Book Berkshire County, MA Cottages

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

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Cottages in Berkshire County

The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

$362 nightly
The price is $404 total per night
$404 total
Oct 14 - Oct 15
Total with taxes and fees
Stay at this cottage in Ashley Falls. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ashley Falls Woods and Bartholomews Cobble are located nearby.
Kitchen
Free WiFi
Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Get rates
Free WiFi in public areas and a garden are available at this cottage.
Kitchen
Free WiFi
Light-filled cottage

Light-filled cottage

Get rates
A hot tub is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Private Island - Largest Fresh Water Reservoir in Mass

Private Island - Largest Fresh Water Reservoir in Mass

Get rates
A gym is featured at this cottage, along with a garden and barbecue grills.
Kitchen
Pet friendly
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Entire cottage in Berkshire Villiage

Entire cottage in Berkshire Villiage

3 out of 5
Get rates
This cottage includes a garden and laundry facilities.
Kitchen
Washer
Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location

Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location

Get rates
This cottage features barbecue grills.
Kitchen
Pet friendly
A-frame Cabin w/ Furnished Deck in Becket!

A-frame Cabin w/ Furnished Deck in Becket!

3 out of 5
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Pet friendly
Luxury Vacation Rental in the Berkshires!

Luxury Vacation Rental in the Berkshires!

3 out of 5
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge

1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge

3 out of 5
Get rates
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Pet friendly
Beachwood Cottage

Beachwood Cottage

Get rates
This cottage features laundry facilities.
Kitchen
Washer
Private Lake Cottage on 3 acres w/350 sq. ft. deck

Private Lake Cottage on 3 acres w/350 sq. ft. deck

Get rates
This cottage features laundry facilities.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Berkshire County
View all properties
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.

Berkshire County Cottages essential information

Accommodation
95 Cottages
Lowest Price
$404
Highest Price
$404
Popular accommodation
The Blue Elm - A Historic Berkshire Cottage, Charming historic cottage on scenic road to Mt. Greylock, Light-filled cottage, Private Island - Largest Fresh Water Reservoir in Mass, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , Entire cottage in Berkshire Villiage, Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location, A-frame Cabin w/ Furnished Deck in Becket!, Luxury Vacation Rental in the Berkshires!, 1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge, Beachwood Cottage, Private Lake Cottage on 3 acres w/350 sq. ft. deck

Explore More Ways to Travel with Travelocity