Monthly Rentals in North Canaan

Very cute little place to stay and have a cozy weekend. Definitely recommend Campbell’s Falls (A hike John recommended to us)

This AirBnB is an absolute dream - look no further! I lived in the Berkshires for 8 years and was back visiting friends and could not have asked for a more perfect and charming accommodation. Great location with easy access to GB, Sheffield, Lakeville, etc. Great food options, incredible hiking, and so much beauty in Ricky and Elisabeth's backyard. This will be my go-to spot in the Berkshires. I am truly sad to leave! This place is perfection and captures what the Berkshires is all about. Ricky and Elisabeth were so caring, thoughtful and kind. 10/10 recommend. A true gem!

This is at least our 4th time staying at what we call "The Farm" and it is our favorite getaway! We even got my brother to drive 1.5 hours out of his way on his family trip to Boston so he could check it out. A rare gem!

Our stay at Rebecca's place was absolutely wonderful! The cozy, comfortable space provided the perfect home base for our Valentine’s weekend couple’s getaway. Located 35 min from Catamount (among other nearby ski mountains), the property offers a peaceful private setting while still being within easy reach of the slopes. Rebecca was an exceptional host. She provided fantastic local restaurant recommendations that really enhanced our experience. When it snowed on our departure day, she went above and beyond by arranging for the driveway to be plowed and even offered to extend our stay due to the weather. This kind of thoughtful consideration really made us feel cared for. The communication throughout our stay was gracious and prompt. Rebecca's attentiveness and hospitality truly made this a memorable stay. We would absolutely return and highly recommend this property to anyone looking for a comfortable, well-located rental with a host who goes the extra mile for her guests.