Vacation Homes in Berkshire County, MA

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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.

Find the Best Vacation Homes in Berkshire County

Why book a vacation home in Berkshire County?

Vacation homes in Berkshire County make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Berkshire County?

Private Berkshire County rental homes range between - per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Berkshire County vacation home rentals. You might look for Berkshire County rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Berkshire County offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Berkshire County?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Berkshire County. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Berkshire County hotels and vacation homes that best suit your stay. We also have deals for flights, and Berkshire County car rentals. You’ll save even more when you bundle your items into a Berkshire County vacation package!

How many vacation homes are available to book in Berkshire County?

There are 361 rental homes in Berkshire County. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Berkshire County?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Berkshire County Vacation Homes essential information

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361 Vacation Homes
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Popular accommodation
Deluxe Queen Room with 2 Queen Beds, Imagine Being Lakeside This Summer! Book Now!, 4 Mi to Great Barrington: Berkshires Retreat!, Stay Lakeside This Summer!, Lake Front Home in Heart of the Berkshires Near Jiminy Peak, Rustic 3bd Lake Front Country Cottage, Spectacular views and close to Great Barrington., Garfield Townhouse in the Berkshires on Main St, Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!, Lakefront Berkshires Retreat w/ Deck, Dock & Boat!, Berkshire Lake at the Pillow, and EV!, Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!