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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

$217

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

$916

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

$287

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

$5,096

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

$1,088

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

$281

Sweet Retreat Guesthouse on 400 Scenic Acres

Northfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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

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Price per night from

$190

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

$401

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

$252

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

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Price per night from

$1,167

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

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Price per night from

$724

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

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Price per night from

$710

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

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Price per night from

$168

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

1 of 2 filters match

Price per night from

$710

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

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Price per night from

$732

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

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Price per night from

$1,010

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

$218

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

$315

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

$298

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

$247

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

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Price per night from

$430

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

$859

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

$287

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

$2,863

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

$287

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

1 of 2 filters match

Price per night from

$327

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

$974

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

1 of 2 filters match

Price per night from

$1,718

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

$516

Charming Affordable Home for groups up to 14

Shelburne Falls house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 14

“Beautiful house in beautiful village!” Thank you for the use of your beautiful house. It was perfect for our wedding weekend. Everyone was very comfortable and had a great time. Looking forward to coming back again in the future.

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

1 of 2 filters match

Price per night from

$573

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

$373

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

$430

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

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Price per night from

$401

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

$430

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

$859

Fabulous Post & Beam Berkshire Rental

Monterey house

  • 2 bathrooms
  • sleeps 7

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

1 of 2 filters match

Price per night from

$205

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