luxury properties for rent Dutchess County, United States

Fully renovated two-bedroom cottage in the hamlet of Pine Plains, offering the convenience of in-town living just steps from the center of this charming Hudson Valley community. The home features a bright, welcoming interior with an updated kitchen and bath, two well-proportioned bedrooms, and the convenience of an in-home washer and dryer. Modern updates throughout blend cottage charm with contemporary finishes. From this central location, enjoy a short walk to some of Pine Plains' favorite destinations, including the acclaimed Stissing House restaurant and performances and events at the Stissing Center for Arts & Culture. Hiking at Stissing Mountain and the trails of Thompson Pond Preserve are just minutes away. Nearby farm stands and dairies, including Chaseholm Farm and Ronnybrook Farm Dairy, highlight the region's agricultural heritage. Conveniently located within easy driving distance of Rhinebeck, Hudson, Millbrook, Amenia, and Millerton, offering access to some of the Hudson Valley's best dining, shopping, and cultural destinations.

Rhinecliff Summer Rental-- Perched high above the banks of the Hudson River, this light-filled four-bedroom, two-bath home offers sweeping Hudson River views and the effortless charm of Rhinecliff living. Sunlight pours through the interiors, creating warm and inviting spaces that feel both relaxed and refined. Step outside and take in the river breezes, watch the boats drift by, or stroll down into the quintessential hamlet of Rhinecliff, known for its quiet beauty and historic character. Perfectly located just moments from the Rhinecliff Amtrak station, this home makes for an ideal summer escape for those traveling from New York City or Boston—arrive by train and settle into an easy Hudson Valley rhythm. Four bedrooms, two baths, river views, and one of the most charming hamlets along the Hudson!! Available for June and July. Private inquiries welcome.

Experience timeless elegance and modern comfort at this exceptional four-bedroom solar-powered farmhouse, set on over five private acres adjacent to an historical Hudson River Valley estate and equestrian facility of over 650 acres. Originally constructed in the mid-1800s and thoughtfully modernized over the decades, the home was fully renovated in 2024 to include every contemporary amenity. Perfect for both relaxation and entertaining, the residence features 4 bedrooms, 4.5 baths, and comfortably accommodates up to seven guests. Gather with friends in the beautifully designed chef's kitchen, unwind and dine alfresco on the wraparound porch overlooking the river, or float in the heated saltwater pool surrounded by lush pick-your-own seasonal gardens, all less than 1.5 miles from Amtrak and less than 10-minute drive from the boutiques and fine dining of Rhinebeck Village. The property is thoughtfully equipped for effortless living and entertaining, featuring a beautifully appointed kitchen with an induction cooktop, microwave/convection oven, blender and smoothie maker, tea kettle, coffee maker, toaster oven, dishwasher, and a full-size refrigerator. Throughout the home, modern conveniences include a steam shower, whole-house generator, Bluetooth sound system, high-speed internet, porch fans, outdoor lighting, smart TV, standby property concierge services, a fully supplied wood-burning fireplace, and a comprehensive security system. The well-designed laundry and mudroom offer a washer and dryer, humidifier and dehumidifier, as well as an iron and ironing board for added comfort and ease. For equestrian enthusiasts, a private facility is available on the rental home property featuring a four-stall barn, four turnout paddocks, and a private outdoor arena. Nature trails are open for peak season rentals, leading to the main equestrian facilities which include large indoor and outdoor arenas with modern footing. Rates for dry or full board, as well as equestrian use are available upon request. Available year-round, with flexible rental terms including three-day minimums, weekly, monthly, and seasonal stays. Peak season runs from Memorial Day through Labor Day, as well as during HITS competitions, the New York State Sheep and Wool Festival, and long federal holiday weekends throughout the year. Annual rates available upon request. Rentals 30-days and longer include weekly cleaning service. Rental Rates in USD Daily 2,000/night peak 1,200/ night off peak Weekly 10,000 week peak 6,500 week off peak Monthly 30,000 month peak 18,500 month off peak Total peak summer - 75,000 Total peak + HITS late season = 80,000 Yearly by request 4 stable barn, 4 private turnout paddocks, private outdoor arena is available for rent price by request, dry and full board available. Peak = Memorial Day through Labor Day