Holiday rentals in Shinnecock Hills

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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 $129 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    230 of Shinnecock Hills holiday rentals include wifi 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 holiday rentals in Shinnecock Hills

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

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Guest favourite
Home in Hampton Bays
4.85 out of 5 average rating, 151 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.
Guest house in Hampton Bays
4.97 out of 5 average rating, 225 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
Home in Shinnecock Hills
5 out of 5 average rating, 27 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.

Top guest favourite
A spacious lawn is bordered by tall trees, providing a natural frame for the cottage. The vibrant green grass leads to a serene waterfront, where the lake reflects the sunlight. The peaceful setting invites relaxation and outdoor activities.
Cottage in Water Mill
4.97 out of 5 average rating, 78 reviews

Head of Pond House - Waterfront Cottage

Welcome to the charming, waterfront Cottage at Head of Pond House! Enjoy a peaceful retreat with beautiful lake access year-round and pool access from Memorial Day to October. The cottage features two comfortable king beds, including one in a cozy loft area, a full bath, WiFi, a projector for movie nights, and a fully stocked kitchen. Whether you’re looking for a relaxing escape or a comfortable base to explore the Hamptons, our waterfront cottage is the perfect spot for your getaway.

Top guest favourite
A spacious deck is furnished with comfortable seating and a dining table, overlooking a marina with various boats. The water reflects clear blue skies, creating a serene atmosphere. A patterned area rug adds a touch of style to the outdoor space.
Home in Hampton Bays
5 out of 5 average rating, 32 reviews

2.5 Miles from the 2026 U.S OPEN, Waterfront

Take a break and unwind at this peaceful oasis. Welcome to waterfront living in this beautifully renovated 4 bedroom, 2 bath home situated on .75 acre, adjacent to a marina. You'll be blown away by the unobstructed 180-degree water views over Shinnecock Bay all the way to the inlet. The main feature of this home is the wall-to-wall glass in the living room and dining area, offering panoramic views of the bay. The back two decks are the perfect spots for outdoor dining and relaxation.

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.
Flat in Hampton Bays
4.97 out of 5 average rating, 420 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
Cottage in Southampton
4.89 out of 5 average rating, 57 reviews

Enchanting Cottage in the Heart of Southampton Vil

Enchanting Cottage in the Heart of Southampton Village Escape to this delightful cottage nestled in the heart of Southampton Village, offering a perfect blend of charm, comfort, and convenience. Situated just moments away from the beach, restaurants, and entertainment, this retreat boasts private gardens and access to a refreshing pool. 🛏️ Bedrooms: 1 
🛁 Bathrooms: 1
🌳 Outdoor Space: Private gardens
🏊 Pool Access: Available (open MDW -LDW) 🚘 Two Parking Spaces

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, 135 reviews

Charming House close to 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 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, 199 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.

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.
Flat in Shinnecock Hills
4.95 out of 5 average rating, 237 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

Top guest favourite
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
5 out of 5 average rating, 55 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 October. Pool is not heated.

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 Southampton
4.89 out of 5 average rating, 116 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 .

Popular amenities for Shinnecock Hills holiday rentals

When is the best time to visit Shinnecock Hills?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$774 SGD$777 SGD$774 SGD$749 SGD$817 SGD$1,144 SGD$1,172 SGD$1,539 SGD$839 SGD$743 SGD$783 SGD$749 SGD
Avg. temp0°C1°C4°C10°C15°C21°C24°C23°C19°C13°C8°C3°C

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.

Destinations to explore