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Wainscott Hotel with Pool

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Check availability on Wainscott Hotel with Pool

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Wainscott hotels with a pool

A swimming pool with two lounge chairs and a green umbrella.
A wooden building with a white window and a balcony.
A beach with pebbles and sand, a sunset, and a calm sea.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.

1. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
HK$1,705
HK$2,262 total
includes taxes & fees
28 Sept - 29 Sept
The Sagaponack
Two people sitting by a poolside with a dining setup including plates, a bottle, and a wine glass.
A well-maintained garden with a wooden cabin, a small tree, and a paved pathway.
A modern bathroom with a glass-enclosed shower, a white sink, and a large mirror.
A patio with four wicker chairs and a table, a blue umbrella, and a wooden building in the background.

2. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
  • Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
HK$7,235
HK$8,540 total
includes taxes & fees
27 Sept - 28 Sept
Wainscott Woods Retreat
A swimming pool with a wooden fence, a grassy yard, and a white building in the background.
A spacious living room with a white fireplace, a large mirror, and a view of the outdoors.
An outdoor dining area with a brick fireplace, a table set for four, and a white door in the background.
A spacious living room with a white sofa, a coffee table, and a dining area with a table and chairs.

3. !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Wainscott
HK$8,308
HK$17,807 total
includes taxes & fees
4 Oct - 5 Oct
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

4. A Room At The Beach

A Room At The Beach
Bridgehampton
  • Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
HK$2,322
HK$2,653 total
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach

5. East Hampton House Resort

East Hampton House Resort
East Hampton North
  • Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
HK$1,235
HK$1,624 total
includes taxes & fees
21 Oct - 22 Oct
East Hampton House Resort
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A waterfront property with a large house, multiple boats docked, and lush greenery.

6. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
HK$2,541
HK$2,903 total
includes taxes & fees
8 Oct - 9 Oct
Sag Harbor Inn
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
A living room with a fireplace, two sofas, a coffee table, and a chair.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

7. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
HK$1,967
HK$2,472 total
includes taxes & fees
25 Oct - 26 Oct
Journey East Hampton
A backyard with a swimming pool, lounge chairs, and a wooden house.
A modern kitchen with a large island, white cabinetry, and a skylight.
A spacious dining area with a long wooden table, surrounded by chairs, and a large window offering a view of greenery.
A spacious living room with a high ceiling, a fireplace, and a staircase leading to an upper level.

8. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A large, white, two-story building with a covered porch and a bicycle parked in front.
A modern hotel room with a bed, bedside table, and a view of the garden.
A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

9. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
HK$7,729
HK$8,858 total
includes taxes & fees
28 Sept - 29 Sept
Topping Rose House
A swimming pool with lounge chairs and a sign indicating a depth of 4 feet.
A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.
A spacious interior with a wooden staircase, a blue sofa, and a white chair.
A spacious bar area with a large floral arrangement, seating with cushioned chairs, and a view of the upper level through large windows.

10. EHP Resort & Marina

EHP Resort & Marina
East Hampton
  • Seasonal outdoor pool flanked by sun loungers invites leisurely afternoons, with poolside cocktail service just steps away.
HK$2,255
HK$2,834 total
includes taxes & fees
29 Sept - 30 Sept
EHP Resort & Marina
View all properties

Choose what matters most at hotels with a pool in Wainscott

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Wainscott Hotel Reviews

Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"it was a lovely stay at the Ocean surf resort. We went in September and the weather was spectacular. We really enjoyed watching the sea life from the deck. We saw so many whales, dolphins and seals too. It was quiet enough to get a night's sleep and the mattress was pretty good too. My only issue was the kitchenette- which was there but not usable. There is no counter space at all. I really think that the rooms need to be reconfigured. There was a nice working little fridge. We never used the stove top (I think that it should be taken out) or just mount the microwave. But all in all, we would stay here again."
Donovan 3-night trip
Posted 19 hours ago
Ocean Surf Resort
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"I really love this hotel! The rooms are beautiful, the service is excellent, and I’ve had a great experience every time I’ve stayed there. I’ve been a few times already and will definitely be coming back next year!"
Veronika 2-night trip
Posted 1 day ago
Montauk Yacht Club
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"The views from the upper level of Building 400 are the best! So tranquil with a clear view of the ocean! The room we stayed in this year was a little dated furniture and appliance wise. Bathroom was updated! The property is very well maintained and the heated pool is great! Would highly recommend staying at The Beachcomber!!"
Michael 2-night trip
Posted 2 days ago
Beachcomber Resort at Montauk
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Awesome location by the beach and friendly staff. Great place to stay for a beach getaway!"
Dan 2-night trip
Posted 2 days ago
Ocean Vista Resort
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Closest to beach and town"
john 1-night trip
Posted 3 days ago
Ocean Resort Inn
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 11 days ago
Faraway Sag Harbor

Frequently asked questions

What are some accommodation options with pools in Wainscott?
The Sagaponack: B&B located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and a private beach. The Atlantic Hotel: Provides 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Features a sauna, a seasonal outdoor pool and free self parking. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars.
What is there to see and do in Wainscott?
The picturesque setting of The Hamptons Beaches showcases the area's natural beauty. Discover sights such as Georgica Beach, Wolffer Estates Vineyard and East Hampton Main Beach during your stay. Take in the natural beauty of Wainscott with the beaches.
When is the best time to book a hotel with a pool in Wainscott?
You may want to think about a place to stay that offers an outdoor pool if you plan to visit Wainscott in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temp is 3°C.

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