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Compare 30 Cabin Rentals in Ashuwillticook Rail Trail with updated reviews, rates, and availability.

"The cabin is quiet, tidy, and comfortable. It is within driving distance of several hiking trails and was a great place to spend a long weekend. The host was friendly and communicative, and made sure that we had everything we needed for a nice stay. "

"Loved it, will definitely book again!"

AED 2,146 total

includes taxes & fees

4 May - 5 May

"Great place to stay with friends and family. Will be visiting again!"

AED 1,182 total

includes taxes & fees

4 May - 5 May

"We had a great time in the cottage. It was perfectly cozy for our family of 6. The cottage has everything you need to have fun on a cold winter night. We especially enjoyed the hot tub and board games! Thanks for a lovely stay - we will come back in the summer!"

"Such a sweet spot in the woods! Can’t wait to come back."

AED 652 total

includes taxes & fees

3 May - 4 May

"The cabin was pretty much all we could wish for to spend a few cozy days in the beautiful Berkshires! "

"What an incredible property, town and area. If you’re looking to get away for a bit in New England, it’d be hard to beat this place. Absolutely loved it, close to many small towns with great food and shops and views. Will be back again!!"

AED 2,395 total

includes taxes & fees

3 May - 4 May

"We had a wonderful stay in this adorable a frame!! Super cozy :)"

"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."

AED 652 total

includes taxes & fees

3 May - 4 May

2 bedrooms, desk, travel crib, free internet

"Home was clean and well appointed. Gravel road and drive were better than expected and it was easy to get to town for sightseeing the battle monument, hiking and biking. We slept well and enjoyed the property."

"Over all we loved this cabin. The outdoor spaces are wonderful. Dusk setting over the lake while sitting on deck with a drink was as close to perfection as you can get. We enjoyed kayaking around the lake. Very peaceful. The cabin is large. We used the fireplace every night. The only knock is the bugs and cobwebs in the high spaces. "

"Great location, comfortable, beautiful setting and nice porch! "

"House was clean and comfortably furnished. The kids enjoyed the arcade games and it was an overall good time. Only Issues were that the drive and walk ways were hidden in the snow and the house did not hold heat well "

"We had a great time staying in Lauren and Blake's cabin. It was very comfortable, clean and convenient and I would definitely stay there again. Thank you for being great hosts!"

"This cabin was just perfect for our family vacation to the Berkshires. It was clean, had everything we needed, and Marlena was extremely helpful and responsive. We hope to be back some day!"

"Took advantage of the peaceful setting and location to nearby attractions!"

"Location of this property is near all things Stockbridge has to offer. Easy ride to Tanglewood Short ride to Lenox and Lee The cottage is an older gem Well stocked and lots of quirky charm"