Search Holiday Homes in Pittsfield

"See you again next year ! Thank you"

"We really enjoyed the location of the home and spent a few days skiing at Killington nearby. The host was communicative and proactive when a cleaning crew was still on site after check in time. The property was clean and the hot tub was a welcoming after a long day on the mountain!"

"8 people. Good home layout for people to be together and separate at the same time"

"Great house! Small issue with getting into the place with the keybox, but was quickly resolved. We had a great time, it was so comfy, great place to come home after a long day of skiing, exploring, etc. Lots of room to spread out with the family and nighttime hot tub soaks in the cold air were so refreshing!"

"Great little cabin - really enjoyed our stay"

"Easy entry, lots of firewood for the fireplace. Very spacious."

"We were very impressed with the overall layout of the unit. Nice living room. Bedrooms were just as advertised. the hot tub in the master bedroom was perfect. for us skiers Killington resort was just up the road. Here are a couple of negatives that we encountered. 1) The dishwasher had a note on it that said "Please do not use the dishwasher it is not draining" then under this the previous tenant wrote "this sign was here when we arrived. Have to wash dishes by hand". Really come on Vacasa get...

"A great place for the dads and Sons ski/board trip. The place had plenty of space and was very clean. Super close to the base Lodges. Highly recommend"

"We came as a family to visit with family in the area. The home was very well maintained and clean. All appliances, bedding and towels were great quality. The house was spacious and had plenty of room to spread out. The location was great with an amazing view. Would highly recommend."

"We had a nice stay. The house was clean and had everything we needed. Easy drive to Sugarbush and Mt Ellen."

"Listing details were accurate and house was very impressive upon arrival. Would love to stay at this property again! The onsite contact (Tanya) was very helpful with questions too."

"We loved our stay. There were plenty of beds and bathrooms for our family. The kitchen was the most well stocked kitchen ever. Better than being at home even! Really loved the porch area for storing ski gear. The hot tub felt great. Loved all the windows. So much light and great view. The only small draw back was it’s not a true ski in ski out. The trail is close but you do need to walk a bit to get to it. Overall we had a great visit and would stay here again!"

"Location was perfect to the mountain, easy to find and very comfortable! Hosts were responsive leading up to the visit and super helpful!"

"All good lots of fun"

"We loved our stay here. Only 18 minutes from killington. The house was clean and cozy. I’d definitely book again."

"The property is very spacious and comfortable. The location is about a 25 minute drive from Killington mountain. The beds are very comfortable! There are some things about the property and the owner that really need some work: -The oven did not work. It would not heat above 100 degrees. -The WiFi did not work. We had to contact the owner for the password, and were still unable to connect. -There are no hand towels or soap in the kitchen. -There are no hooks or racks to hang jackets. -The towel...

"A wonderful home, abundant firewood, very clear instructions, TV worked great. Highly recommended."

"Bob’s bungalow was a perfect homebase for our ski trip. It had all the necessities we needed for cooking sleeping, and just plain hanging out after a long day of skiing."

"Was a great place to stay. Location was awesome and house was clean. Would definitely stay again."

"Irina was a lovely host and her house was a great spot."

"My family and I have been renting ski homes for many years. David’s home was, by far, the cleanest property we have ever stayed at. My mother-in-law would have been impressed with the cleanliness of this home. The house was perfectly appointed and was perfect from the time we walked in until the time we left. Thank you David! We are looking forward to next year."

"Cozy, welcoming environment. We enjoyed the privacy and quietness of the location. Jeff was very responsive and pleasant. We would definitely recommend to anyone looking for the tiny home experience and would certainly stay there again."

"Clean and quiet cabin. Perfect for a getaway."