Holiday houses in Shinnecock Hills

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

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.

Coastal Comfort: Deck, Yard & Hamptons Vibes

Welcome to your happy place Out East! This bright and breezy 3-bedroom home is made for easy family getaways — open living spaces, a fully stocked kitchen, and a sunny deck overlooking your private yard for morning coffee and evening laughs. Traveling with little ones? We’ve got you covered. Bassinets and baby essentials are available upon request. Just minutes from beaches, the village, and only 5 minutes from Shinnecock Hills Golf Club — host of the 2026 U.S. Open — it’s the perfect home.

Modern farmhouse w/ pool, beach, horses and winery

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

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.

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.

Brand New Sun Filled Home

OUR HOUSE A beautiful newly renovated Southampton two story home with spectacular light, offering the best of indoor-outdoor living. A large deck off of the kitchen with small porches off of two primary suites and a small sitting area off the first floor junior suite. On almost one acre of land, there is plenty of peaceful space. Very central - two miles from the beach and town. Two car garage with built in electric vehicle charger. Gas fireplace. All appliances are brand new.

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

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

Dream Home with a wonderful heated pool in SH

Situated on a half-acre of land, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 4 wonderful bedrooms 3 modern bathrooms and a solar heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

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 September. Pool is not heated.

Charming Southampton Home

Charming four bedroom house south of hwy. with water views located five minutes from beach and town. Walking distance from Shinnecock Hills Golf Club. Recently renovated featuring open space concept, maple floors and updated kitchen. Family and friends refer to it as the "Happy House" & it is!