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Compare 27 Cabin Rentals in Chester 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. "

"We had a wonderful stay. The cabin was clean and comfortable! "

"Great property. Exactly as advertised. "

"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!"

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

"Cute cabin in a beautiful private setting. Very peaceful and surrounded by nature."

"We had a great time during our stay at the Mill Creek cabin! The views of the river couldn't be beat & we enjoyed spending time reading on the porch & watching the wildlife from the huge living room windows. We will definitely be back!"

"Beautiful lake, traditional charming cottage- great get-away"

"Lovely cottage. Very clean. Everything we needed. We had a great time!"

"We had an amazing time at the house and lots of fun on the lake. This was a cozy home with family history and thoughtful touches. A great stay."

2 bedrooms, iron/ironing board, internet, bed sheets

"Charming decor and solid furniture. Lovely screened porch and deck. Micro kitchen—smaller that we expected but we’ll-equipped. Bedrooms also smaller than expected. Beds were good. "

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

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

"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!"

"The cabin and lake were even better than we expected. The cabin is fully equipped with almost everything you can think of for a comfortable stay. The lake water is very clean and the surrounding forest is sustainably maintained. Doolittle Lake is a hidden gem."

"Loved our stay. "

"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"

"Wonderful accommodation."

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Other property types in Chester

"Very comfortable property in a lovely setting "

AED 570 total

includes taxes & fees

11 May - 12 May

"We stayed in Holyoke as my daughter was performing at UMASS Amherst and this was a great location only 25 minutes of so away from campus. The home is spacious with two bedrooms and bathrooms. A very clean and well maintained the home. Would definitely recommend and will visit again!! "

AED 1,063 total

includes taxes & fees

12 May - 13 May

Recent reviews of Chester hotels

5/5 Excellent

"I had a wonderful stay at The Yankee, Trademark Collection by Wyndham. The room was beautiful and comfortable, making for a very relaxing experience. The staff was incredibly kind, welcoming, and made check-in and check-out effortless. However, during my visit, there was construction happening nearby, which was quite noisy and inconvenient as it was right next to our room. Additionally, the lobby was not accessible at the time, which was a bit disappointing. Despite these minor issues, my overall experience was positive, largely thanks to the excellent staff and comfortable accommodations."

A verified traveler stayed at The Yankee, Trademark Collection by Wyndham

Posted 3 days ago