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Maidstone Estate Hotel Owner Hamptons Private Loft

Style -Photo Art - Design - 300 square ft in size. Stay in an upscale loft that’s near everything you want to visit. This luxury loft is set back from the magical Maidstone Hotel. This is the owners loft with all the privileges and more. Just steps away from the owners homes lies this stylish loft. Best kept secret in East Hampton. Steps away from the hotel or use the side entrance with private parking to be invisible. Close to town , close to the beach. Private pool. Pets Loft /private bathroom

Superior Queen Guestroom

Bespoke suites boasting modern amenities, land marked distinction and luxe charm. A designated landmark hotel and restaurant are the embodiment of 18th century seaside charm-Located in the most coveted location in the Hamptons. Room features Free WiFi, Free Local Calls, Telephone, TV, Room Services, Minibar, Coffeemaker, Wake up calls, Private Bathroom, Self Controlled AC/Heating, Alarm Clock, Hairdryer, Iron/Ironing Board. This is a Non Smoking Room. Max Occupancy of 2 guests per Guestroom.

Hampton Bays Hotel, King Suite - Adults Only

Hampton Bays Hotel on Main is a boutique hotel in the heart of town, featuring comfortable, affordable rooms above the Rod and Reel and Bub's Tavern. Enjoy a contactless stay with online check-in and secure smart locks with personalized access codes, designed to ensure guest privacy and convenience. Located close to beaches, dining, and nightlife, our hotel provides a high-quality experience at the center of it all, perfect for exploring the vibrant charm of the Hamptons.

Exceptional dining, wellness & marina access

Retreat to a well-appointed, coastal-modern guest room or a reimagined 1928 cottage, each thoughtfully designed to capture the serene beauty of the marina, lakefront, or lush gardens. Interiors blend Montauk’s relaxed sophistication with seaside charm, featuring original architectural details and elevated amenities such as Aesop bath products, Nespresso machines, curated mini bars, and Chadfield Beautyrest Euro Top mattresses for a truly restful stay.

Long Island Sound Views | Free Breakfast & Pool

Wake up to the waves at Sound View Greenport. Every room boasts a private waterfront deck overlooking the Long Island Sound. Unwind on our quarter-mile private beach, lounge by the seasonal pool, or savor local seafood at The Halyard. Just minutes from North Fork wineries and downtown Greenport, this mid-century modern retreat offers the perfect mix of relaxation and adventure. End your day with a cocktail at the Piano Bar and a stunning sunset.

Partial Harbor Views + Free Breakfast & Pool

Wake up to harbor views at The Harbor Front Inn, perfectly set in the heart of Greenport Village. Just steps from Mitchell Park Marina, boutique shops, and the Shelter Island Ferry, this stay blends coastal charm with modern comfort. Enjoy the seasonal outdoor pool, start your mornings with complimentary breakfast, and take advantage of free parking while exploring Long Island Wine Country and the North Fork’s best spots.

One Bedroom At Boutique Complex Adjacent to Ocean

Enjoy this one bedroom one bathroom unit located at the Plum in Montauk! The unit features a queen sized bed in the private bedroom, a full-sized sleeper sofa, kitchen, complimentary wi-fi, and an outdoor deck. The property features an outdoor heated pool, outdoor shower, daily housekeeping, walk to the beach, and a walk to Downtown MTK!

Effortless style & beachy boho vibe

- Nature-y setting across from a moon-shaped stretch of beach, with hiking trails in every direction. - Original 1950s architecture has been stunningly reno’d – with ocean views, a gorgeous pool deck and reimagined vintage touches. - Minimalist surfer-chic rooms rock plywood headboards, luxe linens and art by Fiore Brown.

Ask about Fireside Chats calendar

The private balcony of this Double Queen room overlooks our lush, natural dune-scape courtyard, and is a breezy walk to the pool and the Atlantic. Features two queen beds perfect for friends or family traveling together.

Atlantic King Suite / Journey EH Hotel

Offering a bit more space than our Hampton King, the Atlantic King Suite features stylish furnishings, cool tones, modern light fixtures, and detailed tilework in a spacious studio layout, with a comfortable living room.

Former Ronjo from the 50s – totally reimagined

- We are never too exhausted for a 3-min walk to the beach. - Dominated by quirky-chic décor with an in-vogue swagger and charm. - Lounge poolside? Check. Mingle in the vibrant bar scene? Checkmate.

2 beds near North Fork Wineries

JUST A STONE’S THROW AWAY FROM SOME OF LONG ISLAND’S FINEST ART GALLERIES, BEACHES, BREWERIES, FARMS, GOLF COURSES AND WINERIES. Outdoor pool available Memorial Day through Labor Day.