Peacock Garden Cottage - Discounted for Winter Month Rental

Nestled in a picturesque hamlet, this charming two-bedroom, one-bathroom cottage offers a serene escape into nature. Inside, you’ll find an inviting eat-in kitchen, a cozy living room, and a sunroom—all designed for gathering while embracing the outdoor views. Handmade furniture and original artwork add a unique, personal touch throughout the home. Step outside onto two spacious decks, perfect for al fresco dining and grilling. The surrounding private gardens and wildlife are nothing short of magical.

The master bedroom features a comfortable queen bed, while the second bedroom offers two twin beds that can be seamlessly converted into a king upon request. Need extra space? The sunroom includes a sofa bed for additional guests.

Beyond the house, a secluded back deck invites you to unwind amidst a wild hill garden that spills over onto the space. Stone steps lead up to a peaceful, leveled lawn dotted with native flora and towering trees. Once, a narrow-gauge railway passed through this land, carrying milk from the region’s dairy farms to the city. A second intimate side deck, nestled under a canopy of trees, overlooks a sun-dappled lawn.

This is not your typical upstate retreat. The landscape is lush and untamed, alive with the sights and sounds of nature. Peacocks wander through, adding to the exotic charm. The surrounding black walnut, spruce, maple, and willow trees create a natural sanctuary for birds and small wildlife. Expect an immersive experience—more woodland escape than manicured garden.

The cottage is located on a scenic country road, surrounded by rolling hills and horse farms—perfect for leisurely walks and cycling. It sits within the quaint, sought-after hamlet of Shekomeko, a historic “bend in the road” with a peaceful, timeless feel. The owner’s home is next door, ensuring attentive hospitality if needed.

Reaching the Peacock Garden Cottage is easy. It’s just over a two-hour drive from NYC, or you can take the Metro-North train to Wassaic, followed by a short taxi ride. The charming towns of Millerton (home to antique stores and the Millerton Movie House) and Pine Plains (featuring the acclaimed Stissing House Restaurant and Stissing Center for Arts & Culture) are both nearby. A short drive west brings you to Hudson, Rhinebeck, and Red Hook, while heading east takes you to Sharon, Lakeville, and Salisbury, Connecticut. Great Barrington, with its boutique shopping, is just 40 minutes away. Outdoor enthusiasts will find an abundance of hiking trails, and the historic Lime Rock racetrack is a quick 25-minute drive. The Wassaic Project and The Lantern Bar & Pizzeria are also close by.

Perched at the northern edge of Dutchess County, this area marks the meeting point of New York, Connecticut, and Massachusetts, placing you at the foothills of the Berkshires. Whether you explore the region or simply soak in the peaceful surroundings, this is a place to experience the bucolic dream.