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The Berkshires Hotels, Resorts, and Rentals

About The Berkshires Vacation Rentals

There are more than 1582 places to stay in The Berkshires that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in The Berkshires.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala The Berkshires, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near The Berkshires. Places to stay near The Berkshires are 1047.22 ft² on average, with prices averaging GB £332 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in The Berkshires with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in The Berkshires

Type Count
Vacation Homes 830
Holiday Apartments 176
Cottages 73
Cabin Rentals 57
B&B 56
Others 23
Villas 12
Ski Chalet Rentals 11
Unique Vacation Rentals 2

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

★ Pro Tip: Hotala.uk has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay 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

Stay Near The Berkshires's Top Attractions

Hotala.uk can help you find hotels, resorts, and rentals near many of The Berkshires's top attractions, neighborhoods, and points of interest.


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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Berkshire County 1,165 Properties
Hancock 172 Properties
Jiminy Peak Mountain Resort 172 Properties
Great Barrington 163 Properties
Lenox 129 Properties
Williamstown 106 Properties
Pittsfield 87 Properties
Lee 69 Properties
Becket 49 Properties
Stockbridge 44 Properties
Monterey 42 Properties
Otis 39 Properties

Frequently Asked Questions About The Berkshires?

What are the top hotels or resorts in The Berkshires?

You have a lot of choices in or near The Berkshires. If you need a hotel in the The Berkshires area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in The Berkshires:

How many vacation rentals have private pools in The Berkshires?

There are 120 accommodation options with private pools in or near The Berkshires. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in The Berkshires is best for families?

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

How many hotels, resorts, or rentals are available in The Berkshires?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 1582 in the The Berkshires area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in The Berkshires.

Nearby Neighborhood (1) 
Neighborhood Property Count
Sherwood Forest Hotel & Resort Deals in Massachusetts 54

People Also Ask

There are 124 hotels in The Berkshires 72 resorts, and 1075 rentals

Recently Booked Hotels, Resorts, or Rentals in The Berkshires