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Aug 15 - Aug 17
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Browse Select Ashuwillticook Rail Trail Chalets

Little Longbow Lakefront Chalet
Relax on the deck with a view of the water, surrounded by a garden and a fire pit.

Little Longbow Lakefront Chalet

9.6 out of 10, Exceptional, (14)
"Our stay was great. The property was extremely clean and the host was absolutely amazing. The property is located on a pond which we could kayak and do some fishing. Just sitting on the beautiful deck overlooking the pond was relaxing. The property offered exactly what we were looking for for this trip. "
Little Longbow Lakefront Chalet
Sunny Chalet Nestled in the Woods of Ashfield
Relax in this inviting room with a brick fireplace, dining table, and comfortable seating area.

Sunny Chalet Nestled in the Woods of Ashfield

9.6 out of 10, Exceptional, (18)
"We were all very rested and relaxed. We enjoyed the beautiful spaces to sit and enjoy each other’s company. The chalet, flowers and setting made a terrific base to come and go from as we celebrated a family wedding."
Sunny Chalet Nestled in the Woods of Ashfield
Chalet- Stream, A/C, Hot Tub, min to Lake and Ski
Enjoy a peaceful retreat on this cabin's deck, surrounded by a serene forest view.

Chalet- Stream, A/C, Hot Tub, min to Lake and Ski

10.0 out of 10, Exceptional, (1)
"Perfect for a group of friends looking to explore Vermont. Well stocked kitchen and comfortable beds. "
Chalet- Stream, A/C, Hot Tub, min to Lake and Ski
SRC-Hudson Valley/Berkshires Cultural Corridor
Situated on a hill, this house offers expansive views of the surrounding forested hills.

SRC-Hudson Valley/Berkshires Cultural Corridor

SRC-Hudson Valley/Berkshires Cultural Corridor
Lake Whitingham estate
Escape to a serene lakeside retreat surrounded by autumn foliage and rolling hills.

Lake Whitingham estate

10.0 out of 10, Exceptional, (1)
" "
Lake Whitingham estate
Secluded Mountain Chalet
Escape to a serene forest retreat with a deck and balcony overlooking the treetops.

Secluded Mountain Chalet

10.0 out of 10, Exceptional, (2)
"We had a wonderful time - delightfully snowy and the house was quiet and cozy."
Secluded Mountain Chalet
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

Vacation Village in the Berkshires

10/10 Excellent
"Studio was nice and spacious. I got there late and left early so didn’t take advantage of amenities but they looked nice."
Mitchell 1-night trip
Posted 16 hours ago
Vacation Village in the Berkshires