Search Condo Rentals in The Berkshires

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for The Berkshires condo rentals

Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,358 reviews)
"great stay. "
United States
John
The price is HK$675
HK$840 total
includes taxes & fees
19 May - 20 May
Vacation Village in the Berkshires
Outdoor dining

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 HK$1,206
HK$2,825 total
includes taxes & fees
19 May - 20 May
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.4 out of 10, Exceptional, (3 reviews)
"Good stay. Convenient to ski slopes. Thankful for Pet Friendly."
United States
Jim H.
The price is HK$1,276
HK$2,615 total
includes taxes & fees
19 May - 20 May
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Beach

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, (51 reviews)
"Cozy place, very close to the moover and Mount Snow. Host was very responsive. Would definitely book again!"
United States
dory p.
The price is HK$705
HK$2,265 total
includes taxes & fees
25 May - 26 May
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Lobby

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)
"The local Vacasa team is very responsive.The accommodations are ok but the location can't be beat.There is an endless supply of firewood to have a fire, which was really nice. The ski locker outside makes it easy to get on and off the slopes.To get to the slopes, you walk out the front door to the right and down the steps, voila!"
United States
Nadia D.
The price is HK$556
HK$2,406 total
includes taxes & fees
18 May - 19 May
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Interior

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)
"Place was great, perfect location, super clean! Owner had coffee k-cups available, single-use toothbrushes, etc. Great weekend!"
United States
Jim D.
The price is HK$1,586
HK$4,571 total
includes taxes & fees
19 May - 20 May
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Terrace/patio

2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is HK$3,543
HK$4,411 total
includes taxes & fees
25 May - 26 May
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Loved our stay. This property is very clean, well-maintained, and had everything we needed for a comfortable stay."
Brianna 1-night trip
Posted 2 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about The Berkshires

The Berkshires Condo Rentals information

Number of reviews
2,485
Accommodation
41 Condo Rentals
Lowest Price
HK$840
Highest Price
HK$4,571

Frequently asked questions

How much do condos in The Berkshires cost?
The price range for condos in The Berkshires is HK$840 to HK$4,571 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 41 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.
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?
The quickest way to score cheap condos in The Berkshires is with Expedia's easy-to-use filter tool. Tailor your search results by amenities, budget and star rating to snag awesome prices in just a few clicks.
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