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Vacation Homes in Pittsfield

Our top choices for Pittsfield vacation homes

"Fantastic location for easy ski on ski off."

"Beautiful area and gorgeous leaves. Liked having a weber grill."

"Cozy accommodations, great location, beautiful property, wonderful hosts."

"It was a wonderful stay in a beautiful home close to all of the places we wanted to spend time!"

"Absolutely loved it!!! Amazing house. Will definitely stay again!"

"Nice rental for our family and the owner was very rsponsive."

"Our stay was amazing! The house offered everything we needed, was spacious and clean. Working with the owners was also easy. Would definitely recommend and stay again!"

"A true gem."

"Beautiful house on an amazing piece of property. The house was very comfortable for two families of four. It has everything you could need and more. The hosts were very responsive. We will definitely stay here again."

"Great place"

"We loved the community space and how the layout was conducive to comfort and space to gather together.Bonus to have so many bathrooms! The windows and light were spectacular!"

"Big and spacious. "

AED 2,220 total

includes taxes & fees

4 Sep - 5 Sep

"The home was so comfortable and had a gorgeous view of the mountains. It was so convenient to the ski slopes. Our family of 4 really enjoyed our stay."

"Property owner was excellent! We enjoyed our stay."

AED 344 total

includes taxes & fees

4 Sep - 5 Sep

"Property was perfect for our mountain biking trip to Killington. Plenty of space, working A/C, comfortable beds, and great location. The house was extremely clean and modern, and the game room gave us a few hours of entertainment. Would definitely recommend this property for a group of 4-10 people! "