Hotel holiday rentals in Montauk

Ocean Front Ocean View Studio

Dive into beach bliss @Wavecrest Resort: Feel the sand between your toes, and soak up the Sun! Gather around crackling bonfires, sharing laughter under a blanket of stars. Choose your own rhythm: or chill at the beach, grill a feast, or take a dip in the indoor pool, rain or shine. Spot playful dolphins from your oceanfront balcony, or witness the occasional whale breaching in the horizon. Wavecrest Resort isn't just a place to stay, it's a feeling of sand, laughter, and ocean harmony. Book Now

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.

Bellport Village Temperance Hall: The Ho-Hum Suite

A quaint, seaside village located on the South Shore of Long Island, Bellport Village has long been a destination for both day trippers and summer residents. It offers a variety of shopping and dining experiences, along with one of the most well-known summer theatres in the region, the Gateway Playhouse. Bellport is one of the rare municipalities with its own golf course, private Fire Island ocean beach lovingly referred to as "Ho-Hum Beach" as well as a bay side beach named "Mother's Beach".

Montauk Waterfront Loft Room

This Waterfront Loft room with private deck at a waterfront resort near Montauk Harbor provides panoramic views of the best sunsets on the east coast, and a heated pool! (Free on-site parking) Located on Block Island Sound, in Montauk, New York, it is walking distance from a little beach area, Gosman's dock, sushi, shopping, restaurants, bars, ice cream shop, marinas, liquor store, deli, bagel store, Block Island Ferry parking, fishing charters, jet ski and boat rentals, and bicycle rentals.

Somewhere in the Hamptons

Southampton LI Hotel - Your Next Vacation Destination. Conveniently located, only minutes from the world's famous Cooper's Beach and charming Village of Southampton with numerous restaurants, cafes and boutiques - Southampton Long Island Hotel will be your favorite lodging choice in the Hamptons. Open all year long - it is perfect for the summer beach getaway, business retreat, relaxing tour of exceptional wineries or just for a well deserved relaxing weekend as a treat for yourself.

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.

Direct 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.

Oceanfront & private balcony at Royal Atlantic

Drop your bags and hit the beach from this 1st floor ocean front accommodation in the Royal Atlantic Beach Resort. Resort amenities include 2 in-ground heated amazing pools looking over the ocean, direct ocean access, onsite restaurant, free parking, beach bar with food concession and game room. Located on the Atlantic ocean 1 block from the Village of Montauk with all it has to offer.

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!

The Lin Beach House -- Jane's Suite

Play. Sip. Stay. Welcome to the Guest House and sister hotel of Matchbook Distilling Co. Here you can find the traditional vineyard and beach resort reimagined into a guest house, where creativity, relaxation and indulgence can all be found in equal measure.

Mattituck House close to Town

Come enjoy this newly renovated house is Mattituck. Close to Love Lane which features shops, transportation, restaurants and is only a few minutes from beaches and the vineyards. Centrally located in between popular Greenport Village and Riverhead Outlets.

Cottage Room at Topping Rose House

Topping Rose House is the most charming estate in the entire Hamptons. With a classic mansion from the 1840s overlooking the property, Topping Rose House blends the history of Bridgehampton with the new, crisp feel of contemporary design.