Trailside Stays — Local services in Dorchester

Spent 3 magical nights with family in 3 tiny houses—Robin, Loon, and Snowy Owl. Each cabin is privately nestled in the woods. The huge windows around the bed allow for fabulous bird watching. The nights are so peaceful, you can hear a pin drop. The tiny house holds your basic kitchen necessities. There is soap in the kitchen, bathroom and shower, but it’s byo shampoo and hair dryer. Instant access to woodland trails and about midway between Caanan and Plymouth restaurants and shops. Can’t wait for...

Absolutely gorgeous views, lucky me I got there during a fresh snowing ❄️ time, when all around is radiant white. Following info might be helpful: Road conditions are good, even couple miles I drove completely in snow, my BMW series 3 (tires 🛞 are all-season) made through all the up and down hills just fine(V-1). We arrived late night in the dark, and google navigation brought us about 300 feet before the actual turn to the Trailside, drive forward up until you see the the sign on...

Everything about this place is breathtaking. Stood here this past weekend July 25 through July 27, 2025 mini getaway with my husband to celebrate my 45th birthday. From the moment we arrived we were in love. The view is amazing, the cabin is extremely clean and everything you need they provide. Night time was so beautiful, the best part was sitting by the fire pan doing s’mores. highly recommend staying here. We are definitely...