luxury house for rent Hudson, United States

Built circa 1750, the historic Tobias Wynkoop House stands as a quiet testament to the early heritage of the Hudson Valley. Constructed in the region's traditional Dutch stone style, the residence reflects the enduring craftsmanship and architectural character of the area's earliest settlements. The property rests upon seven acres across the alluvial fields of the great Kaaterskill Basin, at the foot of Kaaterskill Clove--a dramatic glacier-carved gorge within the eastern Catskill Mountains. Celebrated for its sublime scenery, this remarkable valley inspired many of the Hudson River School painters, including Thomas Cole, whose landscapes first introduced the grandeur of the Catskills to a wider audience. Today the residence has been thoughtfully restored with careful respect for its historic character. Wide kingboard plank floors, recessed windows set within thick stone walls, and generous ceiling heights on the upper levels remain hallmarks of the home's early construction. A Vermont wood-burning stove lends warmth and atmosphere, while the kitchen and bathrooms have been tastefully renovated to balance historic integrity with modern comfort. Across the interiors, curated furnishings create an atmosphere of privacy, calm, and understated elegance--an ideal setting for extended stays in the Hudson Valley countryside. The grounds reveal the property's most enchanting qualities. Rolling meadow, mature trees, and seasonal mountain views surround the residence, while a private in-ground pool, fire-pit gathering area, and open lawn invite long summer afternoons outdoors. A rare historic residence offering pastoral beauty, architectural heritage, and refined country living in the heart of the Hudson Valley. Monthly seasonal rental available 6/1/26.

Charming farmhouse, built in 1860, thoughtfully modernized for comfortable indoor–outdoor living. Set on 5 picturesque acres, the property features an original barn and a natural spring-fed pond, creating a serene country setting. The first floor offers a light-filled, open-plan kitchen and living room anchored by a large wood-burning fireplace. French doors open to a stone terrace and pergola, perfect for outdoor dining and relaxed entertaining. Upstairs, you'll find three inviting bedrooms, an upstairs living room with a gas fireplace, and French doors leading to a second stone terrace. A cozy "sunset porch" captures sweeping western views of the Catskills—an ideal spot to unwind at the end of the day. Located just 5 minutes from the Hawthorne Valley Farm Store, 15 minutes from Chatham and Hillsdale, and 25 minutes from both Hudson and Great Barrington. Only 20 minutes to Catamount and other Berkshire ski areas. In addition, there are three conveniently located private schools : Hawthorne Valley Waldorf School, Darrow School, and Woodland Hill Montessori School. Lawn and landscape care, snow plowing, and the dedicated attention of long-standing property caretakers are included, ensuring the home's upkeep.