Search Villas in The Berkshires

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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Browse Select The Berkshires Villas

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Other property types in The Berkshires

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1766)
"Great place for a family vacation. Property very clean, quiet, and well organized "
The price is Rp1.778.117
Rp2.113.675 total
includes taxes & fees
4 Mar - 5 Mar
Vacation Village in the Berkshires
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is Rp1.944.510
Rp2.172.017 total
includes taxes & fees
24 Feb - 25 Feb
The Ponds at Foxhollow
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (925)
"Staff was exceptionally helpful and friendly."
The price is Rp3.083.157
Rp3.382.223 total
includes taxes & fees
24 Feb - 25 Feb
Jiminy Peak Mountain Resort
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. Holidaying 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.