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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for The Berkshires villas

Terrace/patio

1. Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (3 reviews)
"Very nice. Will rent again!"
United States
Kathy A.
The price is CA $261
CA $512 total
includes taxes & fees
Aug 16 - Aug 17
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Property grounds

2. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (10 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is CA $697
CA $889 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Valley View Post & Beam Villa!
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.
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Top The Berkshires Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Just there one night, everyone on the property was very friendly and helpful. The room was very clean and beds were comfortable. Breakfast was as expected for this type of stay. Would definitely come again."
Craig 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about The Berkshires

The Berkshires Villas information

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 Villas
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Highest Price

Frequently asked questions

How much do villas in The Berkshires cost?
Prices for villas in The Berkshires range between and per night. No matter your budget, you'll find someplace that suits your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in The Berkshires with Expedia?
We think planning a vacation shouldn't be hard, so if you're on the lookout for villas at a competitive rate, Expedia has your back. Save those pennies and select an all-inclusive stay, or splurge on a high-end villa to spoil your nearest and dearest. Our handy filters make it simple to find a property in The Berkshires that you'll adore.
How can I find cheap villas in The Berkshires?
The simplest way to score cheap villas in The Berkshires is with Expedia's filter tool. Fine-tune your search results by amenities, budget and star rating to land awesome prices in just a few keystrokes.
What is there to do near my villa in The Berkshires?
You'll discover almost endless ways to spend your time in The Berkshires. If you're on your way to Lenox, don't miss Tanglewood Music Center, Shakespeare and Company and The Mount. Planning a getaway in Williamstown? Chapin Library of Rare Books and Manuscripts, Hopkins Observatory and Williams College Museum of Art are among the top attractions in this city.

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