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.
Choose the perfect vacation rental
Best Vacation Home Deals in The Berkshires
Find the ideal accommodation for as little as $79 per night by searching and comparing the 3,863 properties listed in The Berkshires. By comparing these properties, HomeToGo features the most economical offers and the highest rated accommodations in The Berkshires.
Top-Rated Rentals and Accommodations in The Berkshires
Recommended Vacation Rentals in The Berkshires
Find your perfect vacation rental in The Berkshires: from $79 per night
Budget-friendly Vacation Rentals in The Berkshires
Vacation Rentals With Fireplaces
Get warm and cozy on cold winter nights in The Berkshires by booking a vacation home with a fireplace.
Apartments With Balconies or Patios
Looking for a home with a balcony? Check out these vacation homes in The Berkshires with their own private patios and balconies.
Apartments and vacation rentals with a kitchen
Cook up a feast on your next vacation and book a The Berkshires rental with full kitchen.
Popular Rental Amenities in The Berkshires
Check above for the most selected filters in The Berkshires and the number of vacation rentals that provide them. Most of the vacation rentals in The Berkshires include "Internet" or "TV," which makes it a great vacation spot if you need internet access during your vacation or you never miss an episode of your favorite show. Not as many accommodations in The Berkshires are available if you want to sweat it out in a sauna or if you want a rental with a jacuzzi as "Hot tub" and "Sauna" are not often provided in The Berkshires.
The Weather in The Berkshires
Check out our climate diagram to find the perfect month for your vacation. On average, the warmest month is July. No heat wave is expected in January, where minimum average temperatures usally hit a 19° low. The rainiest month is December while the driest month is November.
7-Day Weather Forecast in The Berkshires
Accommodations for your vacation in The Berkshires
Where to eat in the Berkshires
In the town of Lee, the family-friendly 51 Park Restaurant & Tavern serves American fare. The restaurant features a homey ambiance and is situated in the heart of a boutique shopping district.
If you’re looking for fine dining French cuisine, Blantyre’s Restaurant will fill the craving. Located in a castle-like hotel, guests are treated to candlelight dinners, with beautiful music filling the air.
The Castle Street Café in Barrington features a piano jazz bar with live nightly entertainment. The restaurant is casually elegant with extensive pub fare and a variety of craft beers.
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||3,849 properties|
|💳 Possible discounts||up to 37%|
|🌙 Nightly prices starting at||$79|
|⭐ Popular amenities||Internet, TV and Air conditioning|
|🐾 Pet friendly accommodations||847 properties|
|🏊 Vacation rentals with pools||1,310 properties|
Frequently Asked Questions
What is the average price per night for a vacation rental in The Berkshires?
The average accommodation in The Berkshires is priced at $79 per night. If you would like to stay in a house rental, the average price is $693 per night. A bed & breakfast The Berkshires will cost $350 per night on average.
How many vacation rentals are available for booking in The Berkshires?
There are 3,849 rentals available for booking for your vacation.
What are the most popular amenities for vacation rentals in The Berkshires?
If you're looking to book a vacation rental in The Berkshires, the most common amenities are: Internet, TV and Air conditioning.
How many vacation rentals with pools are in The Berkshires?
There are 1,310 vacation homes from 11 providers in The Berkshires.
Are dogs allowed in vacation homes in The Berkshires?
Finding a vacation home in The Berkshires that allows pets is possible, with 847 pet-friendly available.
What's the best time of year to travel to The Berkshires?
The warmest months in The Berkshires are July and August, with temperatures around 86 °F. January and February in The Berkshires are the coldest, with 19 °F on average.
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