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House vacation rentals in Berkshire County
Find and book unique houses on Airbnb
Top-rated house rentals in Berkshire County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Berkshire County house rentals
House rentals with a pool
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Home in Great Barrington
Berkshires Tranquil Retreat With Pool
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1111490872001543469/original/6e435f2d-386a-4ed6-a68e-aa71f2a76aa9.jpeg?im_w=720)
Home in Lanesborough
5 out of 5 average rating, 6 reviewsMountain Blossom Retreat by Evergreen Home
![](https://a0.muscache.com/im/pictures/hosting/Hosting-53259066/original/bd4b8a5f-47d5-41c1-8ca2-b558dec233e5.jpeg?im_w=720)
Home in Cheshire
4.95 out of 5 average rating, 58 reviewsBerkshire County modern home + pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-878316406625449785/original/2e6aab55-a054-42c5-871f-da78cd626757.jpeg?im_w=720)
Home in New Marlborough
4.96 out of 5 average rating, 27 reviewsBerkshires Colonial Farmhouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-46951015/original/2fa782be-4403-452b-86e5-32ea05b9a119.jpeg?im_w=720)
Home in Great Barrington
5 out of 5 average rating, 56 reviewsStunning luxury home with pool
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Home in Egremont
5 out of 5 average rating, 7 reviewsCatamount House w. Pool/Hot Tub
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Home in Great Barrington
5 out of 5 average rating, 55 reviewsComfortable house in beautiful Berkshires
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Home in New Lebanon
4.98 out of 5 average rating, 52 reviewsBerkshire Mountain retreat gorgeous views and pool
Weekly house rentals
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Home in Becket
4.94 out of 5 average rating, 16 reviewsNew Shaw Pond Skytop Retreat in the Berkshires
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Home in Becket
5 out of 5 average rating, 34 reviewsLakefront in the Berkshires
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Home in Becket
5 out of 5 average rating, 16 reviewsLakefront Berkshire Retreat!
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Home in Otis
5 out of 5 average rating, 26 reviewsBig Pond Hideaway
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Home in Great Barrington
5 out of 5 average rating, 10 reviewsWalt's Townhouse - Berkshire living at its best
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Home in Great Barrington
5 out of 5 average rating, 76 reviewsGranite Ledge, Modern home in a unique setting
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Home in West Stockbridge
5 out of 5 average rating, 22 reviewsBeautiful And Private Home Centrally Located
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Home in Becket
5 out of 5 average rating, 25 reviewsSecluded lakeside charmer
Private house rentals
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Home in Great Barrington
5 out of 5 average rating, 38 reviewsThe Yellow Victorian With Chefs Kitchen
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Home in Great Barrington
4.98 out of 5 average rating, 40 reviewsWaterfront Modern Lake Mansfield Retreat
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Home in Great Barrington
5 out of 5 average rating, 14 reviewsCountry Castle-Complete privacy-minutes from town
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Home in Great Barrington
5 out of 5 average rating, 71 reviewsPrivate Home in The Berkshires (New Hot Tub!)
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Home in Great Barrington
4.9 out of 5 average rating, 78 reviewsQuiet home on the hill.
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Home in Cheshire
5 out of 5 average rating, 33 reviewsThe Berkshires Hummingbird House
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Home in Becket
4.79 out of 5 average rating, 39 reviewsPrivate Cabin On Over 12 Acres Of Woods!
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Home in Pittsfield
4.98 out of 5 average rating, 42 reviewsCharming lake house with amazing sunset views
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