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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

Embark On A Memorable Journey! Free Parking, Pool

Indulge in an extraordinary experience at our exquisite beachside property while enjoying the rest of Montauk's nearby places. Just a stone's throw away from your beachside retreat lies the Second House Museum. Ready for some outdoor adventure? Head over to Fort Pond Bay Park or Ditch Plains Beach. Make your way to Deep Hollow Ranch, the oldest working cattle ranch in the United States. No visit to Montauk would be complete without going to Montauk Point State Park and Montauk Point Lighthouse.

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, Bunk Room - 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.

Offshore - Dune King

Experience exquisite comfort and elegant design in the heart of Montauk. This beautifully renovated property offers breathtaking Dune views, a pool deck, on-site parking and just a block from the beach. Each room is thoughtfully curated with plush king-sized beds, high-thread-count linens, and bespoke coastal-inspired furnishings. Soft neutral tones and natural textures create a serene escape, while style bathrooms with rainfall showers add a touch of indulgence.

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.

Spacious living area, deck & tennis court views

Our Junior One Bedroom Cottage features one bedroom with a queen bed. In the luxurious and spacious living room, there is a wet bar with refrigerator/freezer and is equipped with glassware, flatware, tableware and more. With views of the tennis court, the large private deck adjoins the cottage and features sofas and chairs for lounging and relaxing to complete the perfect escape.

In a wooded grove steps from Fort Pond

- This relaxing getaway tucked within a wooded grove is just steps from Fort Pond and an easy drive from Ditch Plains Beach. - Inspired by the whimsical spirit of Montauk, cozy rooms are decorated with rustic wood touches & playful vintage details. - The inviting restaurant & outdoor tiki bar are your go-tos for craft cocktails and local fare after the day's adventures.

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!

Patio off your room for breathing in the ocean air

- 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.