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Pittsfield Short Term Vacation Rentals(14)

14 Results
$130 - $463
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
$174 - $921
per night
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 night min stay
(46)
  • 5 BR,
  • 3 BA,
  • Sleeps 12
2 night min stay
(6)
$350 - $1,000
per night
2 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 16
2 night min stay
1 Review
$199
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night min stay
(19)
$600 - $1,000
per night
2 night min stay
  • 4 BR,
  • 1 BA,
  • Sleeps 8
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night min stay
(36)
$200 - $550
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night min stay
(18)
$500 - $600
per night
2 - 4 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 14
2 - 4 night min stay
(7)
$200
per night
2 - 3 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night min stay
(7)
$300 - $500
per night
3 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 11
3 night min stay
(4)
$300
per night
2 - 3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 3 night min stay
(7)
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Recent Pittsfield Reviews

Great house in the Killington area

5 of 5
We just got back from an amazing weekend up in the area and this house had everything we could have needed. We spent 4 days at the house and did a getaway for a group of friends who were throughout the country. Including a guy who grew up 20 miles away, who was thrilled to have a house to rent this close to home. We rented snow mobiles through http://www.snowmobilevermont.com which could not have been better to deal with.. 5 star recommendation for them! A few of us went skiing as well. But I digress back to the house. we had plenty of room for the crew we were with to sleep and spread out, there were plenty of beds, couches, futons, etc. a couple of the guys brought inflatable mattresses and had there own space. The pics don't really do the house the justice it deserves as far as space goes. We planned on ordering pizzas and food outside of the house but as soon as we stepped into the house and saw all of the cooking tools provided we went to the store and decided to cook in every night. The provided grill was great, the cooking materials were well stocked! We had a few pro-am cooks with us that gave us plenty of food morning-noon-night throughout the stay. The character of this house is the real selling point. We loved the mountain cabin feel and atmosphere. There is plenty of parking space for up to 4-6 cars in a snow filled driveway, which was plowed. It was well within reach of the slopes and other attractions that Killington provides. We didn't see a single other person in the general vicinity or even the roads leading to the area. The information provided by Mike were easy to understand, the house was great, all in all I'm beyond impressed on the rental unit that gave us one of the best weekends for friends and family that I could have imagined.
  • Submitted: Mar 4, 2015
  • Stayed: Feb 2015

Great, spacious rental

4 of 5
We had a great time at the house. We were only there two nights for a wedding, but it was clean, very spacious, and conveniently located to a handful of event spaces, which made it a very prime location for us. No wifi though, and cell service was spotty, so that would be my one complaint.
  • Submitted: Jun 9, 2014
  • Stayed: May 2014