Pittsfield Vacation Rentals
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Vacation Rentals in Pittsfield
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
The price is $532 per night
$532
includes taxes & fees
$489 per night
Nov 24 - Nov 25
With a stay at this vacation home, you'll be centrally located in Hancock, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
Amore Estate - beautiful room with many places to explore and relax in.
With a stay at this vacation home in Lenox, you'll be within a 5-minute drive of Wyndhurst Golf & Club and Berkshire Scenic Railway Museum.
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
The price is $511 per night
$511
includes taxes & fees
$511 per night
Dec 1 - Dec 2
Located in Valatie, this vacation home is on the waterfront, a 1-minute drive from Kinderhook Lake and 6 minutes from Valatie Family Care.
Secluded Family Home in Serene Stockbridge Woods
Located in South Lee, this vacation home is in a rural location, within a 5-minute drive of Berkshire Botanical Garden and Housatonic River.
Spectacular views and close to Great Barrington.
Located in Great Barrington, this vacation home is within a 5-minute drive of Housatonic River and Housatonic River Walk.
Berkshire Village Carriage House - Super Private!!
The price is $229 per night
$229
includes taxes & fees
$205 per night
Dec 22 - Dec 23
Located in Lanesborough, this vacation home is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
With a stay at this vacation home in West Stockbridge, you'll be within a 5-minute drive of Berkshire Botanical Garden and Tanglewood Music Center.
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
A stay at this vacation home places you in the heart of Adams, steps from Mount Greylock State Reservation and 7 minutes by foot from East Hoosac Quaker Meetinghouse.
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
With a stay at this vacation home in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from County Beach.
Tranquil 3-BR Waterfront Retreat
Located in Becket, this vacation home is on the waterfront, within a 5-minute drive of Pyramid Lake and Jacob's Pillow.
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 |
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