The Berkshires, MA Condo Rentals from SAR 418

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Our top choices for The Berkshires condo rentals

1. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock

Jillian G.

SAR 1,078 total

includes taxes & fees

22 Sep - 23 Sep

2. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Hancock

J S.

SAR 1,615 total

includes taxes & fees

14 Oct - 15 Oct

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

SAR 1,158 total

includes taxes & fees

30 Sep - 1 Oct

4. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Dover

Evan C.

SAR 1,300 total

includes taxes & fees

21 Oct - 22 Oct

5. Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Dover

Emma C.

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

West Dover

SAR 2,210 total

includes taxes & fees

22 Sep - 23 Sep

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

West Dover

SAR 2,384 total

includes taxes & fees

22 Sep - 23 Sep

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Top The Berkshires Hotel Reviews

Berkshires Untold

8/10 Good

"Liked he cleanliness. Room was very cold and no heat was available."

The Red Lion Inn

10/10 Excellent

"This is a wonderful, historic inn. Check out the Red Lion Den for music. We heard a terrific local group. We ate in the Tavern and the food was tasty. This is not a luxurious place. It dates back to the 1700s. But it is really charming. My friends and I stayed in a suite in an out building. We had a low-ceiled living room downstairs, which was a. great place to talk and catch up. The bedroom situation was a little funky because the bathroom was right next to the bed in one of two sleeping areas upstairs and the door really squeaked when it opened and closed. But that was about our only complaint. I'd be delighted to return."

Frequently asked questions

How much do condos in The Berkshires cost?

The price range for condos in The Berkshires is SAR 418 to SAR 859 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for The Berkshires condo rentals

1. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

4. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities