Berkshires County Vacation Rentals By Owner

Berkshire County, Massachusetts, offers a wide range of vacation rentals by owner, perfect for a serene retreat in the scenic Berkshires. Whether you’re looking for a cozy cabin, a charming farmhouse, or a luxurious mountainside home, these rentals feature modern amenities like fully equipped kitchens, free Wi-Fi, and outdoor decks with breathtaking views. Enjoy year-round activities, from hiking in Mount Greylock State Reservation to skiing at Jiminy Peak, or explore cultural attractions like Tanglewood and the Norman Rockwell Museum. Book directly with owners on Vrbo or Airbnb for a personalized stay with no extra booking fees.