Monthly Rentals in Woodbury

Absolutely perfect stay! This cozy, historic home in Woodbury is a true hidden gem. Tucked away on a peaceful, quiet road, it offered a serene escape surrounded by nature. We loved waking up to views of wildlife and the sounds of nature—it felt like our own little private retreat. The owners were warm, welcoming, and ensured we had everything we needed for a comfortable stay. The charm of the home and its historic touches made it even more special. Highly recommend for anyone seeking tranquility and a memorable stay. Five stars!

I originally booked this ave for a month. Then I re-upped for two more. and then three more. I ended up staying there for six months, and I couldn't have been more pleased with the experience. The space is beautiful, with an open floor plan and lots of natural light. The house is just steps from Main Street, with a lovely organic grocery store just a short walk away. Jamie and her husband Josh were quick to respond to any questions or small concerns. I'd stay here again in a heartbeat.

Perfect “Connecticut” destination for a restful, cosy & comfort “couple get-away” vacation in Middlebury, CT. Traci’s home located in walking distance to restaurants, coffee-shops and the Middlebury Greenway for a walking, biking & cross country skiing when it snows! Traci’s home has a private entrance to her “basement” with gorgeous window-views over looking Hope Brook river. My husband & I came up to visit my family at the annual Middlebury Christmas tree lighting. There was snow on ground, so we had a perfect “Connecticut Christmas”. Traci’s gracious hospitality, is the perfect “home away from” for a couple or single person to relax and escape the stresses of life.

It was such a pleasure staying at Jolene’s airbnb…if only they were all like this one, spotless, comfortable, well thought out rooms and well maintained. The apartment was a short distance to the village and to Steeprock, a wonderful area for hiking. Would love to go back sometime.