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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)

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Price per night from

$659

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$256

Cozy Moose Log Cabin - Pool, Trails, Secluded Retreat

Newtown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$322

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Mansion & Private 3.5 Acre Estate

Bloomfield manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$913

Fox Hill Condo - BEST LOCATION!

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$286

Reading Farms Estate/ Vermont Luxury Rental

Reading villa

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 46

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$5,077

Killington- 6 Bedroom, 3 Bath. Right in the heart of Ski country!

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$1,084

Secluded Greensboro Vacation Home with Firepit, Private Pond

Greensboro house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$280

Country Farmhouse with Views

Shaftsbury house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$400

Whispers of the North

West Wardsboro house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$251

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$1,163

Flight's End-A Country Home with Babbling Brook

Hawley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Perfect getaway” We spent few days there. It is very quiet and private. We loved the retro look. Looking forward going there again. It was New Year's eve we were hoping for.

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$217

Escape to the Berkshires!

Becket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 11 minutes

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$314

Church sanctuary

West Dummerston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$297

Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

Brandon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$246

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$428

Deluxe New Home, 2 Master Suites, Tanglewood Area

Lee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$856

The Perfect Vermont Experience for All Seasons

Dorset house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$286

Golden Triangle in the Berkshires

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$2,852

Vermont Country Lake House

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$286

PARADISE on EARTH! - Historic 4BR Farmhouse

West Halifax house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$326

Killington Mountain Slopeside Home

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Ski home at Killington” We've been here for 10 days in late January. Wonderful place. Excellent home. We were two families with 4 aDT, CHD 4 with 6.9, 11 and 14 years. We left and came back home from skiing. We used the heated pool at the sport center. the hot tub ... We skate on the frozen pond. Although we are not accustomed to the cold (-13 F/ -25 C) for being Brazilians, we enjoyed a lot. Thank you!

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$970

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$1,712

Stowe House. Luxurious. King Bed, Sauna, Wifi.

Stowe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Lovely House in a Great Location” I've been to Stowe a few times. Geographically speaking, it's a fairly large and spread out area with homes all over the place. This house was perfectly located a short 2 minute drive form downtown Stowe. It's also on the Waterbury side, which makes for a shorter trip over there. The house was very clean and modern, while still maintaining the charm of a Vermont country home. It was fully stocked with everything you'd need (linens, dishes, paper products, cleaning supplies, etc). The layout was unique, as you come in at ground level and the multiple floors eventually give way to an open kitchen/dining/common area. There was also a loft on this top floor, which would be great fun for kids. One important thing to note - there are a lot of stairs. You have to go up a bunch of stairs to get from the driveway to the house, and then within the house you're constantly going up and down the stairs due to the layout. It's by no means exhausting, but just be prepared to get a little more exercise than you would probably expect. Also - bring your bug spray if you're sitting outside after dark! I'd strongly recommend this house for either a couple or a family. Great value in a very nice home in an excellent location.

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$514

Stowe Stone Cottage in pristine Sterling Forest

Stowe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$371

JAY PEAKS COZY CAPE 3bdroom house 13min. from jay

Jay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$428

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$400

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$428

Stowe Vermont Winter Season Rental

Stowe house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$856

Fabulous Post & Beam Berkshire Rental

Monterey house

  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$205

Middlebury VT - gorgeous home

Middlebury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$628

Lake House

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$815

Charming Old Vermont Farmhouse: Weekly Rental

Richmond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$286

Clarke's Landing

Middlefield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$571

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$206

Oma"s Kottage

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$343

Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.

Reading house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$286

Wickham House ~ Historic Manchester Village

Manchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$343

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