Apartment holiday rentals in Berkshire County
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Top-rated apartment rentals in Berkshire County
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Holiday rentals for every style
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Popular amenities for Berkshire County apartment rentals
Weekly apartment rentals
Room in Great Barrington
4.96 out of 5 average rating, 150 reviewsQuiet refuge in Great Barrington
Room in Lenox
Tranquil Church Apt Lenox MA - 1 BD
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Apartment in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Apartment in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Apartment in North Adams
5.0 out of 5 average rating, 26 reviewsNewly renovated 2BR on historic Eagle Street.
Apartment in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Apartment in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
Apartment rentals with a pool
Apartment in Hancock
Condo Resort at Jiminy Peak Ski Mountain's Base
Apartment in Williamstown
Escape to Serenity: Unplug in the Berkshires!
Apartment in Williamstown
Vacation Village in the Berkshires Resort Suite B
Apartment in Hancock
Ski in & Ski out Deluxe Condo
Apartment in Hancock
4.93 out of 5 average rating, 58 reviewsSKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1
Apartment in Hancock
4.93 out of 5 average rating, 15 reviewsLarge one bedroom, two full bath, full kitchen
Apartment in New Ashford
Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8
Apartment in New Ashford
Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8
Private apartment rentals
Apartment in North Adams
5.0 out of 5 average rating, 3 reviewsDowntown Condo - walk to MoCA
Apartment in North Adams
New place to stayCharming downtown Condo!
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Apartment in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Apartment in North Adams
5.0 out of 5 average rating, 26 reviewsNewly renovated 2BR on historic Eagle Street.
Apartment in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Apartment in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Apartment in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
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