Hillsdale, NY Homes for Rent

Discover a private Columbia County/Berkshires retreat set on a secluded, wooded lot just minutes from skiing and top regional attractions. Available as a seasonal furnished rental, this spacious home offers exceptional indoor–outdoor living with mature gardens and an expansive wraparound deck ideal for relaxing or entertaining. Inside, the home offers a flexible layout. The king bedroom features

Kelcey Otten Compass Greater NY, LLC

Perched high on a quiet mountainside in one of Hillsdale's most coveted locations, this modern farmhouse sanctuary set on 50+ private acres blends timeless Hudson Valley romance with the ease of updated, contemporary living. Accessed via a private road and tucked discreetly into the hillside, this calming and zen-like retreat offers complete privacy—just minutes from the center of town.

Matthew Snyder Compass, Hillsdale

Enjoy lake living at this cozy 2 bedroom 1 bath cottage at beautiful Copake Lake. Lake access providing the perfect spot to relax and swim. Conveniently located near local dining, outdoor recreation and just a short drive to Hudson, Great Barrington and the Taconic State Parkway. 18 month lease preferred. All utilities and maintenance responsibility of the tenant. Must have renters insurance and

Theresa Westlake Copake Lake Realty Corp.

FOR RENT - 2,500/Month | Hillsdale, NY Area Simple home. Beautiful life. Discover country charm in this 3-bedroom, 1-bath ranch (924 sq ft) tucked just outside of Hillsdale — where peaceful living meets endless adventure. Enjoy the best of Columbia County living: hiking, skiing, shopping, dining, and more — all just minutes away. Spend your weekends on the slopes at Catamount Ski Area, grab fresh

Heather Davala Davala Real Estate, LLC

Great duplex on Route 22 near intersection with Route 23. opposite Stewarts Convenience/Gas. 2 levels, 600sf each. Upstairs is living space, kitchen, bath, shower. Downstairs is 2nd BR or office or retail space. Building has mixed commerical/residential zoning. 6 month lease, pay own utilities. Walk to convenience store, restaurant, supermarket, other stores. 1 mile to Ski Catamount. Great

David Birch Barns & Farms Realty, LLC