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Compare Villas in The Berkshires with updated reviews, rates, and availability.

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Other property types in The Berkshires

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1750)
"Nice and quiet family get a way"
The price is ₩270,928
₩311,662 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is ₩273,096
₩299,586 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Jiminy Peak Mountain Resort

The Ponds at Foxhollow by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (119)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow by Capital Vacations
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.

Frequently asked questions

Why book your villa in The Berkshires with Expedia?
Expedia makes it a breeze to find your ideal villa in The Berkshires. Vacationing with the family? Take advantage of our filters to look for stays with amenities like WiFi and a pool. If you’re sticking to a budget, select how much you want to spend and your preferred star rating. We’ll help you find the perfect place that gels with your taste and style.
How can I find cheap villas in The Berkshires?
Expedia can help you look for cheap villas in The Berkshires. Simply use our filter tool to choose star rating, amenities and budget to refine your search and find the best place to stay in a couple of quick clicks.
What is there to do near my villa in The Berkshires?
The best accessory to pack for your The Berkshires escape is an awesome itinerary! Sterling and Francine Clark Art Institute, Williams College Museum of Art and Hopkins Observatory are among the biggest sights if you’re bound for Williamstown. Pittsfield also has loads of fantastic attractions, such as Bousquet Ski Area. Want to explore more? Drop by Barrington Stage Company and Berkshire Museum too.