Vacation rentals in Shinnecock Hills

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!

Luxe Beach Cottage-Steps to Water-USGolf-Firepit

Kick back and relax in this calm, stylish beach cottage with NEW Kitchen and NEW bathroom (completed April 2026) in Sag Harbor. It is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. Fully appointed for your stay, just bring your bathing suit. Outside is your own patio with sitting area, dining table with umbrella, BBQ and my own tiny cottage “Bouy Cottage” is across the lawn so I (or other guests may be there in May-Sept. Beach chairs, umbrella and smiles!

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.

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.

Southampton Village 3BR retreat, stroll to town

Escape to this stylish 3-bedroom home in the heart of Southampton Village, where relaxed comfort meets understated Hamptons charm. This inviting retreat offers a cozy living space, a well-equipped kitchen, and three comfortable bedrooms. Each bedroom is a peaceful haven for restful nights. You’ll be moments from boutique shops, dining, and pristine beaches, making each day simple and convenient. Settle into a calm, thoughtfully prepared base for a relaxed, memorable Hamptons stay.

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

Heart of Hamptons Retreat|Southampton|4 Bedrooms

Beautiful beach house perfect for couples, friends & families. Walk to Shinnecock Hills Golf Club. Minutes from area beaches including Coopers Beach. Less than 10 minutes from Main Street, Jobs Lane, restaurants, wineries and area golf courses. Brand new renovation of entire house and fenced backyard. Wireless available along with desktop computer in closed den/room. Private walks are common within the area with a wonderful community of friendly neighbors.

Living the Dream

Cozy cottage in a peaceful neighborhood, walking distance to local restaurants and bars. 1.5 mile from the beach & local town. Newly renovated individual suite in separate building with private entrance. Outdoor shower, outdoor fire pit, eating and lounging area. Includes mini refrigerator, coffee, beach towels, chairs and umbrella, boogie boards, two bikes, Brita, and microwave -- all you need to enjoy a getaway! Shared outdoor space.

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

At Home in the Hamptons

Enjoy easy access to everything from this perfectly located home. We offer you all the ammenities you would find at home. Walking distance to events at Canoe Place Inn and close to many local restaurants. Close to multiple beaches. Space is located on the lower level of the home with a private entrance, completely separated from the upper level and parking for 2 cars.

Secluded Farmhouse - Studio Apartment Style Unit

Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.

Best View + Putting Green + Private Beach

Perched high atop Shinnecock Hills, our home boasts panoramic bay and ocean views unlike any other in the Hamptons! Tranquil, sanctuary like setting with manicured landscaping, mature privacy trees, waterfalls, like your own arboretum! Private beach, local favorite restaurants and hang outs are within walking distance!