Luxury rentals in Wainscott

Chic Modern Oasis

Lush, green, and private, this modern oasis connects you to nature. Impeccably decorated, the serene estate recently underwent a renovation that left the interior with a sleek, natural palette, textured accent rugs, artful fixtures, and soft wooden décor. Located in the heart of East Hampton, you’re just a short 5-minute drive away from town where you’ll find beaches, lakes, and verdant vineyards. A multitude of windows set the interior ablaze during the brightest times of day, exuding a light and airy atmosphere. Flowing common spaces connect to the rest of the home; there are plenty of seating areas to gather around with the whole crew or to intimately converse in a small group. Sumptuous, sugar-white sofas invite you to take a seat in front of the roaring living room fireplace—perhaps with a cup of hot cocoa in hand? From the mahogany deck, stroll down the landscaped backyard to reach the heated saltwater pool.  The 2-acre property features its own trails that wind their way through a dense forest. Endless beach shorelines, swaying ocean tides, and a lush nature reserve are less than 2 miles north; a tranquil walk or jog from the house. Rent a bike in nearby Amagansett and cycle around to various museums, parks, and squares. A trip to Sag Harbor will complete your stay with a selection of seaside restaurants serving the freshest fare and local wines.  Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM First floor • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television • Bedroom 2: Queen size bed, Ensuite bathroom with shower/bathtub combo, Television • Bedroom 3: 3 Twin size beds, Ensuite bathroom with stand-alone shower Ground floor • Bedroom 4: Queen size bed, Access to hallway bathroom with stand-alone shower, Television, Private balcony • Bedroom 5: Double size bed, Twin size bed, Access to hallway bathroom with stand-alone shower, Television Additional Bedding • Spare Room: Sofa bed OUTDOOR FEATURES • Terrace • More under “What this place offers” below STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Ideal September Home w/ Heated Pool. Sag &Bridge.

Newly renovated 4bed 3.5 bath that is equidistant from Bridgehampton and Sag Harbor. This beautifully designed house has a 20x40 heated pool as well as a large outdoor area, with outdoor shower, loungers and dining space next to a gas barbecue. Inside, the lower level includes of a beautiful large open space perfect for indoor/outdoor living where the family, dining room and kitchen all combine with hi-tech appliances such as a 65inch smart TV, SONOS surround system (incl outdoor) and NEST AC

5 Bedrms Fam Friendly Heated Pool Firepit Gym

*NO PETS* Luxury Hamptons home: 5 Bedrooms, 4.5 Baths of complete privacy & tranquility in East Hampton. We gut renovated & thoughtfully curated everything for your family to enjoy. Fully outfitted kitchen, multiple fam areas, luxury beds & linens. Heated pool (see rules), outdoor kitchen & fire pit area. Lush gardens. Blackout shades in all bedrooms. Crib, high chair, gates & pool fence avail. Outlets/wifi poolside. Central AC. Outdoor shower. No pets, no smoking, no parties. Reg#24-493

Lux A-frame: Secluded pool retreat & walk to beach

Just awarded Dwell Magazines Bright Ideas Stand Out Project, this home is both stunning and unique. You can experience the magic of summer in the Hamptons, where charming coastal beauty meets carefree beach days. Enjoy walks along the beach, explore quaint shops, and experience charming local dining. Our unique home offers a perfect retreat for families or large groups, complete with a fireplace, 30f ceilings, ample seating and beds, kids games & toys, beach & tennis gear and stunning views.

Designer's Home in Amagansett

Not your average rental property, this stunning Mid-Century Modern home was designed by Athena Calderone and featured in Architectural Digest (Feb 2020). Renovated by Bates Masi, the property has been fully updated with modern appliances, luxurious finishes, curated furniture, art, and decor. The sun-drenched home features 4 beds, 3.5 baths. Designed for entertaining, the home centers around an oversized kitchen. Set on 1.5 private acres the property includes heated pool, hot tub, & home gym.

Designer's Hamptons Stunner

A stunning retreat in Sagaponack, situated on 2.8 acres. Designed by renowned architect Robert A.M. Stern, and owned by a celebrated interior designer, the home exudes comfort & style, with access to East Hampton, Sag Harbor, and gorgeous ocean beaches. Hosting capabilities with connecting dining room and living room with fireplace, and expansive screened-in porch. The home features immaculately designed interiors, and outside are sprawling lawns, a large heated pool & spa, and tennis court.

Hamptons Gem in Shinnecock Hills

A stunning fusion of modern design and a smart home in the heart of the Hamptons. Expansive windows and bi-fold doors invite natural light into the open living spaces, blending indoor and outdoor living. The chef's kitchen, outfitted with top-tier appliances and a sleek island, perfect for entertaining. This 4-bedroom retreat features 4.5 baths, a lavish primary suite with a spa-like en-suite bath. Outside, enjoy a heated pool, lounge area, BBQ and a spacious balcony with breathtaking views.

Modern sanctuary

new 7400 residence. 8 bedrooms, 8.5 bath. open floor plan establishes an immediate connection between the living space and the outdoors. An expansive mahogany sun deck transitions you outside to the al fresco dining and lounging spaces, featuring a built-in gas grill and overlooking the spacious backyard, complete with a saltwater gunite pool with spa and a grand play-set. No parties No smoking As per Suffolk country requirements, No short term rentals, reach out for questions

Village Cottage w/ Private Beach

Experience laid-back Hamptons living at Acorn Hill—an elegant, modern cottage on a full acre in Sag Harbor Village. Enjoy private beach access, a heated gunite saltwater pool, sun-filled interiors, and seamless indoor-outdoor flow in a serene neighborhood. Just a short walk or bike ride from Main Street, this 3BR, 2BA retreat blends privacy and convenience with designer finishes, Miele appliances, and serene alfresco spaces—your perfect escape.