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 The Hamptons
4.82 out of 5 average rating, 17 reviews

Stylish Southampton Getaway

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 minutes from the beach, shops, and restaurants, only 1.5 hours from NYC and walkable to Shinnecock. The outdoor space provides privacy complete with pool, hot tub, grill, sound system and dining areas for you to enjoy your stay!

Guest favourite
The interior of the cabin features a spacious bed framed by large windows that invite natural light. A small dining table is set beside a plant, and the wooden ceiling enhances the cozy ambiance. A decorative blanket adds a splash of color to the bed.
Cabin in Montauk
4.96 out of 5 average rating, 490 reviews

Tiny Cottage in Hither Woods, Montauk

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

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 The Hamptons
4.96 out of 5 average rating, 53 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
4.86 out of 5 average rating, 130 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!

Guest favourite
A charming two-story house is nestled among lush greenery, with large windows reflecting sunlight. The wooden exterior features shingle siding, and a gentle slope of grass leads up to the entrance. Surrounding trees create a serene, private atmosphere.
Apartment in The Hamptons
4.96 out of 5 average rating, 163 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

Guest favourite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in Mattituck
4.93 out of 5 average rating, 120 reviews

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.

Top Guest favourite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in Riverhead
4.98 out of 5 average rating, 167 reviews

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Guest favourite
An outdoor dining area is visible, featuring a glass-top table surrounded by six chairs beneath a large umbrella. A grill sits nearby, with a view of the water and lush greenery in the background, creating a relaxing setting for meals and gatherings.
Home in Hampton Bays
4.98 out of 5 average rating, 121 reviews

Hamptons Beachfront- Relax & Getaway- On the bay

Awesome Beachfront vacation home located directly on a private sandy beach right on Shinnecock Bay. Suntan, swim, kayak or just chill and relax in a float right on the beach in the backyard. Hungry- no worries you can bbq right off the back deck or walk to one of the best Caribbean restaurants in the Hamptons. You’ll love my place because of the location and the ambiance- vacation vibes. My place is perfect 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, 414 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 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, 125 reviews

Winter Getaway 2 miles from 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.

Guest favourite
A living area features a large brown sectional sofa adjacent to a flat-screen TV. Natural light enters through a window covered with light curtains. A round, black-and-white patterned ottoman sits in the center of the room, complemented by an ornamental plant nearby.
Loft in The Hamptons
4.88 out of 5 average rating, 107 reviews

Oasis Hampton getaway

Located in the heart of southampton. 3miles away from main shopping areas.Room is newly remodeled and furnished . All upscale Ammenities. Electric toilet ,free WiFi, free Netflix , use of pool and bbq grill, fire pit, living room with 52”flat screen tv, kitchenette and dining area and driveway parking .

Superhost
A bright and airy space is showcased, featuring a king-sized bed with white bedding. A dining table with four chairs is positioned nearby. A mounted television and a kitchenette area with essential appliances are visible. Natural light fills the room through large windows.
Guest suite in The Hamptons
4.8 out of 5 average rating, 10 reviews

Quaint & quiet studio 5 minutes from village

Come enjoy a relaxing and private home base 5 minutes from town and walking distance to a secluded area on the bay. The apartment features 1 king bed and 1 queen bed as well as a shared bathroom. There is also a dedicated work space and a private outdoor patio.

Popular amenities for Shinnecock Hills holiday rentals

When is the best time to visit Shinnecock Hills?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$731 AUD$731 AUD$731 AUD$847 AUD$923 AUD$1,293 AUD$1,325 AUD$1,740 AUD$948 AUD$840 AUD$885 AUD$847 AUD
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Frequently Asked Questions

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

    Shinnecock Hills has more than 200 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Shinnecock Hills with our house rentals, starting at about $130 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 100 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 140 vacation rentals in Shinnecock Hills featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Yes! Dive into the perfect getaway at one of over 150 house rentals with pools in Shinnecock Hills, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Shinnecock Hills have air conditioning?

    Absolutely! We offer over 180 house rentals with air conditioning in Shinnecock Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Shinnecock Hills have a kitchen?

    Absolutely! We offer over 10 villa 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 180 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 Villa Rentals in Shinnecock Hills?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Shinnecock Hills

  • Total holiday rentals

    Explore 220 holiday rentals in Shinnecock Hills

  • Nightly prices starting at

    Shinnecock Hills holiday rentals start at $146 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    200 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    220 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!