1659+ Private Villas and Holiday Rentals in Berkshire County |
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Berkshire County Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Berkshire County

Discover more than 1659 vacation rentals available in Berkshire County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Berkshire County.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Berkshire County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Berkshire County. On average, places to stay near Berkshire County offer 1043.08 ft², with nightly prices averaging ZA R7,028.

With Casai, finding and comparing holiday rentals in Berkshire County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Berkshire County

Type Count
Vacation Homes 873
Holiday Apartments 180
Cottages 77
Villas 12

Use these Quick Filters to Find a Holiday Rental in Berkshire County

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Berkshire County.

Weather in Berkshire County, MA

View the weather forecast for Berkshire County before booking your Berkshire County Vacation Rentals to confirm your best time to go.

December - February
High 42°F       Low 16°F
March - May
High 66°F       Low 20°F
June - August
High 81°F       Low 55°F
September - November
High 77°F       Low 28°F

Top Attractions Around Berkshire County, MA

Casai offers a large selection of top attractions around Berkshire County . Research things to do on your vacation before you visit Berkshire County.


Jiminy Peak Mountain Resort
Tanglewood Music Center
Mass MoCA
Williams College
Ski Butternut
Catamount Ski Area
Norman Rockwell Museum
National Shrine of the Divine Mercy
Lee Prime Outlets
Bousquet Ski Area
Mount Greylock
Williamstown Theatre Festival
Cranwell Golf Club
Jacob's Pillow
Berkshire Museum
Hancock Shaker Village
Otis Ridge
Pittsfield State Forest
October Mountain State Forest
Beartown State Forest
Savoy Mountain State Forest
The Mount
Otis Reservoir
Topia Arts Center
Shakespeare and Company
Kennedy Park
Mount Greylock State Reservation Visitor Center
Sterling and Francine Clark Art Institute
Naumkeag
Colonial Theater

Other Places to Stay in Berkshire County, MA


The Berkshires 1,017 Properties
Great Barrington 157 Properties
Hancock 147 Properties
Jiminy Peak Mountain Resort 147 Properties
Lenox 98 Properties
Williamstown 83 Properties
Pittsfield 72 Properties
Lee 57 Properties
Becket 47 Properties
Stockbridge 43 Properties
New Marlborough 36 Properties
North Adams 36 Properties

Frequently Asked Questions About Berkshire County?

What are the top holiday rentals in Berkshire County?

With numerous options available in Berkshire County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Berkshire County:

How many holiday rentals have private pools in Berkshire County?

Discover a selection of holiday rentals with private pools near Berkshire County with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Berkshire County are best for families?

If you're searching for a family-friendly holiday home in Berkshire County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Berkshire County:

How many Casai.co.za holiday rentals are available in Berkshire County?

As of 2026, Casai boasts over 1659 properties listed in the Berkshire County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Berkshire County.


People Also Ask

There are 1659 Berkshire County, MA Holiday Rentals

Recently Booked Holiday Rentals in Berkshire County