Monthly Rentals in Winchester

The sweetest airbnb, super cozy with lots of amenities. Kerry and Brandon were incredibly accommodating and easy to communicate with.

My husband and I and our two German Shepherds had such a great visit here, it was the perfect size for us. I grew up in NH and we came for the Thanksgiving holiday. The location was great- less than 30 mins to Keene, an hour to Springfield, a little over an hour to Nashua… the trail just behind the bridge was so fun to take our dogs on, and my husband, a true nature lover who didn’t grow up on the east coast, enjoyed watching the river. There was lots of snow during our time here and we didn’t have any issue with our truck & parking! The place seemed well equipped for weather, and the town was quick to handle the snow/ice. We would certainly recommend Naomi’s place and can’t wait to stay again in the future! :)

thanks again Peter, Always a perfect place to reunite with friends. look forward to the next visit. Mary

John was great with communication from beginning to end. The house was cozy & nice, with plenty of space for two people. It was an easy drive to downtown and everywhere we needed to go to. I’d definitely recommend for anyone who’s visiting Brattleboro for a quiet weekend.