The Berkshires are a haven for nature lovers. Most of your days will be filled with outdoor activities such as hiking, biking, kayaking, canoeing, horseback riding or just sitting out on the deck with a coffee in hand. A Berkshire vacation homes include lakefront summer houses, sprawling estates with swimming pools, waterfront cottages and farmhouses built for large family gatherings.

Top 15 Recommended vacation rentals in The Berkshires
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Compare and find a rental that meets your expectations among the 33 fantastic vacation rentals from numerous vacation rental websites in The Berkshires. HomeToGo instantaneously compares all of these accommodations to help you save up to 39%!
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Popular Rental Amenities in The Berkshires
If you want to bring your pet, you can effortlessly find a pet-friendly accommodation in The Berkshires with HomeToGo. Cabin are the most pet-friendly type of property in The Berkshires. In addition, a night in a pet-friendly property there is, on average, $495. There's no need to search for accommodations away outside of the city, as a few of the vacation rentals are pet-friendly have a central location (less than 2 miles from the city center).
Fun family activities
The Catamount Aerial Adventure Park is fun for the whole family. The park features 12 self-guided courses and more than 50 zip lines for all ability levels.
At the Museum of Animation, Special Effects and Art, kids create their own animation movie and see special effects from movies, such as Spiderman and Predator.
The Berkshire Museum features an aquarium, a miniature exhibit, rocks and minerals display, science of color exhibit, native American art collection and natural science area.
Getting out and about
Travel back in time along the Berkshire 18th Century Trail. Visitors can tour six magnificently preserved historic homes, each displaying original furnishings and artifacts.
The 15-acre Berkshire Botanical Garden is home to more than 3,000 species and varieties, with an emphasis on regionally indigenous plants.
Berkshire Canoe Tours offers guided canoe trip on the Housatonic River. The 1.5- to 2-hour guided tours take visitors to see the sights and sounds of local wildlife.
Information about vacation rentals in The Berkshires
🏡 Vacation rentals available | 33 rentals |
---|---|
💳 Possible discounts | up to 39% |
🌙 Nightly prices starting at | $114 |
⭐ Popular amenities | Pets allowed, Pool and Internet |
🐾 Pet friendly homes | 12 homes |
🏊 Vacation rentals with pools | 2 homes |
Frequently Asked Questions
What is the average price per night for a vacation rental in The Berkshires?
The price of a night's stay in The Berkshires starts at $114. Average prices for house rentals are $657 per night. Cottages in The Berkshires cost $578 per night on average.
How many vacation homes are available for booking in The Berkshires?
There are 33 rentals from 18 different providers in The Berkshires.
What amenities are most popular for vacation rentals in The Berkshires?
If you're looking to book a vacation rental in The Berkshires, the most popular amenities are: Pets allowed, Pool and Internet.
How many vacation rentals with a pool are in The Berkshires?
Choose from 2 vacation rentals available in The Berkshires.
Are dogs allowed in vacation homes in The Berkshires?
Finding a rental in The Berkshires that allows pets is possible, with 12 pet-friendly available.
What's the best month to travel to The Berkshires?
If choosing a vacation rental in The Berkshires, keep in mind that rainy season is usually in December or January, with November often being the driest.
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