Hotel holiday rentals in Montauk

4.79 out of 5 average rating, 19 reviews

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

Top guest favourite

Resort in The Hamptons

4.98 out of 5 average rating, 152 reviews

Montauk Waterfront AtriumTwo-Room Suite

This deluxe two-room suite (main great-room with sleeping area, full kitchen and full bathroom) with attached atrium room (no sleeping available in atrium room) provides panoramic waterviews & spectacular sunsets. Heated pool, & free on-site parking. Located on Block Island Sound, walking distance from the harbor, a small beach, Gosman's dock, shopping, restaurants, bars, marinas, liquor store, deli, Block Island ferry parking, fishing charters, jet ski /boat rentals, and bicycle rentals.

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.

4.98 out of 5 average rating, 43 reviews

Hotel room in Bellport

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".

4.63 out of 5 average rating, 8 reviews

Hampton Bays Hotel, Queen 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.

New place to stay

Luxurious 1BR Poolside, Daily Breakfast, Patio

Discover refined comfort in our private Suite King—an elegant Hamptons-style suite featuring a separate master bedroom with a Hästens king bed, a cozy living area with queen sleeper sofa, and a semi-private patio. Enjoy 1940s-inspired décor, two HDTVs, luxury bath products, a complimentary stocked minibar, Keurig coffee, and plush robes. Ideal for couples or solo travelers seeking peace, charm, and boutique-style amenities near the Bathing Club at Capri.

4.82 out of 5 average rating, 57 reviews

Hotel room in North Fork

Harborview King with Balcony at Greenport

Welcome to Harborfront Inn at Greenport Paying tribute to the waterfront boarding houses of the past, The Harborfront Inn rests in the heart—and soul—of historic Greenport Village. There’s plenty to explore in and around this quaint village surrounded by water and nature. When you stay with us, you’re part of the community and also enjoy exclusive access to the Private Beach, Pool and Restaurant at our sister property Sound View Greenport.

4.82 out of 5 average rating, 33 reviews

Hotel room in North Fork

Aqua - Deluxe King Water View

Located in the heart of Long Island’s wine country, Aqua by American Beech is just 1 ½ hours from Manhattan. In the are you can find more than 50 wineries to enjoy and guests are in close proximity to all Hamptons and North Fork villages and enjoy priority reservations at the American Beech Restaurant in Greenport. The guest has to pay taxes and resort fee, $35 per night at the check in. Check in starts at 4 pm Check out 11 am

5 out of 5 average rating, 5 reviews

Three Ducks Hotel Westhampton

The new Three Ducks Hotel has just opened in Westhampton just in time for Summer 2025. We are launching the hotel on AirBnB first to create a buzz around this new chance to stay in the Hamptons for less. The hotel is one mile from Westhampton Village and two miles from Westhampton Beach. Each newly remodeled room has high speed internet access, a tv, a private bathroom, and a private garden space to relax.

5 out of 5 average rating, 7 reviews

Resort in The Hamptons

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.

4.9 out of 5 average rating, 10 reviews

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!