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Our top choices for Stockbridge vacation homes

Vacation Home in Stockbridge
Walk into town, soak up sun on enclosed porch & steps away from nature trails!10.0 out of 10, Exceptional, (32 reviews)
The price is AED 1,098
AED 2,388 total
includes taxes & fees
19 Jan - 20 Jan

Vacation Home in Sherwood Forest
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!10.0 out of 10, Exceptional, (5 reviews)
The price is AED 536
AED 1,382 total
includes taxes & fees
21 Jan - 22 Jan

Vacation Home in Sherwood Forest
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine9.6 out of 10, Exceptional, (10 reviews)
The price is AED 588
AED 1,416 total
includes taxes & fees
21 Jan - 22 Jan
The price is AED 536
AED 918 total
includes taxes & fees
26 Jan - 27 Jan

Vacation Home in Lebanon Springs
Historic Berkshires Home Near Tanglewood, Trails & Wineries9.0 out of 10, Wonderful, (21 reviews)
The price is AED 496
AED 1,366 total
includes taxes & fees
19 Jan - 20 Jan

Vacation Home in New Lebanon
Near Tanglewood: Historic Summer Retreat9.2 out of 10, Wonderful, (25 reviews)
The price is AED 440
AED 1,295 total
includes taxes & fees
20 Jan - 21 Jan

Vacation Home in Lee
Sun Filled Lenox Retreat - Minutes to Tanglewood!9.4 out of 10, Exceptional, (3 reviews)
The price is AED 661
AED 1,690 total
includes taxes & fees
19 Jan - 20 Jan

Vacation Home in Pittsfield
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!7.8 out of 10, Good, (7 reviews)
The price is AED 988
AED 1,814 total
includes taxes & fees
18 Jan - 19 Jan
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 Stockbridge Hotel Reviews

Vacation Village in the Berkshires
10/10 Excellent
















































































