Escape to the scenic beauty of the Berkshires with Berkshire County vacation rentals by owner, perfect for nature lovers, culture seekers, and year-round adventurers. Nestled in the hills of western Massachusetts, our fully furnished rentals offer cozy comfort, modern amenities, and breathtaking views. Enjoy hiking, skiing, leaf-peeping, and exploring world-class attractions like Tanglewood, MASS MoCA, and charming towns like Lenox and Stockbridge. Whether you're planning a romantic retreat or a family getaway, each home provides privacy, relaxation, and local charm. Book directly with owners for the best rates and a personalized experience. Your Berkshires adventure begins here.