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Chester Ski Vacation Rentals(14)

14 Results
$200 - $225
per night
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 4 night minimum stay
(3)
$250 - $360
per night
2 - 3 night minimum stay
  • 5 BR,
  • Sleeps 12
2 - 3 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 12
2 - 7 night minimum stay
(11)
$400 - $800
per night
2 night minimum stay
  • 8 BR,
  • 4 BA,
  • Sleeps 23
2 night minimum stay
(5)
$100 - $140
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(12)
$200 - $225
per night
2 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 5
2 Reviews
$125 - $150
per night
2 - 3 night minimum stay
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 11
2 - 3 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 10
2 night minimum stay
1 Review
$200 - $300
per night
2 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night minimum stay
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
(19)
$200 - $300
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(9)
  • 1 BR,
  • 2 BA,
  • Sleeps 10
(3)
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Recent Chester Reviews

Cozy farm house

4 of 5
We had a very good time. Love the property. It was charming, clean and well maintained. The kids enjoyed seeing the sheep, the horses and the dogs. I would recommend this property and we are going to book our next stay.
  • Submitted: Dec 19, 2014
  • Stayed: Nov 2014

Family time...

5 of 5
Gorgeous property and getaway with family. You must experience the slow paced and peaceful Vermont vacation. Our family treasures each and every moment at this house!
  • Submitted: Aug 22, 2014
  • Stayed: Aug 2014

Great cabin in an awesome town!

5 of 5
The owner was extremely accommodating and thoughtful. Our first time here was back in January during a big winter storm. The owner was kind enough to let us go up a day early, free of charge, so that we did not have to drive up during the storm. We were blown away by his kindness. The cabin is cozy and charming with everything you need. There is a nice wood stove with plenty of firewood, it was -15 degrees outside but we were nice and toasty inside. There is a huge selection of DVDs that we took advantage of and got to watch some great movies while we were snowed in. The town of Chester itself is a great town to stay in. You don't get much of the ski crowd, but Ludlow, VT and other ski areas are only a few minutes away. There are some great antique stores nearby including our personal favorite, Wyndham Antique Center in Bellow Falls. I highly recommend this cabin to anyone looking for a place to unwind. P.S.- Do yourself a favor and get some Blue Wings at Stone Hearth Inn & Tavern, you can thank me later.
  • Submitted: Feb 17, 2014
  • Stayed: Jan 2014