Condo vacation rentals in Berkshire County
Find and book unique condos on Airbnb
Top-rated condo rentals in Berkshire County
Guests agree: these condos 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 condo rentals
Weekly condo rentals
Room in Great Barrington
4.96 out of 5 average rating, 151 reviewsQuiet refuge in Great Barrington
Room in Lenox
Tranquil Church Apt Lenox MA - 1 BD
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Condo in North Adams
4.97 out of 5 average rating, 29 reviewsNewly renovated 2BR on historic Eagle Street.
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Condo in Hancock
4.95 out of 5 average rating, 20 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Condo in Hancock
4.95 out of 5 average rating, 22 reviewsJiminy Peak Apartment
Condo rentals with a pool
Condo in Hancock
5.0 out of 5 average rating, 3 reviewsBentley Brook Presidents Week & Christmas
Condo in Hancock
4.8 out of 5 average rating, 5 reviewsSki-in/Ski-Out on Jiminy Peak
Condo in Williamstown
Escape to Serenity: Unplug in the Berkshires!
Condo in Williamstown
Vacation Village in the Berkshires Resort Suite B
Condo in Hancock
Ski in & Ski out Deluxe Condo
Condo in Hancock
4.93 out of 5 average rating, 58 reviewsSKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1
Condo in Hancock
4.93 out of 5 average rating, 15 reviewsLarge one bedroom, two full bath, full kitchen
Condo in New Ashford
Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8
Private condo rentals
Condo in North Adams
New place to stayCharming downtown Condo!
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Condo in North Adams
4.97 out of 5 average rating, 29 reviewsNewly renovated 2BR on historic Eagle Street.
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Condo in Hancock
4.95 out of 5 average rating, 20 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Condo in Hancock
4.95 out of 5 average rating, 22 reviewsJiminy Peak Apartment
Condo in Lenox
5.0 out of 5 average rating, 17 reviewsSpacious 3 bedroom apt in Lenox historic downtown
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