1651+ Rental Villas and Private Getaways in Berkshire County |
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Berkshire County Vacation Rentals & One Degree Stays Homes

About Berkshire County Vacation Rentals

There are more than 1651 vacation rentals that are available in Berkshire County. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Berkshire County.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Berkshire County, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Berkshire County. Places to stay near Berkshire County are 1081.18 ft² on average, with prices averaging $436 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Berkshire County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Berkshire County

Type Count
Vacation Homes 854
Holiday Apartments 184
Cottages 75
Villas 17

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

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect 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

OneDegreeStays 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 1,252 Properties
Hancock 201 Properties
Jiminy Peak Mountain Resort 201 Properties
Great Barrington 166 Properties
Lenox 139 Properties
Williamstown 115 Properties
Pittsfield 88 Properties
Lee 73 Properties
Becket 49 Properties
Otis 49 Properties
Stockbridge 46 Properties
Monterey 43 Properties

Frequently Asked Questions About Berkshire County?

What are the top vacation rentals in Berkshire County?

There are a lot of options in Berkshire County. If you plan on staying in the Berkshire County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Berkshire County:

How many vacation rentals have private pools in Berkshire County?

There are 110 vacation rentals with private pools near Berkshire County. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Berkshire County are best for families?

If you are looking for a family-friendly vacation home in Berkshire County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Berkshire County:

How many onedegreestays vacation rentals are available in Berkshire County?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 1651 in the Berkshire County area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Berkshire County. 


People Also Ask

There are 1651 Berkshire County, MA Vacation Rentals

Recently Booked Vacation Rentals in Berkshire County