Holiday houses in Shinnecock Hills

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.

4.96 out of 5 average rating, 55 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

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!

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.

A bright living area features expansive wall-to-wall windows that provide unobstructed views of the marina and water. A spacious, neutral-toned sofa is positioned alongside a textured area rug, while a wooden coffee table is placed at the center. Light-colored armchairs complement the inviting space.

5 out of 5 average rating, 30 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.

The exterior of the home features a raised wooden deck, supported by sturdy posts. A set of wooden stairs leads to the entrance. Gravel surrounds the base of the house, providing a clean, maintained look. Green grass and shrubs border the property, enhancing the natural setting.

4.98 out of 5 average rating, 122 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).

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, 53 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.

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, 144 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

A seasonal pool is framed by leafy trees, with a stone patio featuring lounge chairs for relaxation. Surrounding gardens are visible, enhancing the tranquil atmosphere of the space.

4.95 out of 5 average rating, 81 reviews

Splendid private cottage

Keep it simple at this peaceful and centrally-located place. Ideal for weekend getaway Home feeling with access to pool (seasonal ). Lovely gardens. Private entrance. And parking

Popular amenities for Shinnecock Hills holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Shinnecock Hills

Superhost

Cottage in Southampton

4.89 out of 5 average rating, 73 reviews

Bay View Cottage - Steps to Bay Private Beach

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, 30 reviews

Villa in Hampton Bays

11 Min from Shinnecock Hamptons Bungalow with Pool

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, 196 reviews

2 Miles To UsOpen! Waterview, Kayaks, Ping-Pong

Apartment in Southampton

4.74 out of 5 average rating, 23 reviews

Cozy Hideout

A swimming pool is surrounded by lush greenery and tall hedges, providing a sense of privacy. The water is clear and inviting, reflecting the sunlight, while the surrounding patio area is paved, creating a seamless transition to the landscaped garden.