
Vacation rentals with a pool in Shinnecock Hills
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Top-rated rentals with a pool in Shinnecock Hills
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Popular amenities for Shinnecock Hills rentals with a pool
House rentals with a pool

Designer Home w/ Heated, Salt-Water Pool
Great spot. Easy to get to places. Comfortable. Great backyard + pool. We had a good time, zero complaints here. We are a family of 3 and found everything convenient.

Scenic Stay in Sparkling Home, Heated Pool 6bds
I booked Jennifer’s listing for a girl’s weekend getaway with my friends and she went above and beyond with her communication, recommendations, and hospitality. She was quick to answer any questions I had and her house was beautiful, remote, and peaceful. Even though we didn’t have the best weather, we still were able to enjoy the beautiful backyard and heated pool, and the house was spacious enough for all 8 of us to stay comfortably! Overall we had a lovely stay in the Hamptons and will 100% be coming back! Thank you Jennifer!

Ultimate House with Heated Pool, Hot Tub and Sauna
This Home was Amazing!! Anastasia is Phenomenal, I could see why they are Super Hosts. Their home is Beautiful and very clean. It’s filled with amenities! all that are in the description. So much so we didn’t even get a chance to take advantage of them all. We were only there for two days. Next time it’ll be much longer. I love this place!

Wooded Oasis and Guest House in Hamptons!
We enjoyed a lovely stay in the beautiful home. Josh was easy to reach and flexible with our requests.

*Viva La Villa* |Perfect Retreat | Sauna and Pool
**A Perfect Stay – Couldn’t Have Asked for More!** From the moment I arrived, everything exceeded my expectations. The space was spotless, beautifully decorated, and had every amenity I could’ve hoped for. The host was incredibly welcoming, responsive, and thoughtful—truly making me feel right at home. The location was ideal: peaceful yet conveniently close to everything I needed. It’s clear that a lot of care and intention went into making this place feel special. I honestly didn’t want to leave. If I could rate it higher than 5 stars, I would in a heartbeat. I’ll definitely be back!

Curated Artist Home with New Pool
I do not even know where to begin.We had a last minute change from our other booking and was completely stressed but Harris came in and saved the day with making it so easy for us to book his house last minute.From the minute we arrived to the personalized note with fresh flowers to having every product we needed in the bathrooms .The home was beautiful and very homey and enough space for all of our guests .The location was fantastic and we can’t wait to come back .Harris was the best host and my daughter had the best week .If you are looking for a fabulous house with a great location look no further .Harris ,we can’t thank you enough.We will definitely be back .

Modern farmhouse w/ pool, beach, horses and winery
I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!

Secluded Luxury: New Gunite Pool, Walk to Bay
Dewey’s place is such a dream! Everything is freshly renovated and just feels so crisp, clean, and stylish. You can tell so much love went into the design it’s the perfect mix of modern and cozy. We felt right at home the second we walked in. The kitchen is gorgeous, the bathrooms are spa-like, and every little detail was just so well thought out. Dewey was the sweetest host super responsive and made everything totally seamless. The location is amazing too quiet and peaceful, but still close to all the fun spots (beach, town, restaurants). We didn’t want to leave! Already planning our next trip back. If you’re thinking about booking, do it you’ll love it just as much as we did!
Condo rentals with a pool

Second Floor Corner Unit Overlooking the Ocean
The Beach Plumb was lovely! Everything was as advertised. The distance to town and the beach, the spacious layout, and the amenities are among the things that made our stay great

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

Montauk Waterfront Condo w/ Sunset Views
We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace

Waterfront Elevated Bungalow - Spectacular Views
If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

1856 Trading House close to water
Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.

Seaside Summer Escape –2BR Waterfront Condo w/Pool
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!

Beachside Waterview 2Br Condo w/ Pool in Greenport
We had a great stay! Instructions were clear and the home had everything we needed.
Home rentals with a private pool
Walk to Water. Stunning Home with Gorgeous Pool & Grounds.
House is well represented. Spacious, very clean, and great location. Good for families or groups of friends.
East Hampton Ranch with Access to Clearwater Private Beach
We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.

Explore the Water & Woods at a Relaxing Retreat
Jessica’s home was absolutely beautiful! We had an amazing, relaxing weekend and felt right at home :) Jessica is an amazing host - absolutely recommend staying here!!!!
Enchanting Home with Large Decks and Heated Pool
Beautiful home worked perfect for our wedding visit. Loved sitting on the deck! Beautiful landscaping and very private! We were very confortable and able to relax between events and visit. Donna wad very flexible and allowed us to enter early so a dew of our family members could do s little remote eork. I hope to rent here again in the future! As a special surprise we saw the northern lights from the deck one night!!
Perfect Getaway at Sunny Modern Shampton Lake House
One could not ask for a better hosts than Christina and Phil - they are extremely communitive, proactive and helpful. Their house is beautiful - gourmet kitchen, in-ceiling speakers throughout the house, nice deck, pool and a picturesque location. The master bedroom has access to the back deck and a great shower. We had all three bedrooms full and everyone enjoyed their stay. We did not take advantage of the kitchen, but if we come back to the Hamptons we would stay here for longer and cook some meals. We are art collectors, so definitely appreciated the works Christina & Phil have amassed. The one thing I would bring to the attention of future renters is that you definitely know you are in somebody else's home - this is the first time we have unpacked only to find that every drawer was full, so we had to place stuff on top of the dresser or on the few open shelves in the closet. That said - totally worth it and would definitely recommend this Airbnb. Hope to be back soon!
Saltbox with Separate Poolhouse in Northwest Woods
Mike’s place made for the perfect Hamptons vacation. The location was the perfect starting point for day trips to Montauk and the harbors and we enjoyed the short walk to the beach daily… but there really is no need to leave this amazing property. Our family cannot stop raving about the amazing outdoor setup that we took full advantage of every day. Mike was very responsive and provided a detailed guide for the house and excellent recommendations for the area. We would 100% book again when we’re in the area and would recommend this place to anyone looking for an amazing Hamptons experience.
Quick stats about vacation rentals with a pool in Shinnecock Hills
Total rentals
170 properties
Nightly prices starting at
G$23,013 GYD before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
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- Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Ocean Beach Park
- Dunewood
- Woodmont Beach
- Amagansett Beach
- Seaside Beach
- Jennings Beach
- Silver Sands Beach
- Quotonset Beach
- Robert Moses State Park Field 2
- Heckscher State Park
- Sunken Meadow State Park
- Centerport Beach
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach