Historic Hudson Valley rental on the Hudson River
Where generations have gathered — and yours can too. Midwood is a rare Gilded Age riverfront estate available for vacation rentals, family reunions, weddings, and retreats.
Midwood on the Hudson is one of the Hudson Valley’s most storied private estates — a 12-bedroom Gilded Age mansion set on 70 acres of rolling river land, and one of the most distinctive Hudson Valley vacation rentals available for events and large group stays.
Built in 1885 and featured in Martha Stewart Living magazine, Midwood sits on the banks of the Hudson River in the heart of the Hudson Valley, minutes from Hudson, Red Hook, and Rhinebeck. Whether you’re planning a large group vacation rental for 20+, a family reunion, a Hudson Valley wedding, or a corporate retreat, Midwood offers something no hotel or modern rental can: genuine history, genuine beauty, and genuine space.
The estate includes The Big House (12 bedrooms, sleeps 20+), The Grove (a private cottage for smaller parties), a pool, tennis court, and expansive grounds that have hosted generations of gatherings.
Franklin Delano Roosevelt rode the carriage road behind the Big House while courting Eleanor. Today, your family can walk the same path.
History
Once part of a massive 160,000-acre estate, Midwood is a shining example of how elite Hudson River families lived in the Gilded Age. History happened here: Built by a grandson of Robert R. Livingston who helped Thomas Jefferson draft the Declaration of Independence. Franklin Delano Roosevelt travelled Midwood’s carriage road while courting his soon-to-be-bride Eleanor.
The Big House
Featured in Martha Stewart Living magazine (September 2001) the 12-bedroom Big House overlooking the river works beautifully for everything from large group gatherings to quiet moments reading by the fire. Iconic views of the Hudson and the mountains beyond are magical, especially at sunset. (Ships sail by day and night, delighting children of all ages.)
The Grove
Smaller groups (1-4 people) may prefer the Grove, a cottage by a picturesque pond. Enjoy the Grove’s sauna, outdoor patio, wood-burning fireplace and EV charger.
The Grounds
For generations Midwood’s landscapes have hosted gatherings and created memories that last a lifetime.
Amenities
Guests enjoy unlimited access to a large swimming pool tucked in the woods, tennis court, waterfront and walking paths.
Events
Midwood is an ideal location for high-end weddings, receptions, photoshoots and film production. Pick and choose from among many unique venues.
Frequently Asked Questions
Is there a pool at Midwood?
Yes. Midwood has a seasonal outdoor pool available to guests during the warmer months. Pool use is limited to registered guests only and is subject to posted safety guidelines. Children must be supervised at all times. Pool availability is seasonal and weather-dependent.
Is there a tennis court?
Yes! Midwood features a hardcourt tennis court with views of the Hudson River.
Are pets allowed?
Pets are considered on a case-by-case basis and must be approved in advance.
Approved dogs must have excellent recall and be comfortable in a rural environment. Midwood is home to abundant wildlife, including turkey, deer, fox, black squirrels, bobcats, and the occasional bear. Dogs should never be left unattended outdoors and must be under voice or leash control at all times. Unauthorized pets are not permitted.
Is Midwood completely private?
Midwood is a private property reserved exclusively for your group within the areas included in your booking.
Please note: there are a small number of long-term residents (“villagers”) who live on the broader Midwood property in separate, private dwellings. Guest accommodations, outdoor gathering areas, and some amenities included in your reservation are not shared and are reserved solely for your group.
Is there river access?
Yes. Midwood is the only property in the area with direct river access by foot. Guests can walk to the river via two private walking bridges located on the property.
River access is for registered guests only and is subject to seasonal conditions. Swimming, wading, and river use are at your own risk. Children must be supervised at all times, and guests should exercise caution as water levels and currents can change.
Can we get married at Midwood?
Yes. Midwood hosts a select number of weddings each year.
Please reach out directly to inquire about availability, site use, and event guidelines.
Can I have a party or gathering while staying at Midwood?
Small gatherings can often be accommodated during an overnight stay. We’re happy to recommend trusted local caterers and private chefs to support intimate celebrations.
Any gathering over 25 people, or events that involve expanded use of the house and grounds beyond standard lodging, require prior approval and a separately negotiated agreement. Please reach out in advance to discuss your plans so we can confirm what’s possible and ensure the best experience for everyone.
Do you have air conditioning?
Due to its age (built in 1850 and added to bit by bit) Midwood’s Big House does not have central air conditioning. Window air-conditioning units are installed in bedrooms during the summer months for guest comfort.
The house’s common areas tend to remain naturally cool, even in warmer weather, thanks to the scale, construction, and airflow of the building.
