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Chalets in Pittsfield

"Clean property, beautiful views, definitely would stay again! "

"It was easy to check in and out and there was plenty of parking. There were also ACs in all of the bedrooms but 1. This was important since it was 90 degrees. We only wish the ice machine that was provided worked. The living room furniture, especially the couch, was amazingly comfy. We did a lot of bonding in that space. When we walked in on the first evening, there were some windows open, and there was a furry chicken nugget sitting on the arm of a chair though. The basement had bedrooms in...

SAR 4,448 total

includes taxes & fees

28 Jul - 29 Jul

"excellent house- very close to sugarbush "

"Great place with lots of charm & room for all!"

SAR 4,509 total

includes taxes & fees

5 Aug - 6 Aug

"The chalet was cozy and comfortable. I didn’t not expect this level of comfort in the middle of a forest. The drive from the country road did scare me a little bit. "

SAR 1,466 total

includes taxes & fees

28 Jul - 29 Jul

"We very much enjoyed our stay and the property is in excellent proximity to Killington/Pico."

"We had a wonderful relaxing time at Falcon house. The house was clean, just as listed, and had everything we needed to make for an enjoyable relaxing time. Really enjoyed the scenery and walking around Woodstock."

"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."

"Great property - excellent hosts. Close to mountain and restaurants"

SAR 3,403 total

includes taxes & fees

27 Jul - 28 Jul

"Great location and house. Perfect for large groups, there is plenty of space with multiple rooms so your group can spread out. Minutes to Killington mountain. "

"Awesome property and very responsive staff! Highly recommended. "

"Our group of 10 friends had a wonderful stay at the Chalet. Great location to the mountain and local restaurants and entertainment. Plenty of room to spread out and great communal area as well. "

SAR 2,972 total

includes taxes & fees

4 Aug - 5 Aug

"Victoria and Erica were wonderful hosts, everything was as expected and they were very responsive. Graciously arranged for extra snow plowing due to some pretty significant snowfall. Had room for three couples and kids, 10 in all, very comfortably. Would stay again!"

"Great quite location near restaurants and 5 mins from the slopes. The kids loved the little arcade area and the hot tub was great for after skiing. Furniture was a little outdated but met our needs for a fun family vacation"

"Nice amenities and plenty of room. We were very close to the Killington Ski Resort and many restaurants. "

"Not as described "

"The Gnome Home was everything we hoped for and more. The hosts are so helpful with communication, especially when a hefty snow storm hit. The home is cozy, clean and very well stocked with everything you need."

SAR 2,119 total

includes taxes & fees

19 Aug - 20 Aug

"We booked this house as it was close to a friend’s 50th birthday party. The house was really great. Super clean, new fresh linens and great amenities. Steph, the owner was extremely communicative and I would absolutely recommend a stay here. Thanks so much, we will return."

"We stayed at the overlook for a family ski trip. It was the perfect place for our family of 4 with 2 young kids. The house was well appointed and what we expected, our hosts communicated well and it was an easy drive to killington mountain every day to ski."