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Condo Rentals in The Berkshires

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2049)
"Nice room clean and friendly staff"
The price is ¥13,868
¥17,149 total
includes taxes & fees
Nov 2 - Nov 3
Vacation Village in the Berkshires

UNIQUE - 1BR Country Condo @ Jiminy Peak

10.0 out of 10, Exceptional, (14)
"Clean and quiet, nicely decorated! "
The price is ¥19,504
¥52,692 total
includes taxes & fees
Oct 14 - Oct 15
UNIQUE - 1BR Country Condo @ Jiminy Peak

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

8.0 out of 10, Very Good, (8)
"Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn"
The price is ¥20,815
¥50,944 total
includes taxes & fees
Oct 20 - Oct 21
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

8.0 out of 10, Very Good, (1)
"very nice and roomy! really enjoyed."
The price is ¥20,815
¥45,816 total
includes taxes & fees
Oct 15 - Oct 16
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Charming 1-bedroom condo in delightful Dover

9.2 out of 10, Wonderful, (5)
"The place was nice. It was clean, lots of supplies were provided, and it was in a great location. The host contacted me the day before, letting me know that the wifi was out, and the technician was unavailable until the next week. I was appreciative of the heads up. Unfortunately, the TV was unusable without wifi, no option to watch local channels. Cellular (Verizon) data was non-existent throughout the majority of daytime hours. Despite this smallish issue, I would stay here again! "
The price is ¥16,177
¥30,581 total
includes taxes & fees
Oct 15 - Oct 16
Charming 1-bedroom condo in delightful Dover

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

8.6 out of 10, Excellent, (31)
"The apartment was in a great location to get to the ski lifts. "
The price is ¥11,938
¥43,655 total
includes taxes & fees
Oct 13 - Oct 14
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Cozy 3 bedroom condo 2.5 miles to Mount Snow

9.0 out of 10, Wonderful, (42)
"This is the third time I’ve stayed here and it’s very convenient and I really love what the host did for upgrades on the property. "
The price is ¥13,607
¥44,590 total
includes taxes & fees
Oct 21 - Oct 22
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

9.4 out of 10, Exceptional, (18)
"Clean, comfortable, convenient! "
The price is ¥41,577
¥101,140 total
includes taxes & fees
Oct 13 - Oct 14
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Charming 3-bedroom condo in serene Wilmington - Your home away from home!

10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
The price is ¥54,428
¥97,381 total
includes taxes & fees
Oct 21 - Oct 22
Charming 3-bedroom condo in serene Wilmington - Your home away from home!

2BR Loft With Views | Ski-In Access

The price is ¥65,314
¥81,242 total
includes taxes & fees
Nov 4 - Nov 5
2BR Loft With Views | Ski-In Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do condos in The Berkshires cost?
The price range for condos in The Berkshires is to per night. No matter your budget, you'll find someplace that suits your needs — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in The Berkshires?
Explore our condos in The Berkshires and then select your favorite. Whether you're embarking on a vacation with all the fam or kicking it with friends, your perfect stay is just clicks away.
Why book your condo in The Berkshires with Expedia?
Reserving a condo in The Berkshires is as easy as entering your travel dates and choosing a place that has what you need. On the lookout for something low cost or luxurious, or a stay that also offers a kitchenette? Use Expedia's search filters to narrow your results even further and find the perfect pad.
How can I find cheap condos in The Berkshires?
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What is there to do in The Berkshires near my condo?
Whether you enjoy arts, culture, shopping or dining, The Berkshires offers the lot, and then some! The awesome city of Lenox boasts plenty of things to do and see, including Tanglewood Music Center, Shakespeare and Company and The Mount. If you're planning an escape to Williamstown, Chapin Library of Rare Books and Manuscripts, Hopkins Observatory and Williams College Museum of Art are must-do's.

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