
Stockbridge Holiday Rentals
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Our top choices for Stockbridge holiday rentals

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Walk into town, soak up sun on enclosed porch & steps away from nature trails!Stockbridge
10.0 out of 10, Exceptional, (35 reviews)
The price is HK$2,811
HK$5,686 total
includes taxes & fees
21 Apr - 22 Apr

BLUSH: Boutique TINY home*private spa*walk to town
BLUSH: Boutique TINY home*private spa*walk to townChatham
10.0 out of 10, Exceptional, (7 reviews)
The price is HK$1,997
HK$2,543 total
includes taxes & fees
14 Apr - 15 Apr

Sugar Shack - 300 square feet of pure sweetness.
Sugar Shack - 300 square feet of pure sweetness.Chatham
10.0 out of 10, Exceptional, (3 reviews)
The price is HK$1,762
HK$2,870 total
includes taxes & fees
15 Apr - 16 Apr

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Beautiful 2-Bedroom + Loft with Hot Tub at Lake AshmereHinsdale
9.8 out of 10, Exceptional, (36 reviews)
The price is HK$1,269
HK$3,202 total
includes taxes & fees
14 Apr - 15 Apr

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$1,142
HK$2,946 total
includes taxes & fees
14 Apr - 15 Apr

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, CanoeingSherwood Forest
9.8 out of 10, Exceptional, (14 reviews)
The price is HK$1,255
HK$3,089 total
includes taxes & fees
27 Apr - 28 Apr

8.8 out of 10, Excellent, (2,333 reviews)
The price is HK$814
HK$995 total
includes taxes & fees
6 May - 7 May

Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (28 reviews)
The price is HK$1,586
HK$2,515 total
includes taxes & fees
20 Apr - 21 Apr
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
10/10 Excellent
Find out more about Stockbridge
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