Berkshire County Vacation Rentals

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Featured Berkshire County Vacation Rentals

Lobby
Vacation Village in the Berkshires

Condo in Williamstown

3.0 star property
8.8 out of 10, Excellent, (2149)
"Great place!"
United States
Nicole
The price is P4,363
P5,520 total
includes taxes & fees
Nov 29 - Nov 30
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort

Condo resort in Hancock

3.0 star property
8.2 out of 10, Very Good, (986)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
The price is P8,771
P9,797 total
includes taxes & fees
Nov 30 - Dec 1
Jiminy Peak Mountain Resort
Exterior
Huttopia Berkshires

Camping in Williamstown

1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is P10,013
P11,184 total
includes taxes & fees
Dec 17 - Dec 18
Huttopia Berkshires
Indoor pool, outdoor pool, pool umbrellas, sun loungers
The Ponds at Foxhollow

Condo resort in Lenox

3.0 star property
8.6 out of 10, Excellent, (134)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The price is P7,461
P8,334 total
includes taxes & fees
Dec 5 - Dec 6
The Ponds at Foxhollow
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Berkshire County Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"When we are out in Pittsfield we always stay at the BML. The rooms are spacious, clean, and comfortable. For the price of a hotel room, you get a small condo. The staff is always friendly and helpful. Stay there, you won't regret it."
Steven 4-night trip
Posted 1 day ago
Berkshire Mountain Lodge

Find out more about Berkshire County

Holiday Apartments in Berkshire County

Search for holiday rentals in Berkshire County on Expedia.com.ph! You can easily find your home rentals, villas, holiday apartments in Berkshire County using one of the methods below:

  • View our selection of featured holiday rentals in Berkshire County 
  • Use the map to find apartments and other holiday homes in the Berkshire County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Berkshire County while they last

Look no further and take a look at our great range of rental properties in Berkshire County!