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Red Hook, NY
Challenging To Investors
Local STR Agent
Local STR Agent

YES — Short-term rentals are explicitly allowed in Red Hook, NY, under specific regulations and requirements. The Town of Red Hook has established a comprehensive regulatory framework through Chapter 112 (Short-Term Rentals) and Chapter 143 (Zoning) of the Town Code, which permits various types of STR operations including hosted, un-hosted, and farm stay STRs, subject to strict compliance requirements.
Red Hook hosts earn a median $34,341/year with $337 ADR and 45% occupancy.
Top performers pull in $54,765+ per year.
See the full Red Hook market breakdownFor non-hosted or farm stay STRs, provide either:
Must post at all times during STR use:
Town of Red Hook Building & Zoning Department
This comprehensive regulatory framework reflects Red Hook's balance between allowing short-term rental opportunities while protecting residential neighborhood character and addressing community concerns about transient housing use.
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Red Hook is a small town in Dutchess County, in New York's Hudson Valley region, with an approximate population of around 9,000 residents spread between the village of Red Hook and a handful of hamlets including Tivoli and Barrytown. The town is known for its rural, agrarian character, rolling farmland, and a slow-paced village atmosphere that contrasts with the bustle of downstate New York. Long a gateway to the upper Hudson Valley's scenic landscapes and historic estates, Red Hook sits roughly ninety miles north of New York City, reached in about two hours by car via the Taconic State Parkway or the New York State Thruway.
A short drive south of Red Hook, in neighboring Hyde Park, sits the Franklin D. Roosevelt Presidential Library and Museum, the first presidential library built in the United States. About fifteen minutes from the village center, the site offers tours of Roosevelt's home, gardens, and burial site, along with extensive exhibits on the New Deal era and World War II. Just down the road, the Vanderbilt Mansion National Historic Site presents a Beaux-Arts riverside estate once occupied by Frederick William Vanderbilt, with formal gardens and Hudson River shoreline that visitors can explore on ranger-led tours.
In the same Hyde Park corridor, the Culinary Institute of America main campus functions almost like a small village of its own, with student-run and public restaurants such as The Bocuse Restaurant and American Bounty serving as a draw for food travelers. Red Hook itself shares a quiet border with the village of Rhinebeck, about ten minutes to the west, a quintessential Hudson Valley town known for its tree-lined main street, independent shops, and weekend farmers' market that has grown into a regional foodie destination.
For outdoor sightseeing, the Walkway Over the Hudson State Historic Park in Poughkeepsie is roughly twenty-five minutes from Red Hook, featuring a converted nineteenth-century railroad bridge that carries pedestrians and cyclists nearly two hundred feet above the river. Aviation enthusiasts, meanwhile, often head to the Old Rhinebeck Aerodrome just north of Rhinebeck, a living museum of antique aircraft that hosts weekend airshows with biplane rides and barnstorming demonstrations. Families traveling with children also tend to find the nearby farms and pick-your-own orchards between Red Hook and Tivoli a defining part of the visit, with the surrounding Dutchess County countryside offering tasting rooms, farm stands, and a slow-paced sense of the valley that has drawn weekenders for generations.
Red Hook's appeal for short-term rentals lies in this combination of quiet, unspoiled rural character and easy access to a dense cluster of historic estates, culinary destinations, and outdoor landmarks across the mid-Hudson Valley. The town offers travelers a calmer base than busier Hudson Valley hubs like Rhinebeck or Poughkeepsie, while keeping those destinations — and the wider region stretching north toward the Catskills and west toward Kingston — within a short and scenic drive.
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