Performance indicators for the Westhampton short-term rental market based on reliable data.
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The highest-performing listings in Westhampton.
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Generally Investor friendly
STRs explicitly allowed with no minimum stay; moderate permitting (Village permit, lease filing) and fees ($650 base fee) but no caps and supportive tone reduce investor risk.
Local STR Agent
STR specialist · Westhampton, NY
Westhampton is a small coastal hamlet on the South Fork of Long Island, located in Suffolk County, New York, within the Town of Southampton. With a year-round population of roughly a few thousand residents, the community has a relaxed, beachy character that swells considerably during the summer months when visitors arrive to enjoy the ocean and the surrounding Hamptons communities. Westhampton is widely regarded as the western gateway to the Hamptons, sitting just before the more famously bustling villages of Quogue, Westhampton Beach, and Southampton. It lies approximately 80 miles east of New York City, a drive that typically takes around two hours depending on traffic, and is also served by the nearby Long Island Rail Road and the Francis S. Gabreski Airport, which is actually located within the hamlet itself.
Just offshore, the barrier beach is anchored by Cupsogue Beach County Park, one of the most popular stretches of sand on the South Fork. The park offers nearly 300 acres of ocean beach and bay shoreline, with lifeguarded swimming, surf casting, and a boat-launching area into Moriches Bay. It is roughly a ten-minute drive southeast of central Westhampton and is a favorite for families and day-trippers. The nearby Quogue Wildlife Refuge preserves more than 300 acres of pine barrens, wetlands, and fields, with walking trails and a nature center that attract birdwatchers and hikers. It is only a few minutes west of Westhampton along the Montauk Highway corridor.
A short drive east leads to the Village of Westhampton Beach and its walkable Main Street, a charming downtown lined with independent boutiques, ice cream shops, cafés, and restaurants that comes alive in summer. Just past the village, the oceanfront Rogers Beach offers dramatic Atlantic views and is often cited as one of the cleaner, less crowded beaches on the South Fork. Further east still, the village of Southampton, with its historic estates, the Parrish Art Museum, and the celebrated Coopers Beach, lies roughly fifteen to twenty minutes away by car.
For travelers willing to venture a bit farther afield, the North Fork wine country, the outlet shopping and aquariums around Riverhead, and the rolling dunes of the Shinnecock Inlet are all within a thirty-minute drive. Westhampton's combination of small-town character, immediate beach access, and proximity to the wider Hamptons makes it a particularly attractive base for short-term rentals. Guests can enjoy a quieter, more affordable stay while remaining within easy reach of the region's marquee beaches, restaurants, and cultural attractions, and the area's year-round appeal — from summer beach days to fall vineyard tours — supports a steady, season-spanning rental market.