21 Fernwood Dr

Tucked away behind a long private gated drive in coveted Wainscott South, this newly available luxury summer rental was fully renovated in 2017 and is impeccably appointed throughout with Ralph Lauren furnishings, the home exudes timeless elegance while delivering every modern comfort for an unforgettable summer retreat.

The residence features four bedrooms, four full baths, and one half bath across thoughtfully curated living spaces. A first-floor junior primary suite with a private den and ensuite bath provides exceptional flexibility for guests or extended family, while the second-floor primary suite serves as a true sanctuary with dual closets and a beautifully appointed ensuite bath. An additional ensuite guest bedroom and a legal lower-level guest room ensure ample accommodations for family and friends.

Outside, the property transforms into a private resort setting. Enjoy long summer days by the heated pool, gather for alfresco dinners on the expansive dining patio, or unwind around the fire pit beneath the stars. An outdoor shower, grilling area, generous pool deck, and newly added outdoor television create the ultimate setting for entertaining and relaxation. An attached garage and gated entry further enhance the home's convenience and exclusivity.

Ideally situated south of the highway, moments from Wainscott's pristine ocean beaches, renowned farm stands, boutique shopping, and celebrated dining destinations, this exceptional offering places the very best of the Hamptons at your fingertips. Convenient access to the Hampton Jitney makes travel to and from New York City seamless, allowing you to maximize every moment of your summer escape. This is a rare opportunity to experience luxury Hamptons living in one of the area's most sought-after locations.
Available only September 15, 2026 to May 15, 2027