The Berkshires vacation rentals

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Best The Berkshires vacation rentals

Most recommended vacation rentals in The Berkshires

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Cozy Great Barrington Home about 1 Mi to Ski Resort! - Great Barrington - Bedroom
Cozy Great Barrington Home about 1 Mi to Ski Resort!
Great Barrington, MA, United States
9.8Wonderful(14)
Free Wi-Fi
Air Conditioning
₪1,643+
Check availability
Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town - Great Barrington - Dining room
Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town
Great Barrington, MA, United States
7.0Good(3)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪1,675+
Check availability
Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town - Great Barrington - Living room
Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town
Great Barrington, MA, United States
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪3,066+
Check availability
Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining - Great Barrington - Patio
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
Air Conditioning
₪1,838+
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Beautiful House In The Woods Huge Yard Hot Tub - Great Barrington - Living room
Beautiful House In The Woods Huge Yard Hot Tub
Great Barrington, MA, United States
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪2,388+
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Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town - Great Barrington - Living room
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Great Barrington, MA, United States
Air Conditioning
₪2,023+
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Sunsets On Blue Hill, Newly Renovated Farmhouse - Great Barrington - Living room
Sunsets On Blue Hill, Newly Renovated Farmhouse
Great Barrington, MA, United States
Air Conditioning
₪3,741+
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Renovated Downtown 1bedroom - Lenox - Living room
Renovated Downtown 1bedroom
Lenox, MA, United States
Air Conditioning
₪1,100+
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Beautiful Lenox Home, 3 Mi to Shakespeare and Co! - Lenox - Living room
Beautiful Lenox Home, 3 Mi to Shakespeare and Co!
Lenox, MA, United States
9.3Wonderful(20)
Free Wi-Fi
Air Conditioning
₪1,285+
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Restored 1881 Farm House - Lenox - Kitchen
Restored 1881 Farm House
Lenox, MA, United States
9.9Wonderful(13)
Free Wi-Fi
Pet friendly
Air Conditioning
₪1,132+
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Historical Downtown 1bedroom - Lenox - Kitchen
Historical Downtown 1bedroom
Lenox, MA, United States
Air Conditioning
₪1,100+
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A four-season forest cabin - Great Barrington - Living room
A four-season forest cabin
Great Barrington, MA, United States
₪2,648+
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Heart of Lenox!! - renovated downtown apartment - Lenox - Kitchen
Heart of Lenox!! - renovated downtown apartment
Lenox, MA, United States
Air Conditioning
₪1,540+
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Nestled minutes from Main Street, Great Barrington - Great Barrington
Nestled minutes from Main Street, Great Barrington
Great Barrington, MA, United States
Air Conditioning
₪1,072+
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Downtown GB apartment walk to shops and restaurants - Great Barrington
Downtown GB apartment walk to shops and restaurants
Great Barrington, MA, United States
Air Conditioning
₪1,121+
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Great Barrington apartment, Short walk to downtown - Great Barrington
Great Barrington apartment, Short walk to downtown
Great Barrington, MA, United States
Air Conditioning
₪1,214+
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₪256 - ₪4,351₪4,351 - ₪8,443₪8,443 - ₪12,535₪12,535 - ₪16,627₪16,627+ per night

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Free cancellationFree breakfastFree parkingFree internet
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Low season

November

High season

December

Average price (weeknight)

₪4,352

Average price (weekend night)

₪974
Cheapest month to stay with an average 69% drop in price.
Most expensive month to stay with an average 579% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

FAQs when booking a vacation home in The Berkshires

  • How much is a vacation rental in The Berkshires for tonight?

    In the last 72 hours, users have found The Berkshires vacation rentals for tonight for as low as ₪1,871. Search here for similar prices

  • What types of vacation rentals are available in The Berkshires?

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

  • Are there any pet-friendly vacation rentals in The Berkshires?

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

Where to stay in The Berkshires?

Our map will help you find the perfect place to stay in The Berkshires by showing you the exact location of each vacation home.

Everything you need to know for your stay in The Berkshires

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