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Our top choices for Pittsfield Station vacation homes
Chic Pittsfield Home With A View!
Chic Pittsfield Home With A View!Pittsfield
8.2 out of 10, Very Good, (11)
"Great view from the property, lovely house and yard. Coiuldn't have been a better stay. "
Lara W.
Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!
Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!Pittsfield
10.0 out of 10, Exceptional, (5)
"It was a convenient location for visiting Tanglewood and the kitchen is perfect for packing picnics. Lovely neighborhood too!"
Ellen W.
Large open floor plan. Private yet close to everything. Lovely meadow views
Large open floor plan. Private yet close to everything. Lovely meadow viewsPittsfield
Solomon Ely Homestead - Charming Pittsfield Stay
Solomon Ely Homestead - Charming Pittsfield StayPittsfield
10.0 out of 10, Exceptional, (1)
"Thank you. You have a lovely place."
Neil G.
Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet
Cape Home In the Beautiful Berkshires - Near Lenox & BousquetPittsfield
10.0 out of 10, Exceptional, (1)
"The warmth and hospitality was amazing! The hosts were gracious and very helpful. This is a great location for summer and winter activities. The house is large, bedrooms sized very nicely. The dining room was a constant gathering for us during our stay, large windows and lots of sun, just off the enclosed porch. Heads-up the kitchen is aged but functional, and the main downstairs bathroom was original-not what we are used to. Overall, a beautiful house with nice touches like new hand...
Jewel S.
3-bedroom house in beautiful Berkshires, close to amenities!
3-bedroom house in beautiful Berkshires, close to amenities!Pittsfield
The price is SAR 1,137
SAR 1,731 total
includes taxes & fees
12 Jan - 13 January 2026
Berkshire Ski House / Pittsfield
Berkshire Ski House / PittsfieldPittsfield
A Cozy 100 yr old New England Berkshires Dutch Colonial. Long term available.
A Cozy 100 yr old New England Berkshires Dutch Colonial. Long term available.Pittsfield
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.
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Top Pittsfield Station Hotel Reviews
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
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