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Top cities in Berkshire County

A large white house with multiple chimneys, surrounded by lush greenery and trees.
Vacation Rentals

Lenox

Lenox

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Berkshire County holiday rentals

Exterior

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,266 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is Rp1.388.114
Rp1.954.542 total
includes taxes & fees
7 Dec - 8 Dec
Berkshire Mountain Lodge
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,839 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is Rp1.452.985
Rp1.821.377 total
includes taxes & fees
19 Nov - 20 Nov
Vacation Village in the Berkshires
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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Find holiday rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
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Apartments
Apartments

Top Berkshire County Hotel Reviews

A dining table with pastries, a coffee pot, and a vase of sunflowers.
Granville House

Granville House

Granville House
Housatonic

10/10 Excellent

Absolutely loved my stay. Bed comfortable, linens luxurious, hosts gorgeous. Quiet and comfortable, and then some! Thanks!
United Kingdom
Avery
Reviewed August 7, 2026
Granville House

Find out more about Berkshire County

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