Holiday houses in Shinnecock Hills

4.85 out of 5 average rating, 146 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!

Guesthouse in Hampton Bays

A private outdoor deck features two lounge chairs facing toward a lawn, accompanied by a round dining table with four chairs and an umbrella for shade. Surrounding greenery provides a serene setting, complemented by wooden siding on the cottage's exterior.

4.97 out of 5 average rating, 219 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.

The image features a serene pool area surrounded by neatly trimmed greenery. Sun loungers are positioned beside the sparkling blue pool, complemented by stylish umbrellas for shade. A modern pool house is visible in the background, enhancing the outdoor leisure space.

4.89 out of 5 average rating, 66 reviews

Walk to US Golf Open! Southampton Lux Stay

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.

Apartment in Hampton Bays

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.

4.97 out of 5 average rating, 418 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.

5 out of 5 average rating, 16 reviews

Shinnecock Hills Cottage in Southampton, NY

In a quiet neighborhood, walking distance to the US Open at the Shinnecock Hills Golf Club, and 1 mile to the National Golf Club and 3 miles to Southampton Village. A short drive to Coopers Beach, with 2 bedrooms and 2 bathrooms, a fully equipped kitchen, and open floorplan, this is a simple charming house, in a perfect location for strolls to the bay beachs, afternoons in the backyard, or evenings in downtown Southampton, or the many waterfront resturants in Hampton Bays.

An aerial view captures a serene waterfront community, highlighting winding roads and lush greenery. Residential homes are interspersed with boat docks along the calm waterways. The surrounding landscape features a blend of forested areas and open water, showcasing the peaceful atmosphere of the neighborhood.

4.94 out of 5 average rating, 52 reviews

5 Min Walk to 2026 US Open|Southampton|4 Bedrooms

Beautiful beach house perfect for couples, friends & families. Walk to Shinnecock Hills Golf Club or Stony Brook Southampton. Only minutes from area beaches including Coopers Beach. Less than 10 minutes from Main Street, Jobs Lane, restaurants, wineries and area golf courses. Set in a calm and serene area perfect for all! Brand new renovation of entire house and fenced backyard. Private walks are common within the area with a wonderful community of friendly neighbors.

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.

4.99 out of 5 average rating, 130 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.

Apartment in Shinnecock Hills

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.

4.95 out of 5 average rating, 235 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

4.88 out of 5 average rating, 107 reviews

A well-appointed seating area is situated beside a sparkling blue pool, featuring a beige lounge sofa and matching chairs. An oversized turquoise umbrella provides shade, while the surrounding greenery enhances the outdoor ambiance. A white house is visible in the background.

Loft in Southampton

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 .

4.88 out of 5 average rating, 143 reviews

A lush garden area features a variety of colorful flowers and greenery. Tall trees and shrubs provide natural privacy. A stone patio includes a small seating arrangement in the background, surrounded by vibrant plant life, creating a serene outdoor space.

Apartment in Southampton

Southampton Village Studio

Location, Location, Location!!!! New renovated stand along Studio Apartment in the heart of Southampton Village. Private with lots of light, Cable TV and living room area. Located in wonderful Southampton Village location, only 1 mile to village shops and 2 miles Coopers Beach. Wi-Fi

4.87 out of 5 average rating, 126 reviews

The kitchen features modern white cabinetry and a wooden countertop, providing a spacious working area. Stainless steel appliances, including a microwave and coffee maker, are positioned neatly on the counter. A window allows natural light to illuminate the workspace.

Cottage in Southampton

Cozy Cottage Close to the Beach

Large, bright and cozy cottage located near all of the best that Southampton has to offer. We are located about two miles from Coopers beach and Main Street. There is also a public tennis court and small play ground near by.

4.93 out of 5 average rating, 111 reviews

A modern kitchen area is visible, featuring sleek gray cabinetry and stainless steel appliances. A round white dining table is surrounded by four black chairs. Natural light enters through a window, enhancing the clean and functional design of the space.

Cottage in Hampton Bays

Hamptons Cottage.

Experience the ultimate summer getaway in this stunning 2 bedrooms, 1 bathroom fully renovated home. Upon entering the house you will be welcome with a nice living space area along with a nice cozy modern home.

Popular amenities for Shinnecock Hills holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Shinnecock Hills

4.9 out of 5 average rating, 59 reviews

Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!

A spacious living area features high ceilings with exposed beams and large windows allowing ample natural light. A comfortable sectional sofa and a recliner are arranged around a stone fireplace. A wall-mounted television is positioned above the fireplace, enhancing the room's relaxation area.

4.73 out of 5 average rating, 11 reviews

Southampton waterfront, minutes to town and beach

4.96 out of 5 average rating, 106 reviews

The image showcases a spacious outdoor area featuring a heated gunite pool surrounded by manicured grass. Four loungers with umbrellas are positioned near the pool, while a cozy seating arrangement is visible on the patio. A charming cottage is seen in the background.

Cottage in Southampton

Modern Southampton Cottage | Heated Pool & Peloton

4.75 out of 5 average rating, 24 reviews

Southampton Shinnecock Hills 2026 Summer rentals

5 out of 5 average rating, 13 reviews

Hamptons Retreat • Hot Tub • Minutes to Beaches

Superhost

4.88 out of 5 average rating, 16 reviews

Sugarloaf House

An outdoor area features a privately heated pool surrounded by lush greenery, with several lounge chairs positioned near the water. Potted plants add a touch of color, and a stone wall provides a backdrop, enhancing the tranquil setting.

4.95 out of 5 average rating, 195 reviews

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