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Pittsfield Vacation Rentals(16)

16 Results
$140 - $375
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night minimum stay
$130 - $377
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 night minimum stay
$250 - $412
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 night minimum stay
(46)
$200 - $285
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(3)
$350 - $1,000
per night
2 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 16
2 night minimum stay
$199 - $525
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night minimum stay
(18)
$174 - $738
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 5 night minimum stay
2 Reviews
$500
per night
3 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 14
3 night minimum stay
(7)
$50 - $425
per night
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
2 night minimum stay
(3)
$200 - $500
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night minimum stay
(17)
$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)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
(34)
$300 - $400
per night
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 3 night minimum stay
(6)
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
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Recent Pittsfield Reviews

Great property/experience!

5 of 5
My friends and I thoroughly enjoyed staying at this property. The house/cabin was clean, cozy and comfortably slept 8 people. It was under 15 minutes to Killington Mountain. None of us had skied Killington before, and absolutely loved the Mountain. Also, the property owner was extremely friendly and accommodating. We would definitely stay here again!
  • Submitted: Feb 17, 2015
  • Stayed: Feb 2015

Perfect New Year stay and skiing

5 of 5
We stayed in the house for 4 nights, during New Year. Really does not have anything for a critic. The house was perfect for ours 3 small families (5 adults and 3 kids), and it can accommodate more people for sure. The hot tub is amazing, and we used it every evening after a day of skiing. Kids loved it too. My 2 small Yorkies traveled with us also, and the fact that this house is on its own property, and surroundings are not polluted with salt or other chemicals was a big plus for us - I walked my doggies without any fear on a fresh, clean snow. We thought that this place will be a bit too far from the Killington mountain, but it is not so; short 15 min, or even less, drive to Ramshead was not a problem at all. Thanks Mike, and I am looking forward to stay in the house again sometime.
  • Submitted: Jan 14, 2015
  • Stayed: Dec 2014

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