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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, (2,232 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is €108
includes taxes & fees
9 Feb - 10 Feb
Vacation Village in the Berkshires

UNIQUE - 1BR Country Condo @ Jiminy Peak

UNIQUE - 1BR Country Condo @ Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (14 reviews)
"lovely place to stay"
United States
Nancy P.
The price is €333
includes taxes & fees
26 Feb - 27 Feb
UNIQUE - 1BR Country Condo @ Jiminy Peak

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
7.4 out of 10, Good, (12 reviews)
"Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. "
United States
PK N.
The price is €293
includes taxes & fees
9 Feb - 10 Feb
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
9.0 out of 10, Wonderful, (2 reviews)
"very nice and roomy! really enjoyed."
United States
Shack M.
The price is €249
includes taxes & fees
9 Feb - 10 Feb
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Hancock
10.0 out of 10, Exceptional, (15 reviews)
"Perfect spot to relax!"
United States
Tisha C.
The price is €759
includes taxes & fees
21 Feb - 22 Feb
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Hancock
9.8 out of 10, Exceptional, (7 reviews)
"It was exactly as described, perfect for a family stay with easy ski on and off. I was pleasantly surprised with all the amenities of the property. Would stay again!"
United States
Christine O.
The price is €631
includes taxes & fees
13 Feb - 14 Feb
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

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, (50 reviews)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is €266
includes taxes & fees
2 Mar - 3 Mar
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, (33 reviews)
"Very nice accommodations and location!"
United States
Michael M.
The price is €324
includes taxes & fees
8 Mar - 9 Mar
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi

Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi
West Dover
The price is €211
includes taxes & fees
11 Feb - 12 Feb
Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi

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, (18 reviews)
"Property was perfect for proximity to the mountain, restaurants and stores. Perfect family spot for a ski vacay!"
United States
amy
The price is €620
includes taxes & fees
10 Feb - 11 Feb
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING

SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Cozy place!"
United States
Preeti Y.
The price is €614
includes taxes & fees
9 Mar - 10 Mar
SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING

2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is €917
includes taxes & fees
4 Mar - 5 Mar
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

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The Berkshires Condo Rentals information

Number of reviews
2,368
Accommodation
45 Condo Rentals
Lowest Price
€108
Highest Price
€917

Frequently asked questions

How much do condos in The Berkshires cost?
The price range for condos in The Berkshires is €108 to €917 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 45 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.

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