington house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$929

Hawk Landing

Pittsfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Rental types, Towels provided

2 of 3 filters match

Price per night from

$387

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rentals in Vermont

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