Summer 2026 Monthly Rental

Two Town Road, Hillsdale – Summer 2026 Monthly Retreat. Includes utilities and cleaning every other week! Work out room, sauna and hot tub. Breathtaking Scenic Nature Paradise! Enjoy the luxurious comfort of a reconstructed and modernized vintage dairy barn from days gone by. Nestled on over 50 pastoral acres in Hillsdale, this ~3,000 sq. ft. post-and-beam barn–offers the perfect blend of rustic charm and modern comfort. The views from every part of the property are absolutely stunning ! Every detail of the renovation speaks to quality craftsmanship and care. The soaring beams and exposed custom woodwork throughout the home are a striking testament to its heritage and architectural beauty. Main Level: The open-concept living area includes a cozy living room with a Vermont Castings wood-burning stove, a spacious dining area that seats ten, a breakfast/card table with sweeping views, and a chef’s eat-in kitchen. A dedicated TV area and a children’s game space make it ideal for families. This level also features two bedrooms with luxury Queen beds and a full bathroom. Loft: Upstairs, the open air loft features three single Trundle beds, a foosball table, and overlooks the main living area, highlighting the stunning timber-frame construction. Lower Level: The walk-out lower level houses a fitness room complete with an elliptical trainer and exercise bike. After a workout, relax in the private sauna or hot tub–all while enjoying views of the rolling countryside through oversized windows. The Property: If you are a nature lover you won’t be disappointed. Explore more than 50 acres of trails, fields, and open meadows. Watch sunsets over the pond and former fruit orchards–a truly tranquil end to any day. Location: Ideally located midway between historic towns Hudson and Great Barrington MA. 5 minutes from Taconic State Parkway and 20 minutes from Amtrak, this home is central to the cultural and recreational offerings of Columbia County and the Berkshires. Within minutes of Copake Greens Golf course and fine dining, Taghanic Lake State Park swimming kayaking and hiking, local farm-to-table dining, renowned antique shops, farmers markets, music, summer theater, and dance venues are all within reach. Just 10 minutes away, Catamount Adventure Park offers the longest zip line in the U.S. Hiking in the Berkshires, cycling on the Harlem Valley rail trail, or simply walking the grounds…. You will love all the sights nearby. Whether you’re seeking a private family retreat or a stylish summer escape, this unique residence is ready to become your seasonal sanctuary.