Vacation rentals in Shinnecock Hills

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Quick stats about vacation rentals in Shinnecock Hills

  • Total vacation rentals

    Explore 260 vacation rentals in Shinnecock Hills

  • Nightly prices starting at

    Shinnecock Hills vacation rentals start at G$41,821 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    250 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Vacation rentals with a pool

    210 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    260 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!

Top-rated vacation rentals in Shinnecock Hills

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

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Top guest favorite
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
4.95 out of 5 average rating, 59 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

LocationFamilyHospitality

Guest favorite
Home in Shinnecock Hills
4.87 out of 5 average rating, 77 reviews

Chic Southampton Home. Mins to Village and Beach!

Welcome to your perfect Hamptons getaway! This sun-filled, architecturally unique home is ideal for a summer retreat or a cozy weekend escape. Offering modern furnishings, and an open floor plan, this space is perfect for small groups. Whether you're enjoying the crisp evenings of early spring, sun-drenched summer days, or the vibrant fall season, this home is a serene escape year-round. Cozy up by the fire, relax on the sun-soaked balconies, or unwind in the beautifully renovated pool house.

ValueLocationPets

Guest favorite
Home in Shinnecock Hills
5.0 out of 5 average rating, 5 reviews

Coastal Comfort: Deck, Yard & Hamptons Vibes

Welcome to your happy place Out East! This bright and breezy 3-bedroom home is made for easy family getaways — open living spaces, a fully stocked kitchen, and a sunny deck overlooking your private yard for morning coffee and evening laughs. Traveling with little ones? We’ve got you covered. Bassinets and baby essentials are available upon request. Just minutes from beaches, the village, and only 5 minutes from Shinnecock Hills Golf Club — host of the 2026 U.S. Open — it’s the perfect home.

LocationFamilyHospitality

Top guest favorite
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, 136 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.

ValueFamilyIndoor spaces

Guest favorite
Home in Shinnecock Hills
4.91 out of 5 average rating, 34 reviews

Dream Colonial with Heated Pool Southampton, NY

This picturesque abode boasts classic cedar shingle siding, exuding timeless elegance and charm. Conveniently situated south of the highway, this residence offers easy access to all the amenities of Southampton. Dive into relaxation and soak up the sun in your private pool oasis. Embrace the comfort of generous living spaces designed for relaxation and entertainment. Host unforgettable gatherings in the beautifully landscaped outdoor space, perfect for summer barbecues and al fresco dining.

ValueFamilyCheck-in

Guest favorite
A serene backyard features a large swimming pool surrounded by lush green grass. Lounge chairs are positioned around the water, accompanied by shaded umbrellas. Mature trees and landscaping provide a natural backdrop, enhancing the privacy of the space.
Home in Shinnecock Hills
4.93 out of 5 average rating, 100 reviews

5BR, Luxury Home, Close to Beach,Town, PerfectYard

Magnificent Renovated 4,416 sq ft. Contemporary on .67 acre has 5 bedrooms 5 full bathrooms Enter into light filled living areas, faulted ceiling , fireplace with stone , white panel wainscoting and eat in kitchen with island seating , stainless steel appliances and door to a wrap around rear deck. A family room has French Doors , Bar , to the pool and expansive backyard. The beautifully appointed master suite features a vaulted ceiling in the bedroom, walk in closets & Luxe bath.

FamilyLocationCleanliness

Top guest favorite
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, 445 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.

FamilyLocationDecor

Guest favorite
A modern kitchen space features a granite countertop with high-backed bar stools positioned for dining. Glass-front cabinets display dishware, and a sliding door opens to a sunny outdoor area with a pool and patio seating.
Home in Southampton
4.96 out of 5 average rating, 274 reviews

Stunning 3 bed 2 bath home W Pool

Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

LocationFamilyWifi

Guest favorite
A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.
Home in Hampton Bays
4.94 out of 5 average rating, 117 reviews

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!

LocationFamilyIndoor spaces

Guest favorite
A serene view of calm water featuring kayakers enjoying a sunny day. The distant shoreline is dotted with houses, creating a relaxed coastal atmosphere. Clear blue skies reflect on the water, enhancing the peaceful scene.
Home in Shinnecock Hills
4.95 out of 5 average rating, 205 reviews

Southamp Waterview, DogsFREE! Kayaks, Ping-Pong

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

FamilyLocationHeating

Guest favorite
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, 244 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

ValueFamilyParking

Guest favorite
A bright and airy outdoor space features a long pool bordered by lounge chairs and greenery. The white house stands in the background, with large windows reflecting the blue sky. An umbrella provides shade beside the pool, promoting relaxation.
Home in Shinnecock Hills
4.98 out of 5 average rating, 61 reviews

Luxe Southampton Home w/Pool 5 Min To Town & Beach

Enjoy a stylish experience at this centrally-located home. Modern, spacious, airy home with 3 Bedrooms and 3 Bathrooms. Beautiful pool and deck with BBQ. Only 5 minute drive to Southampton Village and Cooper Beach. The perfect Summer escape. Pool is OPEN from May 1st until end of September. Pool is not heated.

LocationFamilyCheck-in

Popular amenities for Shinnecock Hills vacation rentals

When is the best time to visit Shinnecock Hills?

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Avg. priceG$125,254 GYDG$125,672 GYDG$125,254 GYDG$125,254 GYDG$178,785 GYDG$250,927 GYDG$189,659 GYDG$249,045 GYDG$135,710 GYDG$120,236 GYDG$126,718 GYDG$121,281 GYD
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Frequently Asked Questions

  • What are the best places to stay in Shinnecock Hills?

    Visitors often stay in private homes or vacation rentals in Shinnecock Hills, which has a mix of tranquil residential neighborhoods and accommodations near the coast. Some rentals are designed for families and groups, making them convenient for various travel styles.

  • What are the best things to do in Shinnecock Hills with kids?

    Families often explore nature walks, quiet beaches for sand play, and nearby parks with playgrounds. Museums and educational centers in the region provide activities for children to discover local history and marine life.

  • What are some of the best things to do in Shinnecock Hills?

    Explore scenic walking trails, enjoy coastal views, and relax at peaceful beaches in Shinnecock Hills. Local galleries, community events, and visits to museums are frequently suggested for a mix of nature and culture.

  • How is the weather in Shinnecock Hills?

    Winters in Shinnecock Hills can be chilly, with temperatures ranging from 25–44°F (-4–7°C), while summers are warmer, reaching 66–83°F (19–28°C). Spring and early autumn bring mild temperatures and changing coastal breezes.

  • When is the best time to visit Shinnecock Hills?

    Late spring and summer are often recommended, when temperatures are milder and outdoor activities increase. Early autumn has colorful foliage and a calmer atmosphere throughout the area.

  • What are the best places to visit in Shinnecock Hills?

    Travelers often visit local nature reserves, golf landmarks, art galleries, and cultural sites connected to the Shinnecock Nation. Quiet beaches and preserved woodlands are frequently suggested for those seeking a peaceful experience.

  • What are some hiking trails in Shinnecock Hills?

    Shinnecock Hills has nature paths along beaches and wooded areas, with some trails weaving through dunes and local preserves. Walking and biking are popular ways to explore these quiet spots, and nearby parks often provide additional options.

  • What are some family activities we can do in Shinnecock Hills?

    Families can explore nature paths, picnic near the coast, and join hands-on activities at community centers or museums. Beach days, art workshops, and seasonal events around Shinnecock Hills are popular choices for all ages.

  • What are some of the best day trip ideas from Shinnecock Hills?

    Many travelers explore nearby villages for shops, art galleries, and local dining, or visit nature reserves and regional beaches. Historic sites and museums around the area are often recommended for those wanting to learn about the Hamptons' cultural heritage.

  • Are there any pet friendly accommodations available in Shinnecock Hills?

    Shinnecock Hills has pet friendly rentals, so travelers can bring their companion animals along. Many hosts provide welcoming spaces and easy access to nearby walking paths and outdoor areas.

  • What are some local tips for visiting Shinnecock Hills?

    Locals often suggest bringing layers for variable weather and exploring the area's coastal scenery on foot or by bike. Early mornings can be especially peaceful along nature trails and beaches around Shinnecock Hills.

  • What is Shinnecock Hills known for?

    Shinnecock Hills is known for its golf history, coastal scenery, and connections to the area's Indigenous Shinnecock Nation. The neighborhood also draws visitors seeking tranquil retreats and access to nature.

  • What are the best hidden gems to explore in Shinnecock Hills?

    Shinnecock Hills has tucked-away nature preserves, less-trafficked beaches, and small community art spaces worth exploring. Early morning walks or visits to local gardens often reveal quieter corners of the area.

  • What are the best foods to try in Shinnecock Hills?

    Seafood is frequently suggested, with local shellfish and fish featured in regional cuisine. Visitors often enjoy traditional East End flavors, including farm-fresh produce and baked goods from community markets and bakeries.

  • What should I bring for a trip to Shinnecock Hills?

    Pack comfortable clothing, including layers for changing temperatures, and consider bringing outdoor gear for hikes or beach outings. Sunscreen, water bottles, and sturdy footwear are useful for exploring coastal trails and nature preserves.

  • What is the nightlife in Shinnecock Hills like?

    Nightlife in Shinnecock Hills tends to be relaxed, with casual bars, neighborhood restaurants, and social gathering spots. For livelier scenes, many visitors explore nearby communities where music and late-night venues are frequently suggested.

  • What are the most popular events or festivals in Shinnecock Hills?

    Shinnecock Hills and its surroundings often host summer art shows, community celebrations, and cultural events connected to Indigenous heritage. Local fairs and festivals are frequently suggested during holiday weekends and late spring.

  • Are there family friendly vacation rentals in Shinnecock Hills?

    Family friendly rentals are available in Shinnecock Hills, with hosts providing spacious homes and amenities such as yards or play areas. Many properties are designed to accommodate groups and children comfortably.