Search Condos in The Berkshires

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for The Berkshires condo rentals

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,409 reviews)
"Property is great and stay was great"
United States
Isha
The price is NZ$254
includes taxes & fees
16 July - 17 July
Vacation Village in the Berkshires

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$761
includes taxes & fees
30 June - 1 July
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.6 out of 10, Exceptional, (4 reviews)
"Excellent communication with our host and property exactly as described. Easy check in/check out."
United States
Jillian G.
The price is NZ$714
includes taxes & fees
30 June - 1 July
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

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$494
includes taxes & fees
8 July - 9 July
Cozy 3 bedroom condo 2.5 miles to Mount Snow

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$554
includes taxes & fees
26 June - 27 June
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

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$1,061
includes taxes & fees
26 June - 27 June
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Seasons Condo- Ski-on/off

Seasons Condo- Ski-on/off
Dover
The price is NZ$1,226
includes taxes & fees
26 June - 27 June
Seasons Condo- Ski-on/off

2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is NZ$991
includes taxes & fees
29 June - 30 June
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.
Save an average of 15% on thousands of hotels when you're signed in

Top The Berkshires Hotel Reviews

Find out more about The Berkshires

The Berkshires Condo Rentals information

Number of reviews
2,538
Accommodation
46 Condo Rentals
Lowest Price
NZ$254
Highest Price
NZ$1,226

Frequently asked questions

How much do condos in The Berkshires cost?
The price range for condos in The Berkshires is NZ$254 to NZ$1,226 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 46 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.

Explore a world of travel with Expedia