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, barbecue grills, and a garden.

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

$128 nightly

$143 total

Aug 31 - Sep 1

Total with taxes and fees

8.8/10 Excellent! (2,546 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

$158 nightly

$176 total

Sep 14 - Sep 15

Total with taxes and fees

9.2/10 Wonderful! (1,008 reviews)

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

$125 nightly

$139 total

Aug 31 - Sep 1

Total with taxes and fees

9/10 Wonderful! (1,077 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!