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 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.

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 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.

The exterior of a charming white house with a brown roof is surrounded by a well-maintained lawn and a wooden fence. A gravel driveway leads to the entrance, and a clear blue sky with fluffy clouds sets the backdrop.

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.

4.89 out of 5 average rating, 56 reviews

Cottage in Southampton

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

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 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

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

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

4.93 out of 5 average rating, 111 reviews

An open living space is presented, featuring a modern kitchen with stainless steel appliances and a white circular dining table surrounded by black chairs. A large television is mounted on a white cabinet, and light enters through a nearby window.

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

An outdoor deck features a hot tub surrounded by a white railing, with a wooden dining set nearby. Soft lighting is strung overhead, creating a serene environment. The area is bordered by green foliage, and a barbecue grill is positioned on the deck.

4.87 out of 5 average rating, 23 reviews

Hampton Bays Beach House with a superb location

Superhost

A cottage is nestled among a lush garden with blooming flowers and manicured grass. The exterior features a combination of green siding and gray shingles. Pathways made of stones lead to the entrance, embracing a serene and inviting environment.

Cottage in Hampton Bays

4.78 out of 5 average rating, 27 reviews

Seabreeze 4 Charming Cottage walk to US Open

Apartment in Hampton Bays

4.83 out of 5 average rating, 78 reviews

Sunny and Spacious 1BR Apartment

Superhost

Apartment in Hampton Bays

4.86 out of 5 average rating, 35 reviews

2Br Hampton Family Escape: Beaches, kayaks, BBQ

An open-concept living area features a comfortable sectional sofa positioned near a large television mounted above a sleek fireplace. Light floods the space through a skylight, and a modern kitchen with stainless steel appliances is visible in the background. Natural wood beams add architectural interest.

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

A charming brick home is surrounded by green landscaping, featuring vibrant blooming flowers in shades of pink. A clear stone pathway leads up to the entrance, framed by neatly trimmed grass. The home includes large windows, allowing natural light to enhance the exterior.

4.75 out of 5 average rating, 24 reviews

Southampton Shinnecock Hills 2026 Summer rentals

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.