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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for The Berkshires cottages

House (3 Bedrooms) | Interior

Cottage in Stephentown

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
The price is AED 720
AED 2,033 total
includes taxes & fees
6 Mar - 7 Mar
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Interior

Cottage in Charlemont

12-acre Vacation Rental in the Berkshires!
3.0 star property
The price is AED 893
AED 2,000 total
includes taxes & fees
18 Mar - 19 Mar
12-acre Vacation Rental in the Berkshires!
Terrace/patio

Cottage in Stottville

Pet-Friendly Hudson Escape w/ Hot Tub
The price is AED 668
AED 1,142 total
includes taxes & fees
5 Apr - 6 Apr
Pet-Friendly Hudson Escape w/ Hot Tub
Exterior

Cottage in New Lebanon

Berkshires farm, 30+ guests, 50 acres
10.0 out of 10, Exceptional, (1 review)
The price is AED 3,868
AED 7,009 total
includes taxes & fees
31 Mar - 1 Apr
Berkshires farm, 30+ guests, 50 acres
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

The Williams Inn

The Williams Inn

10/10 Excellent
"Lovely boutique hotel next to Williams. Just a light continental breakfast during the winter but there are other spots to find a hearty breakfast in town."
Kelleen 1-night trip
Posted 1 day ago
The Williams Inn

Frequently asked questions

How much do cottages in The Berkshires cost?
Prices for cottages in The Berkshires range between AED 1,142 and AED 7,009 per night. Whatever your budget, you'll find an ideal place to get in touch with nature. 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.
How many cottages are there in The Berkshires?
Explore our 84 cottages in The Berkshires and then select your favorite. Whether you're organizing a vacation with the whole fam or a break with pals, your perfect stay is just a few clicks away with Expedia.
Why book your cottage in The Berkshires with Expedia?
Booking a cottage in The Berkshires is as easy as clicking on your travel dates and choosing an ideal place for outdoor fun and relaxation. From upmarket retreats to affordable stays and cottages that include perks like a hot tub, Expedia has something for all styles and tastes. As for the best deals around? We've got them too!
How can I find cheap cottages in The Berkshires?
The easiest way to compare cheap cottages in The Berkshires is with Expedia's user-friendly filter tool. Refine your search by budget, star rating and amenities to discover excellent rates with only a few clicks.

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