A pebble beach at sunset with a calm sea in the background.

Orient Point Hotels with Swimming Pool

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Check availability on Orient Point Hotels with Swimming Pools

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Orient Point hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.
A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
RM658
RM868 total
includes taxes & fees
1 Nov - 2 Nov
The Harbor Front Inn
A poolside area with lounge chairs and yellow umbrellas.
A wooden cabinet with a newspaper, a coffee maker, and a mug on top. There is a small stool and a window with blinds.
A wooden desk with drawers, a chair, a lamp, and a framed picture on the wall.
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

2. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
RM1,062
RM1,338 total
includes taxes & fees
1 Nov - 2 Nov
Oyster Estate
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach bar with wooden chairs and a small table, overlooking the sea.

3. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
RM783
RM1,011 total
includes taxes & fees
2 Nov - 3 Nov
Sound View Greenport
A poolside area with a hat and towel on a lounge chair.
A modern house with a deck, outdoor seating, and a fire pit.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.
A modern living room with a sofa, a dining table, and a kitchen area in the background.

4. North Fork Resort

North Fork Resort
Greenport
RM1,209
RM1,381 total
includes taxes & fees
5 Oct - 6 Oct
North Fork Resort
Property amenity
Bar (on property)
Front of property – evening/night
Property amenity

5. Shelter Island House

Shelter Island House
Shelter Island Heights
  • Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.
RM822
RM939 total
includes taxes & fees
5 Oct - 6 Oct
Shelter Island House
Outdoor pool
Room
Room
Beach

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
RM690
RM1,242 total
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A hotel lobby with a sofa, chairs, tables, and a large window.
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.

7. 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.
RM895
RM1,022 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.
A marina with boats docked, a fire pit table, and outdoor seating.
A marina at sunset with boats docked, a fire feature on the deck, and a chair.

8. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
  • Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
RM1,140
RM1,453 total
includes taxes & fees
3 Nov - 4 Nov
Saybrook Point Resort & Marina
A large, modern house with a swimming pool, surrounded by lush greenery and trees.
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A sliding glass door leading to an outdoor deck with a view of a swimming pool and greenery.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

9. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
  • Upscale poolside paradise offers year-round swimming with indoor and outdoor options.
RM1,847
RM2,111 total
includes taxes & fees
2 Nov - 3 Nov
East Hampton Art House Bed & Breakfast
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.

10. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
  • Pristine waters await at this coastal retreat with private beach access and year-round pools.
RM640
RM807 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
View all properties

Choose what matters most at hotels with a pool in Orient Point

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Orient Point Hotel Reviews

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Room was clean,staff was amazing food wasn't good for us."
Edrise 1-night trip
Posted 11 hours ago
Montauk Yacht Club
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"The property was definitely worth a five-star rating and the views of the Bay were tremendous! The rooms were very clean and the beds were super comfortable. I had a wonderful breakfast looking out over the water. It was magical"
Melanie 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Mystic Marriott Hotel and Spa

Mystic Marriott Hotel and Spa

10/10 Excellent
"best hotel i’ve ever been to 10/10"
Shayla 1-night trip
Posted 1 day ago
Mystic Marriott Hotel and Spa
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Such a great spot! Clean, easy access, everything you need!!"
Christian 3-night trip
Posted 3 days ago
Ocean Resort Inn
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Beachcomber was wonderful loved it"
elizabeth 3-night trip
Posted 4 days ago
Beachcomber Resort at Montauk
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

8/10 Good
"This hotel is a good bargain. Although worn down in general, it suited our needs for one night. Very comfortable bed, quiet, and good buffet breakfast. Near shopping and the highway so convenient too."
Gail 1-night trip
Posted 9 days ago
Regency Inn & Suites New London, Mystic

Frequently asked questions

What are some hotels with pools in Orient Point?
Regency Inn & Suites New London, Mystic: Features a snack bar/deli, an indoor pool and buffet. Pier Blue Inn Old Saybrook - Essex: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool and a private beach. Gurney's Montauk Resort & Seawater Spa: Features a full-service spa, an indoor pool and a snack bar/deli. Mystic Marriott Hotel and Spa: Hotel, 1-minute walk from The Hamptons Beaches. Offers a sauna, a seasonal outdoor pool and free self parking. Offshore Montauk: Features a private beach, a seasonal outdoor pool and 2 bars.
What is there to see and do in Orient Point?
Surround yourself with nature at Orient Point County Park and Little Bay. Discover sights such as Orient Beach State Park during your stay.
When is the best time to book a hotel with a pool in Orient Point?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting Orient Point in the hottest months of August, July or September, when the average temperature is 21Β°C. Accommodation with 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 4Β°C.

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