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.

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.

Pool days become adventures at this waterfront haven. Beyond the seasonal outdoor pool, guests discover a marina, spa treatments, and kayaking opportunities. The Good Ground Tavern serves perfectly prepared meals after days spent exploring on complimentary bicycles.

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.

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.

Pool enthusiasts delight in the pristine seasonal swimming spot, complete with sun loungers and umbrellas. Located near The Hamptons Beaches, this freshly remodeled hotel offers individually furnished rooms, plus nearby sailing and kayaking adventures.

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.

Splashing into summer happens at the seasonal outdoor pool, surrounded by lush gardens and just steps from white sand beaches. Pool loungers invite sun-soaking while the nearby playground keeps little ones entertained between ocean dips.

Seasonal outdoor poolside lounging awaits at this harbor-adjacent retreat where clean, spacious rooms open to private balconies. Guests rave about the peaceful atmosphere, continental breakfast with a view, and proximity to Hamptons beaches.

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.

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.

Sparkling waters of the seasonal pool (April-October) invite summer splashes amid lush garden surroundings. Families appreciate sun loungers, pool umbrellas, and the nearby playground, while adventurous souls can borrow bicycles to explore scenic Hamptons beaches.

Private beach access elevates pool days at this Hamptons retreat. Soak up sunshine in the seasonal outdoor pool, then serve aces on the tennis court or maintain fitness routines in the well-appointed gym after a refreshing beach day.

Plunge into vacation bliss at the oceanfront pool, complete with comfortable sun loungers just steps from pristine white sand beaches. Guests consistently praise the peaceful atmosphere, immaculate grounds, and stunning ocean views at this well-maintained coastal retreat.

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.

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.

Poolside relaxation beckons after exploring the amazing nearby beach with the hotel's beach pass. Individually furnished rooms offer rainfall showers and minibars, while complimentary bicycles provide a breezy way to discover The Hamptons.

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.