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The Berkshires Vacation Rentals & One Degree Stays Homes

About The Berkshires Vacation Rentals

There are more than 1651 vacation rentals that are available in The Berkshires. 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 The Berkshires.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays The Berkshires, 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 The Berkshires. Places to stay near The Berkshires 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 The Berkshires 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 The Berkshires

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

Use these Quick Filters to Find a Vacation Rental in The Berkshires

★ 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 The Berkshires.

Weather in The Berkshires, MA

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around The Berkshires, MA

OneDegreeStays offers a large selection of top attractions around The Berkshires. Research things to do on your vacation before you visit The Berkshires.


Jiminy Peak Mountain Resort
Tanglewood Music Center
Mass MoCA
Williams College
Ski Butternut
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

Other Places to Stay in The Berkshires, MA


Berkshire County 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 The Berkshires?

What are the top vacation rentals in The Berkshires?

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

How many vacation rentals have private pools in The Berkshires?

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

Which vacation homes in The Berkshires are best for families?

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

How many onedegreestays vacation rentals are available in The Berkshires?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 1651 in the The Berkshires 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 The Berkshires. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Sherwood Forest Vacation Rentals in Massachusetts 54

People Also Ask

There are 1651 The Berkshires, MA Vacation Rentals

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