About Property

Discover Whimsy Woods, where contemporary design meets country escape in an uber-private 14-acre estate just minutes from the village of Millbrook, New York. This idyllic getaway allows you to immerse yourself in the rich equestrian history of a historic hamlet, characterized by sprawling meadows, lush lawns, and the serenity of mature woodlands.

The residence is thoughtfully designed to accommodate up to 8 guests across 4 bedrooms and 4 bathrooms. The main house features a light-filled foyer with vaulted ceilings and a stunning chandelier, leading to a formal living room centered around a wood-burning fireplace and a minimalist office with built-in bookcases. Culinary enthusiasts will appreciate the open kitchen equipped with chef's appliances and generous counter space, which flows into a dining area with ample seating. For outdoor dining, a patio with a wisteria-covered pergola and fairy lights hosts an additional 10-seat table.

Sleeping arrangements in the main house include a sprawling primary suite with vaulted ceilings, a walk-in shower, and a lovely soaking tub overlooking the grounds. Two additional guest bedrooms—one with a queen bed and one with a pair of single beds and a dedicated workspace—share a connected full bathroom. For added versatility, the basement offers a media room with a smart TV, comfy couches, a pull-out sofa, and a game table, alongside a home gym featuring a Peloton bike and treadmill. A separate guest house above the garage provides a private open-concept suite with a queen bed, kitchenette, and full bath.

The outdoor spaces truly set this property apart, offering a natural cathedral of trees for total privacy. Guests can explore walking trails, kayak on two private ponds, or relax by the heated gunite pool and bluestone patio. A propane fire pit ensures cozy evenings under the stars.

Located in the heart of the Hudson Valley, the estate is perfectly positioned within 30 minutes of Rhinebeck and Millerton, and offers easy access to western Litchfield County. The property is nestled on scenic Woodstock Road, neighboring a functioning animal farm and horseback riding school.

Practical Information:

• Check-in: 4:00 PM
• Check-out: 11:00 AM
• Primary guest must be 25+ years old
• One well-behaved dog is welcome (additional fee applies); cats are not permitted
• No smoking inside the house
• Pool is open mid-to-late May through mid-to-late September
• Complimentary pool heating up to 75 degrees; additional heating available for a fee ($200-$300 total, 2-night minimum)
• Please be mindful of the septic system; flush only toilet paper
• Excessive cleaning fees ($500) may apply for non-standard turnover
• Mid-stay cleaning required for stays of 28+ nights
• Prior approval required for outside service providers

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