Pittsfield Vacation Rentals

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Vacation Rentals in Pittsfield

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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.

Pittsfield Vacation Rentals essential information

Accommodation
335 Vacation Rentals
Lowest Price
$229
Highest Price
$532
Popular accommodation
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con, Amore Estate - beautiful room with many places to explore and relax in., Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!, Secluded Family Home in Serene Stockbridge Woods, Spectacular views and close to Great Barrington., Berkshire Village Carriage House - Super Private!!, Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country, Cozy Home In The Berkshires, Pet Friendly with fenced in yard!, 4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi, Tranquil 3-BR Waterfront Retreat, Beautiful Lenox Home, 3 Mi to Shakespeare & Co!, Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow