How much is a holiday rental in The Berkshires for tonight?

In the last 72 hours, users have found The Berkshires holiday rentals for tonight for as little as $293.

How much is a holiday rental in The Berkshires for this weekend?

In the last 72 hours, users have found The Berkshires holiday rentals for this weekend for as little as $453 per night.

What types of holiday rentals are available in The Berkshires?

There are loads of different property types that you can make your holiday home in The Berkshires. You’ll find apartments, cabins, campgrounds, cottages, houses, agritourism, condos and lodges.

Are there any pet-friendly holiday rentals in The Berkshires?

There are a number of dog and pet-friendly The Berkshires holiday rentals, with around 24% allowing you to bring your pet along with you.

The Berkshires Holiday Rentals

Recommended by KAYAK

Best The Berkshires holiday rentals

Berkshire Mountain Lodge

Pittsfield, MA, United States

8.4Very Good(664)

Parking

Free Wi-Fi

Pool

$165+

Check availability

Cozy Great Barrington Home about 1 Mi to Ski Resort!

Great Barrington, MA, United States

9.8Wonderful(14)

Free Wi-Fi

$787+

Check availability

Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town

Great Barrington, MA, United States

7.0Good(3)

Parking

Free Wi-Fi

Pet friendly

$802+

Check availability

Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town

Great Barrington, MA, United States

Parking

Free Wi-Fi

Pet friendly

$1,469+

Check availability

Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining

Great Barrington, MA, United States

9.1Wonderful(8)

Free Wi-Fi

Pet friendly

$880+

Check availability

Beautiful House In The Woods Huge Yard Hot Tub

Great Barrington, MA, United States

Parking

Free Wi-Fi

Pet friendly

$1,144+

Check availability

Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town

Great Barrington, MA, United States

$969+

Check availability

Sunsets On Blue Hill, Newly Renovated Farmhouse

Great Barrington, MA, United States

$1,792+

Check availability

Cozy Renovated with 1 parking space

Pittsfield, MA, United States

$269+

Check availability

A four-season forest cabin

Great Barrington, MA, United States

Spa

$1,268+

Check availability

Family-Friendly Richmond Cottage with Private Yard

Pittsfield, MA, United States

9.0Wonderful(1)

Free Wi-Fi

Pet friendly

$1,010+

Check availability

Berkshire Lake Beauty-Modern Amenities On The Lake

Pittsfield, MA, United States

9.9Wonderful(32)

$1,120+

Check availability

Nestled minutes from Main Street, Great Barrington

Great Barrington, MA, United States

$513+

Check availability

Downtown GB apartment walk to shops and restaurants

Great Barrington, MA, United States

$537+

Check availability

Berkshire Lake House vacation home

Pittsfield, MA, United States

$1,011+

Check availability

Great Barrington apartment, Short walk to downtown

Great Barrington, MA, United States

$581+

Check availability

Go to map

Useful Info

Low season	October
High season	December
Average price (weeknight)	$1,807
Average price (weekend night)	$513

Cheapest month to stay with an average 72% drop in price.

Most expensive month to stay with an average 510% rise in price.

Average Sun - Thu price over the last 2 weeks.

Average Fri & Sat price over the last 2 weeks.

How much is a holiday rental in The Berkshires for tonight?
In the last 72 hours, users have found The Berkshires holiday rentals for tonight for as little as $293. Search here for similar prices
How much is a holiday rental in The Berkshires for this weekend?
In the last 72 hours, users have found The Berkshires holiday rentals for this weekend for as little as $453 per night. Search here for similar prices
What types of holiday rentals are available in The Berkshires?
There are loads of different property types that you can make your holiday home in The Berkshires. You’ll find apartments, cabins, campgrounds, cottages, houses, agritourism, condos and lodges.
Are there any pet-friendly holiday rentals in The Berkshires?
There are a number of dog and pet-friendly The Berkshires holiday rentals, with around 24% allowing you to bring your pet along with you.