Search Chalets in Ashuwillticook Rail Trail

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Browse Select Ashuwillticook Rail Trail Chalets

Little Longbow Lakefront Chalet
Smart TV, fireplace

Little Longbow Lakefront Chalet

9.4 out of 10, Exceptional, (12)
"The location was great. Very peaceful. Not far from Lee, Lenox or Great Barrington. The house was very cute and as described. Will absolutely stay again. "
Little Longbow Lakefront Chalet
Sunny Chalet Nestled in the Woods of Ashfield
Interior

Sunny Chalet Nestled in the Woods of Ashfield

9.4 out of 10, Exceptional, (15)
"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
Outdoor spa tub

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

Chalet- Stream, A/C, Hot Tub, min to Lake and Ski
SRC-Hudson Valley/Berkshires Cultural Corridor
Exterior

SRC-Hudson Valley/Berkshires Cultural Corridor

SRC-Hudson Valley/Berkshires Cultural Corridor
Lake Whitingham estate
Smart TV, fireplace

Lake Whitingham estate

10.0 out of 10, Exceptional, (1)
" "
Lake Whitingham estate
Secluded Mountain Chalet
Interior

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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free