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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for The Berkshires condo rentals

A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

1. 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, (7 reviews)
"Excellent communication with our host and property exactly as described. Easy check in/check out."
United States
Jillian G.
The price is AED 635
AED 1,271 total
includes taxes & fees
4 Oct - 5 Oct
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

2. 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 AED 386
AED 1,329 total
includes taxes & fees
11 Oct - 12 Oct
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
A kitchen counter with a bottle of Cabernet Sauvignon, a feedback card, and a basket of fruits.

3. 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.
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Wake up to breathtaking mountain views and slopeside convenience at this cozy retreat, where adventure and relaxation go hand in hand.

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

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
The price is AED 1,712
AED 2,161 total
includes taxes & fees
19 Oct - 20 Oct
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.

5. 2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is AED 1,848
AED 2,331 total
includes taxes & fees
19 Oct - 20 Oct
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

Hotel On North

Hotel On North

10/10 Excellent
"Delightful place with charm and warmth and character. I would love to come back."
Richard 1-night trip
Posted 10 hours ago
Hotel On North

Frequently asked questions

How much do condos in The Berkshires cost?
The price range for condos in The Berkshires is AED 1,271 to AED 2,331 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 24 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.

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