Vacation Rentals & House Rentals in Pittsfield

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Skiing – property near ski resort
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Golf course on site or within 15 min walk
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9 Houses

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The Meadow House 4 bdrm 4 bath house

Stephentown house

4 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$722

Christmas in The Berkshires

Hancock condo

1 bedroom
2 bathrooms

sleeps 4

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Price per night from

$258

Gartner House, a charming home in Lenox

Lenox apartment

4 bedrooms
1 bathroom

sleeps 7

“Great Location In Lenox” My family, friends, & I had a wonderful 2 weeks at Gartner House. It is within easy walking distance of nice shops, terrific restaurants, & a friendly library. Not far are Chesterwood, Tanglewood, Jacob's Pillow, Mass MoCa, Norman Rockwell, & a great, newly renovated Beshire Museum in Pittsfield.

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Price per night from

$229