About Property

Experience the height of tranquility at Hilltop, a contemporary sanctuary perched at the highest point in the Town of Hillsdale, New York, offering breathtaking 360-degree views of the Catskill and Berkshire Mountains. This property is more than just a home; it is a lifestyle of unparalleled comfort and privacy designed for those seeking a serene escape.

The estate is thoughtfully configured to accommodate up to 8 guests, featuring 4 bedrooms, 4 beds, and 3 bathrooms. The main house boasts an open floor plan where a modern kitchen, dining area, and living room flow seamlessly together. The living room, centered around a cozy fireplace, opens directly to the pool deck. The upper level is a dedicated primary suite, the epitome of comfort, featuring a king bed, a walk-in closet, and a spacious bathroom with a separate shower and soaking tub. Two additional guest bedrooms with full-sized beds and a full guest bathroom serve the main level. Additionally, the rental includes a charming guest house, providing a private haven with its own bedroom (queen bed and full-size sofa bed), a kitchenette, a living area with a wood-burning stove, a full bath, and a private deck.

Outdoor living is central to the Hilltop experience. The sprawling grounds feature a courtyard oasis with a pool (available summer season only), a hot tub, an outdoor shower, and areas for dining and lounging. For cooler evenings, the screened-in porch with its own fireplace offers a cozy retreat. Inside, guests will find unique additions such as a music room with an ensuite office space.

Located between the towns of Great Barrington and Hudson, Hilltop is perfectly positioned for both relaxation and adventure. Catamount Ski Resort is within 10 minutes, and the surrounding area is rich with opportunities for hiking, biking, and leaf-peeping. The nearby towns of Hillsdale, Great Barrington, and Hudson offer a variety of restaurants, breweries, distilleries, shopping, and historical sites.

Practical Information:

• Check-in: 4:00 PM via personal guest code
• Check-out: 11:00 AM
• Age Requirement: Primary guest must be 25+ with no negative reviews
• Pets: Not permitted
• Smoking: Not permitted inside (violation subject to a $500 fee)
• Cleaning: Excessive cleaning beyond standard turnover may incur a $500 fee
• Septic System: Flush only toilet paper; no hygiene products or chemicals
• Guest Count: Must be accurately disclosed at booking
• Service Providers: Outside staff (chefs, etc.) require prior approval
• Access: A car is required; 4WD/AWD is strongly advised in winter

Escape to Hilltop and rediscover peace in a setting of breathtaking natural beauty.

This description is for informational purposes. Please verify all details, including amenities, policies, fees, and availability, on the booking platform before booking.