Places to stay in Canaan

Great space, great location.

Thank you for making our wedding guests feel so comfortable!

Theresa’s beautiful Norman Rockwell studio was so much better than I could have imagined! She was so thoughtful from start to finish with clear and easy communication about everything. Parking was very easy and you will clearly have a space right behind the building. The large picture window in the middle of the living room with a Christmas tree in the center was so lovely and heart warming! Very quiet yet steps from shopping and restaurants (the best breakfast in town can be had at Main Street Cafe downstairs!) I would highly recommend this charming apartment for anyone wanting a charming experience in Stockbridge. 10 out of 10!

Erika’s cozy cottage was the perfect getaway. It was in such a beautiful and peaceful neighborhood. The cottage was very nice inside, private and it matched the description. Erika was also a very friendly and attentive host. Would recommend this place to others. 10/10 !!!

Ursula's condo at Hunter is a nice spacious place for a small family / group to spend the weekend or longer. It is about a 4 minute walk to the Briar Patch Ski Trail at Hunter from this condo's front door. Each of the bedrooms has 1 queen bed and a 1 roll out folding twin bed with a foam mattress. The place is very clean, well equipped, and nicely maintained. We had an issue with the heat while we were there and Ursula was quick to get a tech to come check it out and solve the problem. Thanks again !

I went for my boyfriends 25th birthday it was absolutely stunning from all of the art everywhere in the house and outside! We stayed in the sauna from when we got there till late at night it was an absolutely wonderful experience even just for a night!

We had a great time staying in this beautiful and comfortable space. It had everything we could hope for and was perfectly clean. The air felt and smelled fresh as we walked in the door. It was spacious and well appointed with extras like condiments, games and puzzles. There was a dog gate and potty bags in case we brought our pets. We didn’t bring ours this time but might in the future because we definitely want to stay here again. There were plenty of clean linens and the shampoo, conditioner and body wash were great. The coffee was delicious and there was tea too. We didn’t use the air fryer, but it was nice to have that and the gas stove in case we wanted to cook. Thank you for a great stay!

Lockwood Lodge is a beautiful and peaceful place in a perfect location. Our families loved watching the snow come down from the big windows, the view is spectacular. Our kids loved the vintage video game consoles, the grownups loved the records and games/puzzles, and we all felt right at home in the lovely house. It was a perfect spot to hunker down in the snow storm. Jeremy was incredibly responsive and thoughtful and did much to make sure our stay was perfect. We hope to visit again in the summer to take advantage of the pool, which must be really special against the backdrop of that view.

One of the best homes we’ve stayed in on Airbnb! Had everything you could ask for and more. We visited for a ski trip and unfortunately conditions were not great, but still had an amazing trip because of the home! Highly recommend.