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Compare 43 Cabin Rentals in Pittsfield with updated reviews, rates, and availability.

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (212)

Bear Creek Cabin
Bear Creek Cabin
9.8 out of 10, Exceptional, (27)
The price is AED 1,469
AED 2,179 total
includes taxes & fees
22 Mar - 23 Mar

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
9.6 out of 10, Exceptional, (39)

Charming 3-bedroom Cabin for nature lovers
Charming 3-bedroom Cabin for nature lovers
The price is AED 423
AED 916 total
includes taxes & fees
16 Apr - 17 Apr

Modern Cabin Near Tanglewood
Modern Cabin Near Tanglewood
10.0 out of 10, Exceptional, (8)

Ideal location for summer and winter activities with plenty of outdoor space.
Ideal location for summer and winter activities with plenty of outdoor space.
9.6 out of 10, Exceptional, (70)

Cabin in the woods
Cabin in the woods
10.0 out of 10, Exceptional, (9)
The price is AED 441
AED 623 total
includes taxes & fees
25 Mar - 26 Mar

Berkshires Cabin 2 Mi to Appalachian Trail!
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (11)
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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Other property types in Pittsfield

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
9.8 out of 10, Exceptional, (139)

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is AED 2,016
AED 3,680 total
includes taxes & fees
22 Mar - 23 Mar

Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
10.0 out of 10, Exceptional, (56)
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.
Recent reviews of Pittsfield hotels
Recent reviews of Pittsfield hotels

Life House Berkshires
5/5 Excellent
"Cool vibe. Nice rooms and bedding. Would return!"
A verified traveler stayed at Life House Berkshires
Posted 2 days ago
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