Search Villas in The Berkshires

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Jan 31 - Feb 2
In two weeks
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Mar 21 - Mar 23

Featured Villas in The Berkshires

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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, (1757)
"It had a great pool and hot tub. also right near the ski area, jiminey Peak."
The price is P10,965
P12,614 total
includes taxes & fees
Jan 23 - Jan 24
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (923)
"Staff was exceptionally helpful and friendly."
The price is P11,053
P12,125 total
includes taxes & fees
Jan 23 - Jan 24
Jiminy Peak Mountain Resort
The Ponds at Foxhollow by Capital Vacations
Property grounds

The Ponds at Foxhollow by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is P13,521
P15,103 total
includes taxes & fees
Feb 14 - Feb 15
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.