Hotels with a Pool in Wainscott

Swimming sessions become highlight moments at this quaint Hamptons retreat's seasonal outdoor pool. Sun-drenched loungers invite lazy afternoons from May through September, while beach umbrellas and complimentary towels complete the perfect summer escape.

Poolside lounging takes center stage at this sun-soaked retreat with umbrella-shaded relaxation from May through September. Beyond the refreshing waters, guests discover hiking trails, water sports, and pristine beaches within minutes.

Crystal-blue water beckons from the seasonal outdoor pool, surrounded by loungers for soaking up sunshine between May and October. Seaside adventures continue with barbecue gatherings in the garden before retreating to air-conditioned comfort.

Cooling waters await at the seasonal outdoor pool, complete with loungers and pool toys. After swimming, guests can explore 3 beachside bars, tennis courts, or join beach yoga sessions. Family fun continues with basketball and a playground.

Kayak through gentle waves or practice beach yoga before cooling off in the seasonal outdoor pool. Sun loungers and beach umbrellas create perfect relaxation spots, while attentive staff ensure a carefree coastal getaway.

Splash into summer relaxation at the seasonal outdoor pool, complete with comfortable seating and attentive towel service. Beyond aquatic enjoyment, guests savor international cuisine at R.AIRE restaurant after exploring hiking trails or kayaking adventures.

Cyclists and swimmers rejoice at this spotless bed & breakfast offering free bicycle rentals and a sparkling seasonal pool open May through September. Garden views and picnic areas complete the tranquil summer sanctuary.

Poolside loungers await beneath shady umbrellas at this serene Montauk retreat. Guests love the short, lovely walk to the beach, friendly staff, and quiet location. A full-service spa, seasonal swimming, and free bikes enhance the laid-back coastal experience.

Sparkling waters invite relaxation at this seasonal outdoor pool, open June through September with comfortable sun loungers for the perfect Hamptons day. Located near Cooper's Beach, the hotel offers a refreshing escape after shoreline adventures.

Splash into aquatic serenity with two distinctive pools‚ an indoor sanctuary and a cascading waterfall oasis. Beyond swimming, guests discover a pristine private beach with loungers, umbrellas, and water activities from kayaking to surfing.

Splash into relaxation at the inviting seasonal pool, perfect for cooling off after a match on the outdoor tennis court. Sun-seekers delight in this spacious Culloden Shores motel, complete with barbecue grills and picnic areas for alfresco dining.

Sparkling waters of the seasonal outdoor pool beckon after tennis matches at this meticulously clean East Hampton hotel. Gardens, playground, and barbecue areas create a resort atmosphere just moments from The Hamptons Beaches.

Mountain biking adventures lead to refreshing dips in the seasonal outdoor pool, complete with luxurious loungers and cocktail service. After swimming, guests retreat to the spa for hydrotherapy or explore the private beach just steps away.

Bicycles await adventurous souls ready to explore Lake Montauk's scenic trails after poolside relaxation. Garden views complement alfresco dining at the on-site restaurant, creating perfect summer memories near South Edison Beach.

Refreshing waters await at the serene outdoor pool, surrounded by plenty of lounging space for ultimate relaxation. Marina access, attentive staff, and garden terraces complete this charming coastal retreat.

Floating in the seasonal outdoor pool, visitors soak up bay vistas from complimentary cabanas and loungers. Marina access, private beach amenities, and free bicycles complete this central Hamptons escape, perfect for water enthusiasts.

Poolside perfection awaits at the seasonal outdoor oasis, complete with umbrellas and a beach bar. Beyond swimming, guests discover tennis courts, bicycles for rent, and an arcade room, all minutes from Cooper's Beach.

Swim laps in the seasonal outdoor pool followed by handcrafted cocktails at the poolside bar. After exploring hiking trails on rental bicycles, guests can indulge in massage services before retiring to premium bedding.

Aquatic adventures abound at this historic manor with an indoor pool and seasonal outdoor swimming spot. Soothe tired muscles in the hot tub after exploring nearby hiking trails or playing tennis on 3 outdoor courts.