The Berkshires Vacation Rentals - Wimdu base64Hash The Berkshires Vacation Rentals - Wimdu

The Berkshires Vacation Rentals

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Anytime
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Choose from 27 vacation rentals and homes for your trip!

Best-rated vacation rentals in The Berkshires

Discover vacation rentals with top-notch guest ratings

House The Berkshires
-6%
$283
from $266 per night
House ∙ 10 guests ∙ 4 bedrooms

183 m² House

4.8
Outstanding(100 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $299 per night
House ∙ 8 guests ∙ 3 bedrooms

153 m² House

4.9
Outstanding(51 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $604 per night
12 guests ∙ 4 bedrooms

House

4.8
Outstanding(17 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Pet-friendly rentals in The Berkshires

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

Cabin The Berkshires
from $283 per night
Cabin ∙ 10 guests ∙ 4 bedrooms

184 m² Cabin

4.8
Outstanding(100 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Pet-friendly
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House The Berkshires
from $403 per night
8 guests ∙ 4 bedrooms

House

4.2
Very good(5 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Pet-friendly
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House The Berkshires
from $409 per night
House ∙ 6 guests ∙ 4 bedrooms

251 m² House

The Berkshires, Sandisfield, Massachusetts, United States
Pet-friendly
View deal
See all pet-friendly offers

Best vacation rental offers in The Berkshires

Cabin The Berkshires
from $1,078 per night
12 guests ∙ 5 bedrooms

Cabin

The Berkshires, Sandisfield, Massachusetts, United States
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Cabin The Berkshires
from $450 per night
12 guests ∙ 6 bedrooms

Cabin

The Berkshires, Sandisfield, Massachusetts, United States
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Cabin The Berkshires
from $304 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

83 m² Cabin

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $520 per night
House ∙ 6 guests ∙ 2 bedrooms

211 m² House

5.0
Outstanding(1 rating)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $456 per night
House ∙ 8 guests ∙ 5 bedrooms

214 m² House

4.8
Outstanding(60 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $756 per night
8 guests ∙ 5 bedrooms

House

5.0
Outstanding(39 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $474 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(37 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $404 per night
House ∙ 10 guests ∙ 5 bedrooms

372 m² House

4.7
Excellent(48 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Cabin The Berkshires
from $153 per night
2 guests ∙ 1 bedroom

Cabin

5.0
Outstanding(56 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $452 per night
House ∙ 16 guests ∙ 4 bedrooms

372 m² House

5.0
Outstanding(133 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Chalet The Berkshires
from $429 per night
Chalet ∙ 8 guests ∙ 3 bedrooms

167 m² Chalet

4.9
Outstanding(34 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $349 per night
6 guests ∙ 3 bedrooms

House

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $490 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $693 per night
House ∙ 10 guests ∙ 4 bedrooms

375 m² House

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $498 per night
House ∙ 5 guests ∙ 3 bedrooms

149 m² House

4.5
Excellent(12 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $646 per night
House ∙ 12 guests ∙ 4 bedrooms

353 m² House

The Berkshires, Sandisfield, Massachusetts, United States
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Cabin The Berkshires
from $289 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

84 m² Cabin

5.0
Outstanding(6 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $605 per night
House ∙ 6 guests ∙ 3 bedrooms

223 m² House

5.0
Outstanding(28 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $434 per night
8 guests ∙ 4 bedrooms

House

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
from $737 per night
House ∙ 9 guests ∙ 4 bedrooms

214 m² House

5.0
Outstanding(51 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
View deal
Mobile home The Berkshires
from $215 per night
Mobile home ∙ 8 guests ∙ 2 bedrooms

74 m² Mobile home

4.8
Outstanding(8 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Show all 3562 apartments in The Berkshires
3 reviews
3 travelers who stayed in The Berkshires rated their vacation home 3.7/5 stars on average.

And we love our apartments

Cabin
Cabin
83 m² Cabin
211 m² House
214 m² House
Show all 3562 apartments in The Berkshires

Features of The Berkshires vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Internet, Pool and Pets allowed
🌙 Minimum price starting at $123
🐾 Pet friendly vacation homes 9 rentals
🏡 Rentals available 27 rentals

Beautiful regions abroad to consider for next trip

Beautiful regions near to consider for next trip

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