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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for The Berkshires condo rentals

Pool

1. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.8 out of 10, Exceptional, (6 reviews)
"Good stay. Convenient to ski slopes. Thankful for Pet Friendly."
United States
Jim H.
The price is NZ$581
includes taxes & fees
18 Aug - 19 Aug
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Outdoor dining

2. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
7.6 out of 10, Good, (13 reviews)
"Great location, right on the mountain's property "
United States
J S.
The price is NZ$605
includes taxes & fees
18 Aug - 19 Aug
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Beach

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
The price is NZ$510
includes taxes & fees
10 Sept - 11 Sept
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Lobby

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

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
The price is NZ$601
includes taxes & fees
18 Aug - 19 Aug
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Interior

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

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Great location, comfortable and spacious living room and bedrooms. "
United States
Emma C.
The price is NZ$1,078
includes taxes & fees
17 Aug - 18 Aug
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Exterior

6. Expansive 2BR | Sleeps 10 | Ski-In

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
The price is NZ$876
includes taxes & fees
15 Sept - 16 Sept
Expansive 2BR | Sleeps 10 | Ski-In
Terrace/patio

7. 2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is NZ$945
includes taxes & fees
15 Sept - 16 Sept
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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Top The Berkshires Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"The location was excellent, and the roads between Lee and Stockbridge, and in a lovely, secluded area. The rooms were spacious, ours included a living room, dining and kitchen area, and upstairs bedroom with spacious closet and bathroom. The price was reasonable. It was very quiet and well maintained. There was a lot for kids to do -- swimming pool and movies. We would go there again."
Pam 6-night trip
Posted less than an hour ago
Holiday Inn Club Vacations Oak 'n Spruce Resort

Find out more about The Berkshires

The Berkshires Condo Rentals information

Number of reviews
10,233
Accommodation
26 Condo Rentals
Lowest Price
NZ$176
Highest Price
NZ$477

Frequently asked questions

How much do condos in The Berkshires cost?
The price range for condos in The Berkshires is NZ$176 to NZ$477 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 26 condos in The Berkshires and then select your favourite. Whether you're embarking on a holiday with all the fam or kicking it with friends, your perfect stay is just clicks away.
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 Centre, 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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