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9 Jum. I - 11 Jum. I

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Compare 43 Cottages in Pittsfield with updated reviews, rates, and availability.

"Host was very friendly,, property was emaculate, would definitely stay here again"

SAR 672 total

includes taxes & fees

13 May - 14 May

"We loved the cabin and its proximity to the town of Woodstock. Nice to come home at the end of the day. The only issue is the bedrooms are upstairs and the bathroom is downstairs….but we managed. Overall a great stay. "

"Nice time, great location"

SAR 1,658 total

includes taxes & fees

4 May - 5 May

"We loved the carriage house and its proximity to the town of Woodstock. Perfect to come home at the end of the day. Would definitely recommend to anyone visiting Woodstock! "

"We thoroughly enjoyed our stay at Lake Bomoseen. The house was in a great location with incredible lake views. The private dock was very relaxing."

1 bedroom, iron/ironing board, travel crib, free WiFi

"The property was perfect and quiet. The hosts were quick to respond and gave great directions and advice. Will definitely stay again."

"If you’re looking to spend a weekend with some friends at Killington this is definitely the most bang for your buck outside of the resort. 20 minute drive and plenty of plowed parking. "

House (1 Bedroom) | Private kitchen | Microwave, oven, stovetop, cookware/dishes/utensils

"This was the perfect place for 2 people to stay for a trip to Okemo. Everything we could have needed was available on the property, it was very clean and comfortable, and the hostess was great at communicating details ahead of time. Thanks for allowing us to use your property - I would love to return!"