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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for The Berkshires condo rentals

A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

1. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
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 ￥18,592
￥57,139 total
includes taxes & fees
Nov 3 - Nov 4
Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
A room with a wood-burning stove, a brick fireplace, a mounted television, and a sign above the fireplace.

2. 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)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
The price is ￥14,180
￥44,154 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A spacious living area with a red sofa, wooden staircase, and a kitchen with a bar.

3. Walk to Mt Snow Lifts • Sleeps 8 • Fireplace, Hot Tub, Sauna, Pool • 2BR/2BA

Walk to Mt Snow Lifts • Sleeps 8 • Fireplace, Hot Tub, Sauna, Pool • 2BR/2BA
Dover
10.0 out of 10, Exceptional, (1 review)
"Incredible views, immaculate, spacious, fully sticked kitchen, great pool and amenities. Easy access with great communication from the host. 10/10 recommend"
United States
Danielle F.
The price is ￥16,544
￥49,318 total
includes taxes & fees
Nov 3 - Nov 4
Walk to Mt Snow Lifts • Sleeps 8 • Fireplace, Hot Tub, Sauna, Pool • 2BR/2BA
An indoor swimming pool with a tiled floor, a pool table, and a bar area.

4. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Dover
9.6 out of 10, Exceptional, (5 reviews)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is ￥21,468
￥65,030 total
includes taxes & fees
Nov 3 - Nov 4
Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
A kitchen counter with a bottle of Cabernet Sauvignon, a feedback card, and a basket of fruits.

5. Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8

Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
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 ￥32,899
￥88,808 total
includes taxes & fees
Nov 3 - Nov 4
Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

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

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
The price is ￥77,682
￥93,106 total
includes taxes & fees
Nov 3 - Nov 4
Expansive 2BR | Sleeps 10 | Ski-In
Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

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

2BR Loft With Views | Ski-In Access
West Dover
The price is ￥83,849
￥100,424 total
includes taxes & fees
Nov 3 - Nov 4
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

The Whitlock

The Whitlock

8/10 Good
"Great location, easy parking, and the rooms are great (clean, comfortable). It's just an older property but well worth the stay."
Craig 1-night trip
Posted 1 hour ago
The Whitlock

Find out more about The Berkshires

The Berkshires Condo Rentals information

Number of reviews
118
Accommodation
29 Condo Rentals
Lowest Price
￥44,154
Highest Price
￥100,424

Frequently asked questions

How much do condos in The Berkshires cost?
The price range for condos in The Berkshires is ￥44,154 to ￥100,424 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 29 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?
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 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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