You can be on a pond, near the village, in a renovated barn or on your own wooded compound with these August offerings on the South Fork.
A rolling lawn to the waterfront and a private dock set the stage for this five-bedroom, four-bathroom August rental home on Wooley Pond. There’s plenty of room to lounge around, either at the pool or fully equipped home gym, or at the nearby neighborhood association that offers a private beach and tennis courts. The interior offers wooden beamed vaulted ceilings, floor-to-ceiling windows with water views, a sunroom-style dining room, a dry sauna, commercial-grade appliances in the kitchen.
August – Labor Day: $70,000
A self-contained resort in Wainscott
Located in an East Hampton hamlet, this 4,000-square-foot rental on 5.5 acres offers a resort/compound experience with its heated pool, hot tub, two firepit areas, tennis and basketball courts, and interior amenities such as a game room and even “his and her” offices for those working from home. Six bedrooms and a seventh bonus room for overflow guests, and seven bathrooms offer ample accommodations for large getaways. A glass sunroom, gourmet kitchen and multiple dining areas.
August – Labor Day: $175,000
Close to the village, this four-bedroom, three-bathroom shingled cottage is a cozy getaway with amenities such as heated pool and a kitchen upgraded with premium appliances. Double bunk beds and a sleeper sofa offer extra accommodations for overflow guests. There’s an extractable awning on the back deck. Set on an acre with a pretty backyard with a planted garden, it’s a dog-friendly rental.
August – Labor Day: $50,000
A Gin Lane oceanfront estate, Southampton
The amenity list is long for this art-filled oceanfront estate: landscaped pool area, two chef’s kitchens—one with a pizza oven—two full bars, gym, indoor spa and sauna, built in barbecue, tennis, bocce and basketball courts, a roof deck and terrace. Then, there’s the ocean and private white-sand beach practically at your toe tips. With 1.5 acres, six bedrooms and 9,800 square feet, there’s plenty of room to roam.
August – Labor Day: $450,000
Built in the 1700s this is now a modern home with traditional bones in the waterfront community of North Haven Manor. Six bedrooms and four baths on nearly an acre with a sunroom, screened-in porch, swimming pool and entertainment pool house, as well as a basketball court and firepit. Lots of space for entertaining and cozy nooks for tucking away with a book or a board game. This pet-friendly getaway offers access to Sag Harbor Bay for open-water sports.
August – Labor Day: $35,000
A classic summer cottage in Sagaponack
Perfect for a game of touch football or croquet, this sprawling classic shingled cottage on 1.5 acres offers an old-fashioned summer experience with all the modern conveniences, including a housekeeper! Seven bedrooms and seven full bathrooms and multiple rooms for dining, entertaining (there’s a media room with theater seating) or quiet time in the beautiful wood-paneled library. Decks abound, offering plenty of vantage points, including a 900-square-foot roof deck with water views. It’s close to the beach but has a pool on site,
August – Labor Day: $275,000
