Hotels with a Pool in Wainscott

Seasonal swimmers splash into vacation bliss from May through September, surrounded by terraced gardens and vineyard charm. Wine release events and ocean adventures await beyond the pool deck at this Wainscott Woods Retreat.

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 paradise awaits at this oceanfront haven where swimmers enjoy refreshing dips while gazing at the sea. Beyond the crystalline waters, guests appreciate beach service, bicycles for coastal exploration, and evening relaxation around the welcoming firepit.

Pool loungers beckon sun worshippers at the pristine outdoor swimming area, complementing direct beach access with umbrella service. Active guests appreciate the on-site fitness center, sauna, and nearby hiking trails for balanced vacation days.

Splash into vacation mode at multiple swimming options including 2 outdoor pools and an indoor retreat. Beyond refreshing waters, adventurous travelers enjoy kayaking, sailing, and tennis before unwinding with poolside cocktails.

Aquatic relaxation awaits at the indoor swimming pool with comfortable loungers and soothing hot tub. Just steps away, the stunning beachfront beckons with sun loungers and umbrellas for a perfect coastal retreat.

Refreshing dips in the seasonal outdoor pool create the perfect complement to beach days at this spotless retreat. Guests praise the immaculate grounds, comfortable loungers, and complimentary bicycles for exploring nearby coastal attractions.

Dive into aquatic bliss at the seasonal outdoor pool, where summer relaxation awaits from May through October. Conveniently located near Montauk Point Lighthouse and walking distance to beaches, shops, and restaurants.

Poolside paradise awaits at this sparkling clean resort where the seasonal outdoor pool features free loungers and umbrellas. Freshly renovated rooms, beach amenities, and helpful staff complete this perfect Hamptons getaway.

Dive into vacation mode at this beachfront Montauk retreat's seasonal outdoor pool, complete with loungers and umbrellas. Steps from the ocean with stunning views, the motel offers hiking trails, bicycle rentals, and a playground nearby.

Saltwater pool paradise invites sunbathers to lounge with complimentary beach gear nearby. Summer swimming combines with Hamptons beach proximity, creating the perfect seasonal escape amid peaceful gardens and immaculate grounds.

Splash into summer fun at the seasonal pool complete with comfy loungers and umbrellas from May to September. Steps from a gorgeous public beach, this motel provides bicycles to rent for exploring nearby hiking trails.

Seasonal outdoor pool creates the perfect summer oasis from June through September, complete with sun loungers and umbrellas for maximum relaxation. Immaculately clean rooms with private decks complement this charming retreat near hiking trails.

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.

Cooling dips await in the inviting outdoor pool where stunning sunsets paint the sky. Steps from the secluded European-style beach, this hotel combines peaceful surroundings with comfortable, individually furnished rooms for a perfect coastal escape.

Poolside paradise awaits at this coastal retreat where clean rooms complement a sun-drenched swimming spot. After beach adventures, marvel at breathtaking sunset hues from comfortable balconies perfect for evening stargazing.

Sparkling waters beckon from the outdoor pool at this beach-adjacent Hampton's haven. Sun-drenched days transition seamlessly from garden strolls to barbecue gatherings, with ocean waves just steps away from this air-conditioned coastal sanctuary.

Soak in the seasonal outdoor pool surrounded by ocean views at this coastal getaway. Steps from The Hamptons Beaches, this resort complements pool time with tennis courts, a sauna, and a fitness center for the complete vacation experience.