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Vacation Homes in Pittsfield

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
7.8 out of 10, Good, (6)
The price is AEDĀ 988
AEDĀ 1,806 total
includes taxes & fees
26 Oct - 27 Oct

Spacious 6BR Near Jiminy Peak ā Hot Tub, Game Room & Ski Lift Ticket Discount
Spacious 6BR Near Jiminy Peak ā Hot Tub, Game Room & Ski Lift Ticket Discount
10.0 out of 10, Exceptional, (15)
The price is AEDĀ 2,200
AEDĀ 4,081 total
includes taxes & fees
28 Oct - 29 Oct

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
10.0 out of 10, Exceptional, (3)
The price is AEDĀ 536
AEDĀ 1,386 total
includes taxes & fees
28 Oct - 29 Oct

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
9.6 out of 10, Exceptional, (8)
The price is AEDĀ 588
AEDĀ 1,441 total
includes taxes & fees
27 Oct - 28 Oct

Charming 2-bedroom house in beautiful countryside of Cummington, Ma
Charming 2-bedroom house in beautiful countryside of Cummington, Ma
The price is AEDĀ 716
AEDĀ 1,044 total
includes taxes & fees
25 Oct - 26 Oct

Home in Great Barrington
Home in Great Barrington
9.8 out of 10, Exceptional, (24)
The price is AEDĀ 698
AEDĀ 1,120 total
includes taxes & fees
23 Nov - 24 Nov

North Getaway Cottage
North Getaway Cottage
9.2 out of 10, Wonderful, (22)
The price is AEDĀ 744
AEDĀ 1,614 total
includes taxes & fees
27 Oct - 28 Oct

Near Tanglewood: Historic Summer Retreat
Near Tanglewood: Historic Summer Retreat
9.6 out of 10, Exceptional, (22)
The price is AEDĀ 628
AEDĀ 1,534 total
includes taxes & fees
26 Oct - 27 Oct
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 Hotel Reviews

Berkshire Mountain Lodge
10/10 Excellent
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