Holiday Homes in The Berkshires
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Featured Holiday Homes in The Berkshires

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 AU$588
includes taxes & fees
29 Oct - 30 Oct

Cheerful 3-bedroom cottage with woodstove
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (39)
The price is AU$702
includes taxes & fees
11 Nov - 12 Nov

Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISO
8.8 out of 10, Excellent, (6)
The price is AU$761
includes taxes & fees
23 Oct - 24 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 AU$611
includes taxes & fees
27 Oct - 28 Oct

North Getaway Cottage
North Getaway Cottage
9.2 out of 10, Wonderful, (22)
The price is AU$683
includes taxes & fees
27 Oct - 28 Oct

Home in Great Barrington
Home in Great Barrington
9.8 out of 10, Exceptional, (24)
The price is AU$399
includes taxes & fees
17 Nov - 18 Nov

Cozy. Clean. Free bagel shop.
Cozy. Clean. Free bagel shop.
10.0 out of 10, Exceptional, (10)
The price is AU$946
includes taxes & fees
4 Nov - 5 Nov

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
9.8 out of 10, Exceptional, (72)
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 The Berkshires Hotel Reviews

Berkshire Mountain Lodge
10/10 Excellent
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The Berkshires Holiday Homes information
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