Search Vacation Homes in Ashuwillticook Rail Trail
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Our top choices for Ashuwillticook Rail Trail vacation homes
Vacation Home in Sherwood Forest
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!10.0 out of 10, Exceptional, (5)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
Sharon K.
$335 nightly
The price is $374
Dec 22 - Dec 23
Total with taxes and fees
Vacation Home in Florida
Florida Mountain Log Cabin10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
Tristan e.
$316 nightly
The price is $339
Dec 23 - Dec 24
Total with taxes and fees
Vacation Home in Sherwood Forest
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine9.6 out of 10, Exceptional, (10)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
James D.
$346 nightly
The price is $387
Dec 22 - Dec 23
Total with taxes and fees
Vacation Home in Bennington
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat8.6 out of 10, Excellent, (34)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
Malika R.
$284 nightly
The price is $303
Dec 23 - Dec 24
Total with taxes and fees
Vacation Home in Whitingham
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed10.0 out of 10, Exceptional, (14)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
Jacklyn D.
$609 nightly
The price is $682
Jan 12 - Jan 13, 2026
Total with taxes and fees
Vacation Home in Lebanon Springs
Historic Berkshires Home Near Tanglewood, Trails & Wineries8.8 out of 10, Excellent, (20)
"It was great - just what we were looking for. "
Kaye S.
$330 nightly
The price is $370
Jan 5 - Jan 6, 2026
Total with taxes and fees
Vacation Home in Pittsfield
3-bedroom house in beautiful Berkshires, close to amenities!$281 nightly
The price is $314
Jan 12 - Jan 13, 2026
Total with taxes and fees
Vacation Home in Great Barrington
Family Ski Getaway in the Berkshires9.4 out of 10, Exceptional, (6)
$253 nightly
The price is $283
Dec 21 - Dec 22
Total with taxes and fees
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 Ashuwillticook Rail Trail Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
Find out more about Ashuwillticook Rail Trail
Ashuwillticook Rail Trail Vacation Homes information
Number of reviews | 216 |
|---|---|
Accommodation | 314 Vacation Homes |
Lowest Price | $283 |
Highest Price | $1,049 |
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