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Berkshires Ski Vacation Rentals(470)

470 Results
$183 - $543
per night
3 - 60 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 60 night min stay
(31)
$2,000 - $2,500
per night
2 night min stay
  • 13 BR,
  • 12 BA,
  • 2 HF BA,
  • Sleeps 36
2 night min stay
(19)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night min stay
(7)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night min stay
(9)
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 7 night min stay
(10)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(11)
$525 - $550
per night
4 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 night min stay
(10)
  • 5 BR,
  • 3 BA,
  • Sleeps 14
1 - 7 night min stay
(6)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night min stay
(5)
$714 - $825
per night
2 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night min stay
(8)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night min stay
(32)
$3,600 - $15,000
per month
30 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
30 night min stay
$165 - $210
per night
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 night min stay
$175
per night
2 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
$190
per night
2 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 7
14 night min stay
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
$286 - $600
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(15)
$350 - $500
per night
3 - 4 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night min stay
(9)
$199 - $819
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night min stay
(19)
  • 5 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night min stay
(9)
$750 - $857
per night
2 - 7 night min stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night min stay
(9)
$229 - $325
per night
3 - 13 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 13 night min stay
(15)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(12)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night min stay
(4)
$379 - $500
per night
3 - 7 night min stay
  • 5 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
3 - 7 night min stay
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
(27)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
 

Recent Berkshires Reviews

Wonderful, quiet property.

5 of 5
I stayed at Larry's property over the weekend with some graduate student friends who were looking for somewhere peaceful to work on thesis writing. We had a great stay. The property was in great condition, the house was spacious, and we were well-supplied with kitchen materials and board games. Our hosts were very communicative and helpful. We'll have to return some time in the summer to enjoy the trails on the property!
  • Submitted: Mar 17, 2015
  • Stayed: Mar 2015

A great family ski house

5 of 5
We have been renting homes in the Berkshires over the past 10 years and we know the area so well that we nearly feel like locals. When we found the listing for this house for our 2015 ski season, we knew it would be a great location, with incredible proximity to town and Butternut. In addition to what we expected, we also found a beautiful, well stocked home with a nice secluded feel and great hills for sledding and snowshoeing. Amy, the owner, is wonderful. She was not only was responsive via email, phone, text, but took the time to anticipate our every need. We were able to accommodate multiple families in spacious bedrooms and the first floor living areas are even roomier than we had anticipated from the photos. A real gem!
  • Submitted: Mar 10, 2015
  • Stayed: Dec 2014

Pristine New England

5 of 5
We rented this home for our sons 13th birthday party with some of his friends. The house could not have been more accommodating. We loved everything about the home. Venetia was extremely helpful. We woke up to a beautiful snowfall. The horses across the street made the view even more beautiful.
  • Submitted: Mar 9, 2015
  • Stayed: Mar 2015