
Vacation rentals with a pool in Shinnecock Hills
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Shinnecock Hills
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Serenity w/ pool ~ One block to waterfront dining
Enjoy the peace + serenity of your private Hamptons home! 1 block from waterfront dining + 8 mins to Main St. Relax in your indoor/outdoor living space; hang poolside, spark up the firepit + BBQ. Cook in your fully stocked Chef's kitchen + stream on your 80' TV Walk 1 block to the best waterfront dining (Wayan, Sisi, Buongiorno). Have morning coffee on the sea, cocktails + dinner under the stars on the water. At this home you will have it all + be 8 mins to Main St, minutes to beaches + more!

Stylish Southampton Getaway
Walkable to Shinnecock Golf Course! Welcome to our stylish summer rental in Southampton, NY! This newly refurbished/furnished house with a modern design and open layout is the perfect place to relax and enjoy the beautiful Hamptons. The house is filled with natural light and located in a quiet neighborhood mins from the beach, shops, and restaurants, only 1.5 hours from NYC. The outdoor area is completely private with pool, hot tub, grill, sound system & dining areas for you to enjoy your stay!

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Brand new house with an all year round hot tub.
Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

Beach House Feel - Newly renovated Backyard Oasis
You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

King suite w 2bths Prvt pool&entrance Close 2 all
Beautiful, bright, spacious King suite w fireplace, two en-suite bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book or movie. The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

*Hamptons Oasis* 4BR Cool Getaway
Can't beat autumn in the Hamptonsl. The beaches, sun, shopping, restaurants & nightlife. Or just stay at the house. It has everything you might need for a family vacation. With a spacious deck and firepit, the backyard might be all you need. And it's walking distance from town (groceries, coffee, train station & more). The neighborhood is super quiet. 55in LG TV, WiFi, X-Box, board games. Pool closes in September. Families only please.

Central Private Bridgehampton
Longer stay and reduced rate please email 169bridgehamptoncottage@gmail.com. NOTE* Rest assured, as always, even more so now, our housekeeper is aware to put in the extra tedious clean needed for a happy healthy stay! 7 minute drive to Hampton classic or less 20 min bike ride. Restaurants, studio 89 gym, on same rd. Ocean+bay 5-10 min drive. Bike to 1 ocean Yoga/winery. Halfway to Sag Harbor+Bridgehampton. There is pet fee.

Exclusive Sag Harbor Compound
A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.
Popular amenities for Shinnecock Hills rentals with a pool
House rentals with a pool

3 BR/Pool. Walk to Beach & Town!

Private & Pristine with Pool and Kid’s Playard

Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!

Sag Harbor Hamptons hideaway

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Hampton Waterview Gorgeous Yard w/Pool /Pizza Oven

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

Gorgeous Waterfront and Indoor Pool Family Oasis!
Condo rentals with a pool

Greenport Getaway at Cliffside Condos

Beautiful condo on Long Islands Northfork

Montauk Royal Atlantic Beach Resort North

Waterfront Escape | Private Beach, Pool & Views

Montauk Waterfront Condo w/ Sunset Views

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

Beachside Waterview 2Br Condo w/ Pool in Greenport
Other vacation rentals with a pool

Southampton Home 5Min From Beach

4 Bedroom Sag Harbor Home w/ Pool & Tennis Access

Quaint Chalet w/Salt-heated Pool

Gorgeous Hamptons Farmhouse without the Traffic!

Hamptons Getaway/ Backyard OASIS/EV charger

Southampton Village Near Ocean & Shops - Suite "A"

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
When is the best time to visit Shinnecock Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ2,622 | ﺩ.ﺇ2,912 | ﺩ.ﺇ2,754 | ﺩ.ﺇ2,571 | ﺩ.ﺇ2,938 | ﺩ.ﺇ3,639 | ﺩ.ﺇ4,616 | ﺩ.ﺇ5,189 | ﺩ.ﺇ3,162 | ﺩ.ﺇ2,600 | ﺩ.ﺇ2,920 | ﺩ.ﺇ2,762 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Quick stats about vacation rentals with a pool in Shinnecock Hills

Total vacation rentals
Explore 180 vacation rentals in Shinnecock Hills

Nightly prices starting at
Shinnecock Hills vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 2,100 verified reviews to help you choose

Family-friendly vacation rentals
180 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
180 of Shinnecock Hills vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shinnecock Hills rentals

4.9 Average rating
Shinnecock Hills stays are highly rated by guests—averaging 4.9 out of 5!
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- Pet-friendly rentals Shinnecock Hills
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- Rentals with a fireplace Shinnecock Hills
- Luxury rentals Shinnecock Hills
- Rentals with a hot tub Shinnecock Hills
- Rentals with outdoor seating Shinnecock Hills
- Rentals with a patio Shinnecock Hills
- Rentals with a washer and dryer Shinnecock Hills
- Family-friendly rentals Shinnecock Hills
- Rentals with a fire pit Shinnecock Hills
- Rentals with pools Suffolk County
- Rentals with pools New York
- Rentals with pools United States
- Beach
- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Robert Moses State Park Beach
- Mohegan Sun
- Sunken Meadow State Park
- Mystic Seaport Museum
- Foxwoods Resort Casino
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Amagansett Beach
- Sherwood Island State Park
- Orient Beach State Park
- Compo Beach
- Ocean Beach
- Wölffer Estate Vineyard
- Meschutt Beach
- Mystic Aquarium
- Stonington Vineyards





