Monthly Rentals in Cheshire

Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.

A group of friends and I rented this space for our trip to Berkshire East. This was the perfect space that was a fair distance from the mountain. I really recommend this spot for anything! Ski trips, getaways, etc. We had a blast and Karen was a great host. We will definitely be back!

Amber is an excellent communicator. The apartment is very well equipped and easy to adapt to. Great location, easy to find and has a dedicated parking spot which is terrific where there is no overnight on street parking. AND we even had fresh eggs from Amber’s hens.

WOW! What a great place to stay, relax, go skiing from and come home to. From the ease of entry, to the big smart TV’s and beautiful chess set, comfy beds, fluffy blankets and towels, this house is wonderful. We checked in mid-February for an extended weekend, family ski trip. Communication with Sylvia was great from the moment we booked, to during our stay when we had a couple of questions. With high ceilings and big open rooms, the question in winter is always likely to be about heat! The heating worked brilliantly; we were never cold or chilly in any room. The one thing to note is that it is a big open house so lots of the big windows don’t have curtains or blinds but it is so secluded and private that it doesn’t matter. Wonderful views when you wake up! All members of my family loved the house so we would stay here again in a heartbeat.