The countdown to summer is on, and so is the search for that perfect Hamptons rental. Whether you're after a classic estate on Middle Lane or a waterfront hideaway in North Haven, Brown Harris Stevens has you covered. Memorial Day sneaks up fast, and great homes never stay on the market for long. Now’s the moment to get serious—so instead of scrambling, you can start thinking about sunbathing on Main Beach, grabbing Round Swamp’s chicken salad, and ordering that first martini at the American Hotel.
Here are five summer rentals that won’t disappoint.
Ocean Road - Bridgehampton, NY
This Ocean Road estate delivers the kind of summer most people only daydream about. Tucked in Bridgehampton, the property has every amenity imaginable: a Har-Tru tennis court, a basketball court, sand volleyball, an oversized pool and spa, plus a pool house and tennis pavilion. It’s the kind of place where the only real decision is what to do first.
16 East Harbor Drive - North Haven, NY
In the private Bay Haven enclave of North Haven, this newly renovated modern waterfront retreat offers unobstructed views of Sag Harbor Bay from nearly every room, thanks to walls of glass and an open-concept design. A saltwater infinity pool, multiple decks, and an outdoor living room with a fireplace set the scene for summer. Inside, there’s a gourmet kitchen, media room, gym, three ensuite bedrooms, and even a three-level dumbwaiter. A true standout on the bay.
12 Pondview Lane - Village of East Hampton, NY
Available for a limited two-week stay, this newly completed East Hampton Village estate was designed by Frank Greenwald and decorated by Mark D. Sikes. Featured in House Beautiful and Forever Beautiful, it has eight bedrooms, nine full baths, a pool pavilion with fireplace, outdoor shower, and lush landscaping by Landscape Details. Close to the beach, but you may not want to leave.
63 Middle Lane - Village of East Hampton, NY
On over two acres in East Hampton Village, this newly renovated Middle Lane estate blends timeless style with standout amenities. There are seven bedrooms, Wyeth furnishings, a chef’s kitchen, and indoor and outdoor entertaining spaces. Outside, you’ll find a hedged-in Gunite pool, spa, pool house, lotus flower pond, and an outdoor fireplace—all within easy reach of ocean beaches and village life.
Erica S Lane - Sagaponack, NY
In Sagaponack South, this beautifully kept home has everything you need for a classic Hamptons summer. Set on a private, manicured lot, it features five bedrooms, a heated pool, tennis court, and even a proper home office—because taking Zoom calls from Sagaponack hits different. The ocean is a short distance away, making it easy to shift into beach mode whenever you feel like it.