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Cold Spring, NY
Challenging To Investors
Local STR Agent
Local STR Agent

Overview: Are STRs allowed in Cold Spring, NY? Yes. Short‑term rentals are allowed in the Village of Cold Spring, but only under a comprehensive regulatory framework that requires permits, safety inspections, and strict compliance. The Village operates a lottery system that issues a limited number of hosted and unhosted permits each year, caps annual rental nights, and imposes separation, occupancy, parking, and anti‑party rules. The rules are codified in Chapter 100 (May 2021 version and the July 27, 2021 revised version). The revised Chapter 100 is the operative ordinance adopted by the Village Board and subsequently filed with the New York Secretary of State.
What you can rent, how much you can rent, and how many permits are available
Permit and operating limits
How to start a STR business in Cold Spring (step‑by‑step)
Required documents, permits, licenses, and guidelines
Operational rules and guest management
Permits, fees, and taxes
County and state regulatory context
Penalties and enforcement
Appeals and variance
Important definitions (selected)
Local authority contacts
Source links
Investor checklist
Cold Spring hosts earn a median $34,374/year with $283 ADR and 51% occupancy.
Top performers pull in $54,654+ per year.
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Cold Spring is a small, historic village in Putnam County, New York, perched along the eastern bank of the Hudson River in the heart of the Hudson Highlands. With a population of roughly 2,000 residents, the village has the feel of a 19th-century river town that has been carefully preserved, with row houses, brick storefronts, and antique shop-lined streets that draw weekend visitors from across the region. Best known as one of the most charming gateway villages to the Hudson Highlands and a popular stop for visitors heading to the U.S. Military Academy at West Point, Cold Spring sits about 50 miles north of New York City, an easy journey by car via the Taconic State Parkway or U.S. Route 9, and even easier by Metro-North Railroad, whose Hudson Line stops right in the village center.
Just across the river from Cold Spring, the United States Military Academy at West Point is one of the area's marquee draws. The academy, founded in 1802, sits on a scenic plateau overlooking the Hudson and is open to visitors for guided tours, museum visits, and the famous Cadet Chapel. It is only a short drive or brief walk to the river followed by a shuttle or quick crossing, generally less than 15 minutes from the village.
A few minutes south of Cold Spring, Hudson Highlands State Park encompasses a sweeping stretch of the Hudson River shoreline and the surrounding mountains. The park is a popular destination for hiking, with notable summits such as Breakneck Ridge and Bull Hill offering some of the most photographed vistas in the Hudson Valley. The trailheads are within about a 10-minute drive of the village, making the park a natural extension of a Cold Spring stay for outdoor travelers.
Right in the village, Boscobel House and Gardens is a restored early-19th-century Federal-style mansion set on a bluff above the river. The estate features period interiors, formal gardens, and seasonal events, and it appeals to visitors interested in American history, architecture, and horticulture. A few minutes further south, the expansive Bear Mountain State Park adds a zoo, an ice rink in winter, a lake, and additional hiking trails to the list of nearby options, all within about 15 to 20 minutes of Cold Spring by car.
Cold Spring's combination of walkable historic streets, riverfront scenery, train-accessibility from Manhattan, and proximity to West Point, Hudson Highlands State Park, and the broader Hudson Valley attractions makes it a particularly compelling base for short-term rentals. Travelers can spend a weekend browsing the village's shops and restaurants, hike the Highlands by day, and tour West Point or the region's historic estates without ever straying far from home. The mix of year-round natural beauty and well-trodden tourist circuits gives the village a steady, diversified appeal that suits both short getaways and longer Hudson Valley itineraries.
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