Compare The Berkshires Villas

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Featured Villas in The Berkshires

The Kemble- Built by a US Secretary of State in Lenox

Guests of this villa enjoy features like a gym, a sauna, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

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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.

Hotel Options in The Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$126 nightly

$141 total

Jan 4 - Jan 5

Total with taxes and fees

8.6/10 Excellent! (2,195 reviews)

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

$116 nightly

$130 total

Feb 2 - Feb 3

Total with taxes and fees

8.6/10 Excellent! (1,002 reviews)

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

$93 nightly

$104 total

Jan 5 - Jan 6

Total with taxes and fees

8/10 Very Good! (1,003 reviews)

Luxury Villas

Book luxury villas in The Berkshires
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in The Berkshires. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in The Berkshires, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in The Berkshires
You won’t have a problem finding your own space in The Berkshires. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore The Berkshires on your own and use a one-bedroom villa as your home base.

A top-end villa experience in The Berkshires rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!