This house has quite the storied past: Its former owners were the Washington Post’s Ben Bradlee and Sally Quinn (who later went on to buy perhaps the most infamous house in the Hamptons—Grey Gardens). Simply put, it’s a classic. The traditional farmhouse touches indoors and massive swimming pool don’t hurt its charm, either.
Rooms: 3 bedrooms, 2.5 bathrooms
Amenities: Washer/dryer, crib and pack n’ play, AC, indoor fireplace with guards, kitchen, beach access, backyard, fire pit, BBQ, bikes, pool.
Location: East Hampton
Highlight: Take advantage of the complimentary bikes and beach chairs for afternoon excursions to the water.
Photo: Courtesy of the Airbnb Photographer Community
You can paddle directly from your backyard to the creek when staying at this light-filled home, which is tucked away in a private beach community. Enjoy freshly harvested vegetables from the garden, and take time to explore the house, which was designed by architect Charles Moore (most recently renovated in 2024) and features organic materials throughout.
Rooms: 3 bedrooms, 3 bathrooms
Amenities: Bathtub, outdoor shower, washer/dryer, AC, indoor fireplace, central heating, beach access, backyard, fire pit, outdoor furniture, BBQ, kayak, boat slip.
Location: East Hampton
Highlight: The spacious porch faces the water and delivers show-stopping sunrise views.
Photo: Courtesy of the Airbnb Photographer Community

