Holiday houses in Shinnecock Hills

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Top-rated holiday rentals in Shinnecock Hills

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An aerial view of a modern house is shown, surrounded by lush greenery. A private pool is prominently featured in the backyard, accompanied by blue lounge chairs. The spacious lawn leads to a quiet road, offering a serene atmosphere.
Home in Shinnecock Hills
4.82 out of 5 average rating, 17 reviews

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!

Top Guest favourite
A large outdoor pool is surrounded by lounge chairs and umbrellas, inviting relaxation. Well-maintained gardens and trees frame the area, with a spacious deck along one side. The bright blue sky enhances the tranquil atmosphere of this inviting outdoor retreat.
Home in Shinnecock Hills
4.96 out of 5 average rating, 54 reviews

Spectacular Southampton Retreat!

Experience a lifestyle of relaxation and create lifelong memories with loved ones. Imagine yourself lounging by the pool with your favorite drink, surrounded by beautifully manicured gardens that help you unwind and calm your mind and body. Located just beyond Southampton Village, south of the highway, our 1-acre estate features a spacious 4-bedroom, 2.5-bathroom home This property is perfect for a relaxing Hamptons getaway offering a large pool, comfy beds, sunroom, BBQ, fire pit + much more

Guest favourite
Home in Hampton Bays
4.85 out of 5 average rating, 137 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Top Guest favourite
A private outdoor space is showcased with a wooden deck, featuring two lounge chairs and a dining table shaded by an umbrella. Potted flowers add color, while a path leads through the well-maintained garden, enhancing the serene atmosphere of the yard.
Guesthouse in Hampton Bays
4.97 out of 5 average rating, 215 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

Top Guest favourite
A serene waterfront view features a sailboat gliding across calm waters. Lush green grass borders the shoreline, reflecting the tranquility of the environment. The clear blue sky stretches overhead, enhancing the peaceful atmosphere of the setting.
Home in Hampton Bays
5 out of 5 average rating, 138 reviews

Hamptons Waterfront- Great Location- On the bay

Amazing Beachfront vacation home located directly on a private sandy beach on Shinnecock Bay. Stunning waterfront views- sunrises/sunsets. Have a bbq and relax right on the back deck and watch the boats pass by or take a quick walk or shuttle boat to some of the Hamptons best restaurants. No worries about having a drink and getting home. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Top Guest favourite
A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.
Apartment in Hampton Bays
4.97 out of 5 average rating, 416 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

Top Guest favourite
A serene beach scene is depicted, showcasing soft white sand bordered by gentle waves. Tall grasses sway in the foreground, framing the clear blue water that extends to the horizon, providing a sense of calm and natural beauty.
Guest suite in Cutchogue
4.93 out of 5 average rating, 112 reviews

Enjoy a relaxing getaway to the North Fork

One bedroom suite, with separate entrance in quiet Nassau Point; a peninsula, surrounded by beaches. Nassau Point is a great place to bike, walk and enjoy nature. Fully functioning WiFI for guests looking to extend their stay, while working from home. Fishermen's beach is a 5 minute walk Causeway beach is a 10 minute walk with parking. Point beach, 1.5 mile walk, a Southold Parking Permit required. You will find 20 wineries within 5 miles, just a short Uber ride away.

Top Guest favourite
A sunset scene is captured over a sandy landscape, where vibrant shades of orange and pink fill the sky. Silhouettes of beach fencing and grassy dunes are visible in the foreground, complemented by a wooden structure to the right.
Home in Hampton Bays
4.99 out of 5 average rating, 129 reviews

Charming Retreat Near Ocean Beaches

Entire House! Large fenced in yard, great for pets. Two bedrooms, one song ride away from Ponquogue Beach. Have the beach to yourself for walks and exercise! Perfect place to get away and Unwind. The house is located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Still plenty to do here, we are 20 minutes from Wine Country and Tanger Outlets.

Top Guest favourite
A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.
Apartment in Hampton Bays
4.98 out of 5 average rating, 130 reviews

Walk to Bay and Ocean-Newly Renovated

Newly renovated! Walking distance to beautiful bays , ocean beaches, restaurants and bars. Perfect Hamptons vacation getaway. Wine Country and Montauk are great day trips from this centrally located spot. Easily access Hampton Bays with public transportation via LIRR or Hampton Jitney, than a 3-5 minute Uber to apartment. Monthly stays will have cleaning service provided every two weeks.

Guest favourite
A wide sandy beach stretches towards the horizon, where soft waves gently lap at the shore. Tall lifeguard stands are positioned along the beach, with a few distant figures walking. The sky features a gradient of muted colors as the sun sets, creating a serene atmosphere.
Apartment in Shinnecock Hills
4.95 out of 5 average rating, 230 reviews

Sunny Southampton Studio

Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive

Guest favourite
A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.
Home in Cutchogue
4.97 out of 5 average rating, 187 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.

Top Guest favourite
An outdoor seating area features two cushioned chairs and a matching ottoman on a white deck. A planter with greenery is positioned nearby, complemented by the natural backdrop of tall plants, creating a serene space for relaxation.
Home in Shinnecock Hills
4.95 out of 5 average rating, 74 reviews

Charming Southampton Home

Charming four bedroom house south of hwy. with water views located five minutes from beach and town. Walking distance from Shinnecock Hills Golf Club. Recently renovated featuring open space concept, maple floors and updated kitchen. Family and friends refer to it as the "Happy House" & it is!

Popular amenities for Shinnecock Hills holiday rentals

When is the best time to visit Shinnecock Hills?

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Avg. price$694 AUD$694 AUD$694 AUD$806 AUD$878 AUD$1,229 AUD$1,260 AUD$1,654 AUD$901 AUD$799 AUD$842 AUD$806 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Shinnecock Hills?

    Shinnecock Hills has more than 220 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in villa rentals in Shinnecock Hills?

    Experience the best of Shinnecock Hills with our villa rentals, starting at about $270 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Shinnecock Hills?

    Four-legged friends are welcome in Shinnecock Hills. Choose from more than 110 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Shinnecock Hills?

    Yes! Work meets play with ease at over 150 vacation rentals in Shinnecock Hills featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Shinnecock Hills vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 180 vacation homes with pools in Shinnecock Hills, available on Airbnb. Make a splash and soak up the sun in style!

  • Do villa rentals in Shinnecock Hills have air conditioning?

    Absolutely! We offer over 10 villa rentals with air conditioning in Shinnecock Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shinnecock Hills have a kitchen?

    Absolutely! We offer over 200 house rentals with a kitchen in Shinnecock Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Shinnecock Hills have wifi?

    Absolutely! We offer over 10 villa rentals with wifi in Shinnecock Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shinnecock Hills have free parking?

    Absolutely! We offer over 200 house rentals with free parking in Shinnecock Hills. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Shinnecock Hills?

    Enhance your stay in our House Rentals with the most popular amenities: over 200 homes with a kitchen, over 200 homes with wifi, over 200 homes with air conditioning, over 200 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Shinnecock Hills

  • Total holiday rentals

    Explore 230 holiday rentals in Shinnecock Hills

  • Nightly prices starting at

    Shinnecock Hills holiday rentals start at $139 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Shinnecock Hills holiday 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!