Search Guest Houses in Pittsfield

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Compare Guest Houses in Pittsfield with updated reviews, rates, and availability.

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Other property types in Pittsfield

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (229)
"This was a perfect way to relax and enjoy our anniversary. Lots of privacy. Great views. The hot tub outside with, fire pit and grill were a highlight. Sitting outside in the hot tub while it snowed was a magical way to start our first night. "
Cozy Loft for two with Hot Tub

Spectacular opportunity to enjoy the finest property in Killington Summit

9.4 out of 10, Exceptional, (22)
"This place was great, Communication with the Killington Rental Associates was wonderful. The house was as it photographs. It was a perfect spot to ring in the New Year. After skiing, the hot tub and Sauna were a welcome retreat for the weary skiing crowd, the Kitchen was well stocked with just about anything you could need to prepare meals for a large crowd. The Bar was an added highlight for apre-Ski. There was enough space for a large crowd to gather in one spot, and enough spots to...
Spectacular opportunity to enjoy the finest property in Killington Summit

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.