Holiday Homes in Ashuwillticook Rail Trail
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Our top choices for Ashuwillticook Rail Trail holiday homes

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
The price is €330
includes taxes & fees
12 Jan - 13 Jan

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, DineSherwood Forest
9.6 out of 10, Exceptional, (10 reviews)
The price is €347
includes taxes & fees
12 Jan - 13 Jan

10.0 out of 10, Exceptional, (4 reviews)
The price is €298
includes taxes & fees
11 Jan - 12 Jan

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont RetreatBennington
8.6 out of 10, Excellent, (34 reviews)
The price is €233
includes taxes & fees
13 Jan - 14 Jan

Suite 3 - Quiet and private accommodations in a country setting.
Suite 3 - Quiet and private accommodations in a country setting.Spencertown
10.0 out of 10, Exceptional, (1 review)
The price is €241
includes taxes & fees
25 Jan - 26 Jan

Historic Berkshires Home Near Tanglewood, Trails & Wineries
Historic Berkshires Home Near Tanglewood, Trails & WineriesLebanon Springs
8.8 out of 10, Excellent, (20 reviews)
The price is €327
includes taxes & fees
14 Jan - 15 Jan

Family Ski Getaway in the Berkshires
Family Ski Getaway in the BerkshiresGreat Barrington
9.2 out of 10, Wonderful, (7 reviews)
The price is €262
includes taxes & fees
10 Jan - 11 Jan

3-bedroom house in beautiful Berkshires, close to amenities!
3-bedroom house in beautiful Berkshires, close to amenities!Pittsfield
The price is €290
includes taxes & fees
10 Jan - 11 Jan








































































