Search The Berkshires Cottage Accommodations

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Featured Cottages in The Berkshires

Our top choices for The Berkshires cottages

The Blue Elm - A Historic Berkshire Cottage

10.0 out of 10, Exceptional, (10)
"Housing is just as beautiful as the pictures show and the residential neighborhood is quiet, conveniently situated. Hosts are very responsive. We really enjoyed our stay!! "
The price is AU$627
includes taxes & fees
1 Sept - 2 Sept
The Blue Elm - A Historic Berkshire Cottage

Berkshires farm, 30+ guests, 50 acres

2.0 star property
The price is AU$2,611
includes taxes & fees
10 Sept - 11 Sept
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.
Save an average of 15% on thousands of hotels when you're signed in

Top The Berkshires Hotel Reviews

Find out more about The Berkshires

Find out more about The Berkshires

The Berkshires Cottages information

Number of reviews
59
Accommodation
95 Cottages
Lowest Price
AU$627
Highest Price
AU$627

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do cottages in The Berkshires cost?
Cottages in The Berkshires range between AU$627 and AU$627 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. This price was 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?
Select from 95 cottages in The Berkshires. Whether you're travelling with your family, as a duo or with a group of pals, Expedia makes it a breeze to find the ideal space.
What is there to do in The Berkshires near my cottage?
No matter your interests, there are so many things to keep you busy in The Berkshires. If you're headed to Williamstown, stop by Sterling and Francine Clark Art Institute, Williams College Museum of Art and Williamstown Historical Museum. Spending your vacay in Pittsfield? Bousquet Ski Area, Berkshire Museum and Colonial Theatre are top attractions in this city.