Vacation rentals in Old Chatham

We really enjoyed our stay at Sandi’s place. Each bedroom has its own bathroom, which is great for couples and families. The kitchen had everything we needed to cook a big NYE dinner. And it was just a few mins from Chatham center and I90, while still quiet and isolated. Sandi was great at communicating with us and was very flexible about check in and check out times, which we appreciated. We had one toddler with us and there was also a pack and play and a high chair. We would stay here again!

Aline & David provided a great space for my friends and I to have a an eventful, weekend getaway from the city. Amazing location and truly a home where you can have a great experience regardless of the weather. The game room and personal lake are the unique, finishing touches to this home.

Our host was very cool, friendly, flexible and hospitable, but what made him stand above all others as a host, was how available he was, texts were responded to in less than 2 minutes. The space and surroundings are beautiful as well, great find.

Pristine clean, cozy, one bedroom condo unit located in Windham with seasonal access to tennis courts and a pool. Walking distance to the beautiful Windham Path. Slept better than at home in the comfy bed. Went for two days of midweek remote work. Agnieszka, the host, was gracious and responsive. The host obviously put some genuine TLC into this place and it shows. Browsed for books at Briars & Brambles, an indie bookstore in Windham adjacent to Windham Pharmacy. Purchased groceries and firewood down the road at Hickory Hill Market . Ate in area at Higher Grounds and Windham Diner. Living room has a fireplace with large screen TV just above. Great for all seasons. Thanks Agnieszka!

This was such a lovely Airbnb and the hosts were amazing - so responsive and kind. The house had everything me and my family needed during our stay. They even had a pack n play for my baby which I actually forgot to bring! Such a pleasant surprise. The place was spacious and beds were super comfortable. My only critique was the bathtub that no matter how tight you turned it off, it still dripped! We cooked a majority of our meals in the Airbnb because as it turns out, the entire town is closed during spring break! haha only a couple restaurants were open but all and all, great place, great view, great stay! We had a blast playing in the snow, hiking, sitting by the fire, and cooking meals together.

Ray was a super responsive and helpful host! House had plenty of bedrooms and open air spaces for our large group. Being at the highest point, the Mountain views were spectacular!

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 !

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.