Williamstown Rentals

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25 Houses

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Thanksgiving week lux condo/4 Berkshires

Williamstown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$262

North Getaway Cottage

Williamstown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$172

1880s Home with a Postcard View

Williamstown house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$194

Great rentals within 20 miles that match your search

Country Farmhouse with Views

Shaftsbury house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$400

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.

Price per night from

$217

Bentley/Wyndham Hancock Mass at Jiminy Peak

Hancock condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$428

Golden Triangle in the Berkshires

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$2,852

The Meadow House 4 bdrm 4 bath house

Stephentown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$719

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$257

The Lodge at Fox Hollow

Petersburg house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$337

Whitman Woods - A Berkshire Vacation

Hancock house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$172

Charming 'Swiss Chalet' Ski Cabin Near Mount Snow

Wilmington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$200

The Bear Den

North Adams apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$337

Two Brooks Lodge

Bennington house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 53 minutes

Price per night from

$143

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Price per night from

$259

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$565

Private Country home near Berkshires

Cherry Plain house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$97

Vintage Vermont Farmhouse

Shaftsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$480

Berkshire house w/ fireplace, A/C, WiFi & laundry

Plainfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Peaceful country home” Beautiful, welcoming home in a perfect location. Warm and inviting living room; bright, airy bedrooms.

Price per night from

$233

Sadawga Springs Retreat

Whitingham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$400

The Stephentown Hotel!

Stephentown b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$109

Retreat in the Woods

Savoy house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$229

6BR Berkshire Bliss - 38 private acres - close to skiing and town

Lanesborough house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

Price per night from

$792

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

Wilmington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$223

Responds fast! avg. 1 hour 27 minutes

Price per night from

$122

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