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Pittsfield House Rentals(12)

12 Results
$250 - $412
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 night minimum stay
(46)
$174 - $921
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 night minimum stay
$350 - $1,000
per night
2 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 16
2 night minimum stay
1 Review
$199 - $399
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night minimum stay
(19)
$500
per night
3 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 14
3 night minimum stay
(7)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 5 night minimum stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 12
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
(35)
$200 - $500
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night minimum stay
(18)
$500 - $600
per night
2 - 4 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 14
2 - 4 night minimum stay
(7)
$200 - $400
per night
2 - 3 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(6)
$300 - $400
per night
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 3 night minimum 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

Lovely home! Perfect for a winter weekend getaway!

5 of 5
This home was an ideal set up for a group weekend get away. Myself and 9 family members/friends stayed in Sean's house for a long weekend. Everything was very clean, equipped, and ready for a big group. It was the perfect balance of cozy and spacious. The hot tub is wonderful on a cold night! Close to a market, just 10-15 minutes away from Killington ski resort and beautiful views out the windows! Couldn't have asked for a better getaway - would recommend highly.
  • Submitted: Mar 5, 2014
  • Stayed: Feb 2014

Perfect Weekend Getaway Home!

5 of 5
Me and my friends had a perfect snowboarding weekend getaway at this rental home. The house was located approx 10-15 minutes away from the Killington ski resort and had more than enough bed space to accomodate all 9 of us. The kitchen, basement and living room area were very spacious. Gail, the homeowner and her husband Ken were also very pleasant to deal with. They were very attentive throughout the whole process and made sure everything was ready before we got there (the coffee cake was delicious by the way! Thanks!!). Any issues were communicated to us beforehand, such as the lack of network service in the area (no incoming/outgoing calls). Other than that, everything went smooth and I would definitely recommend this property to anyone staying in the area! Thanks again for the lovely home.
  • Submitted: Mar 7, 2013
  • Stayed: Feb 2013