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Berkshires Ski Vacation Rentals(88)

88 Results
$50 - $325
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(16)
$449 - $949
per night
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 15
2 - 3 night minimum stay
(19)
$185 - $500
per night
3 - 30 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 30 night minimum stay
(11)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 30 night minimum stay
(11)
$350 - $429
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 - 4 night minimum stay
(7)
$757 - $800
per night
2 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night minimum stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 11
3 night minimum stay
(3)
$175 - $300
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(33)
$600 - $671
per night
2 - 7 night minimum stay
  • 6 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(5)
$550 - $625
per night
2 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(3)
$195 - $245
per night
2 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
(3)
$1,300 - $1,321
per night
2 - 7 night minimum stay
  • 9 BR,
  • 6 BA,
  • Sleeps 20
2 - 7 night minimum stay
1 Review
$1,900 - $1,993
per night
2 - 7 night minimum stay
  • 14 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 30
2 - 7 night minimum stay
1 Review
  • 2 BR,
  • Sleeps 4
(20)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
(8)
$325 - $425
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(31)
  • 2 BR,
  • 4 BA,
  • Sleeps 5
2 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(3)
  • 8 BR,
  • 5 BA,
  • Sleeps 14
(7)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 9
1 Review
$200 - $260
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 9
1 Review
$490 - $564
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
2 Reviews
$37 - $255
per night
2 - 30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 30 night minimum stay
(3)
$100 - $193
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(16)
$150 - $200
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 11
2 night minimum stay
(5)
$750
per night
2 - 7 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night minimum stay
2 Reviews
 

Recent Berkshires Reviews

Amazing stay! We will be back!

5 of 5
A group of five of us wanted to get away for a fun Autumn weekend, and this was absolutely the perfect spot! The cabin is amazingly cozy. Ilana is very considerate and incredibly accommodating for my friends and me. The area is quiet and right on the lake. It's so peaceful and a great getaway from NYC. We cooked dinner and spent the entire night by the fire pit. The cabin had everything we needed! The only complaint is we weren't able to stay longer! It was honestly the perfect weekend! This place would be perfect any season. We will definitely be coming back for a longer trip!
  • Submitted: Dec 4, 2014
  • Stayed: Oct 2014

Perfect Getaway for Cousins Club Weekend!

5 of 5
We were in search of a large house that could accommodate many families for our cousins club weekend and the Berkshire Country Estate was the perfect find! Plenty of room for families to have their own space but also convene together for dining and game playing. We were all very comfortable in this beautiful, charming home and the owners were a pleasure to deal with and very welcoming. The house is well equipped with cooking utensils and a grill so it was easy to eat in as a family. Also, the game room was a big plus for the kids (they loved the air hockey and pin ball machine) and the outside swing set and basketball hoop were a plus and we all enjoyed ping pong in the barn. We even had a family kick ball game on the large yard. I know there are plenty of sightseeing opportunities close to this property but the house was so great, we never left for the weekend! Thank you for a memorable weekend and we look forward to returning:)
  • Submitted: Nov 13, 2014
  • Stayed: May 2014

A wonderful home in a very scenic setting

5 of 5
Some friends and I were attending a wedding in the area and needed a place to stay that was on the lake and comfortable for 7 guys. This house hit the mark perfectly. The owner was wonderfully responsive and provided all the information we needed about the house and some great information about the area. The home is wonderfully appointed and it was a pleasure to cook in the kitchen and use the new grill. The area is also welcoming to LGBT travelers.
  • Submitted: Oct 22, 2014
  • Stayed: Oct 2014