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

The Berkshires Vacation Rentals

Anytime
1 guest
Anytime
1 guest
Choose from 33 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
from $274 per night
House ∙ 10 guests ∙ 4 bedrooms

183 m² House

4.8
Outstanding(100 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
HomeToGo
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House The Berkshires
from $776 per night
House ∙ 9 guests ∙ 4 bedrooms

214 m² House

5.0
Outstanding(50 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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House The Berkshires
from $280 per night
House ∙ 8 guests ∙ 4 bedrooms

153 m² House

4.9
Outstanding(44 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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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 $294 per night
Cabin ∙ 10 guests ∙ 7 bedrooms

184 m² Cabin

4.8
Outstanding(100 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Pet-friendly
Vrbo
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Cabin The Berkshires
from $284 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

135 m² Cabin

4.5
Excellent
The Berkshires, Sandisfield, Massachusetts, United States
Pet-friendly
Vacasa
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House The Berkshires
from $312 per night
House ∙ 6 guests ∙ 4 bedrooms

251 m² House

The Berkshires, Sandisfield, Massachusetts, United States
Pet-friendly
Vrbo
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Vacation rentals with pool in The Berkshires

Discover best cabin and house rentals with pool in The Berkshires

House The Berkshires
from $478 per night
12 guests ∙ 4 bedrooms

House

The Berkshires, Sandisfield, Massachusetts, United States
Pool
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Best vacation rental offers in The Berkshires

House The Berkshires
from $482 per night
12 guests ∙ 4 bedrooms

House

The Berkshires, Sandisfield, Massachusetts, United States
HomeToGo
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House The Berkshires
from $762 per night
House ∙ 12 guests ∙ 5 bedrooms

353 m² House

4.4
Very good(10 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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Cottage The Berkshires
from $224 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

84 m² Cottage

5.0
Outstanding(6 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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Mobile home The Berkshires
from $175 per night
Mobile home ∙ 8 guests ∙ 3 bedrooms

74 m² Mobile home

4.8
Outstanding(8 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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Farmhouse The Berkshires
from $313 per night
8 guests ∙ 4 bedrooms

Farmhouse

The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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House The Berkshires
from $315 per night
8 guests ∙ 4 bedrooms

House

4.0
Very good(2 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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Cottage The Berkshires
from $420 per night
12 guests ∙ 5 bedrooms

Cottage

The Berkshires, Sandisfield, Massachusetts, United States
HomeToGo
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House The Berkshires
from $325 per night
House ∙ 10 guests ∙ 4 bedrooms

184 m² House

The Berkshires, Sandisfield, Massachusetts, United States
Vio.com
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House The Berkshires
from $328 per night
House ∙ 8 guests ∙ 4 bedrooms

153 m² House

The Berkshires, Sandisfield, Massachusetts, United States
Vio.com
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House The Berkshires
from $633 per night
House ∙ 6 guests ∙ 3 bedrooms

223 m² House

The Berkshires, Sandisfield, Massachusetts, United States
Vio.com
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House The Berkshires
from $802 per night
House ∙ 9 guests ∙ 4 bedrooms

214 m² House

The Berkshires, Sandisfield, Massachusetts, United States
Vio.com
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House The Berkshires
from $864 per night
12 guests ∙ 1 bedroom

House

The Berkshires, Sandisfield, Massachusetts, United States
Vio.com
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House The Berkshires
from $455 per night
House ∙ 8 guests ∙ 5 bedrooms

214 m² House

4.8
Outstanding(59 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
View deal
House The Berkshires
from $453 per night
House ∙ 6 guests ∙ 4 bedrooms

212 m² House

5.0
Outstanding(16 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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House The Berkshires
from $148 per night
House ∙ 4 guests ∙ 2 bedrooms

79 m² House

5.0
Outstanding(27 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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House The Berkshires
from $453 per night
6 guests ∙ 4 bedrooms

House

5.0
Outstanding(39 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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House The Berkshires
from $536 per night
House ∙ 5 guests ∙ 3 bedrooms

149 m² House

4.5
Excellent(12 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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Chalet The Berkshires
from $317 per night
Chalet ∙ 8 guests ∙ 3 bedrooms

167 m² Chalet

4.9
Outstanding(33 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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House The Berkshires
from $644 per night
8 guests ∙ 5 bedrooms

House

5.0
Outstanding(39 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
View deal
House The Berkshires
from $483 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
View deal
House The Berkshires
from $477 per night
House ∙ 16 guests ∙ 4 bedrooms

372 m² House

5.0
Outstanding(135 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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House The Berkshires
from $231 per night
House ∙ 6 guests ∙ 3 bedrooms

185 m² House

The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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House The Berkshires
from $174 per night
House ∙ 6 guests ∙ 2 bedrooms

167 m² House

The Berkshires, Sandisfield, Massachusetts, United States
Vrbo
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Show all 4295 apartments in The Berkshires
490,967 reviews
490,967 travelers who stayed in The Berkshires rated their vacation home 4.4/5 stars on average.

And we love our apartments

House
353 m² House
84 m² Cottage
74 m² Mobile home
Farmhouse
Show all 4295 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 $121
🐾 Pet friendly vacation homes 12 rentals
🏡 Rentals available 33 rentals

Beautiful regions abroad to consider for next trip

Beautiful regions near to consider for next trip

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