Search Villas in The Berkshires

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Browse Select The Berkshires Villas

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top The Berkshires Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Very nice!"
PATRICIA 2-night trip
Posted 1 day ago
The Yankee, Trademark Collection by Wyndham

Find out more about The Berkshires

Find out more about The Berkshires

The Berkshires Villas information

Number of reviews
Accommodation
 Villas
Lowest Price
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 holiday 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia