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.

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Best Vacation Home Deals in The Berkshires
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Find the ideal accommodation for as little as $77 per night by searching and comparing the 3,297 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
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Recommended Vacation Rentals in The Berkshires
Find your perfect vacation rental in The Berkshires: from $80 per night
Budget-friendly Vacation Rentals in The Berkshires
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Vacation rentals with Wi-Fi
Stay connected while traveling and book a The Berkshires accommodation with high-speed internet.
Vacation rentals and apartments with air conditioning
Keep cool during your trip to The Berkshires and book a vacation rental with air conditioning.
Vacation Rentals With Fireplaces
Get warm and cozy on cold winter nights in The Berkshires by booking a vacation home with a fireplace.
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 "Pets allowed" or "Pool," which makes it a great vacation spot if you bring your pet everywhere or you're dreaming of days spent poolside. Not as many accommodations in The Berkshires are available if you want a rental with a sauna or if you want a rental providing a crib as "Crib" and "Sauna" are not often provided in The Berkshires.
Price and Availability Index in The Berkshires
Vacation Rental Price Information in The Berkshires
The price graph will give you the nightly price average for the upcoming months of the year. The most expensive dates to travel to The Berkshires are in August (8/3 - 8/10). In February (2/3 - 2/10), prices will hit an average low of $331 per night.
Rental availability information in The Berkshires
The availability graph shows the percentage of available rentals in The Berkshires. It is harder to find an accommodation during a week of August (8/31 - 9/7), as 79% of the rentals are booked. Conversely, it is in December (12/9 - 12/16) that the highest percentage of rentals are available.
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
Information about vacation rentals in The Berkshires
🏡 Vacation rentals available | 3,263 homes |
---|---|
💳 Possible discounts | up to 53% |
🌙 Nightly prices starting at | $80 |
⭐ Popular amenities | Pets allowed, Pool and Internet |
🐾 Pet friendly homes | 644 homes |
🏊 Vacation rentals with pools | 1,115 homes |
Frequently Asked Questions
What is the average nightly price for a vacation rental in The Berkshires?
The average accommodation in The Berkshires is priced at $80 per night. If you would like to stay in a house rental, the average price is $680 per night. A bed and breakfast rental The Berkshires will cost on average $373 per night.
How many vacation rentals are available for booking in The Berkshires?
There are 3,263 vacation homes available for booking for your upcoming vacation.
What amenities are most popular for vacation rentals in The Berkshires?
Most travelers search for Pool, Pets allowed, and Internet when booking a vacation rental in The Berkshires.
How many vacation rentals with pools are there in The Berkshires?
There are 1,115 rentals across 9 providers in The Berkshires.
Are dogs allowed in vacation rentals in The Berkshires?
If you are traveling with a dog in The Berkshires - 20% of rentals are pet-friendly.
When is it better to travel to The Berkshires?
If looking for a vacation home in The Berkshires, consider that rainy season is typically in December or January, with November often being the driest.
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