343 Montauk Holiday Rentals

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Compare Montauk holiday rentals from 9 rental sites including HomeAway, Booking.com, TripAdvisor and more, ranging from $63 to $4333 a night.

Information about Montauk

About Montauk

Montauk is the perfect vacation getaway spot. Here, you can spend your days relaxing by the beach, shopping at the variety of fashionable boutiques, or surf until sunset. Whether you need a quick escape from the buzz of the city, or are a returning visitor to the area, Montauk always offers a variety of different activities every time you visit.

Things to do in Montauk

There are a variety of different things to do in Montauk. Hop on one of the three sunset cruises offered in the area to head to the lighthouse while the sun sets on your perfect day out. You can also rent a sailboat at Puff N’ Put and make your way out to Fort Pond Bay, or take your own boat out on the water and spend the day sailing away. Headed to the museums? The Montauk Point Lighthouse is a must-stop place to learn more about the Lighthouse, as well as climb up the 137 steps to check out the view from the deck. Looking to stay on land? Spend your day doing fun things like playing golf at The Montauk Downs, or horseback riding at Deep Hollow Ranch—the site of the first cattle ranch in the United States. Montauk offers a variety of different places to check out for some fun after dark, including The Point Bar and Grill, and The Surf Lodge.  Montauk also has a surplus of beaches that are highly ranked in the country. Whether you’re looking to surf, searching for a place to enjoy a drink, or want to bring your dog along, Montauk offers the perfect beach for whatever you’re in the mood for.

Montauk Day Trips

There are a good amount of day trips you can take from Montauk. Get on the hour-long ferry The Viking Fleet to spend the day near New London, Connecticut or to Block Island, where you can rent a car or a bike to explore the scenery of the area. For some wine tasting, head out to Greenport on the North Fork, and visit one of the 40 vineyards in the area that offer full day or half day wine tours. While there, you can also check out Mitchell Park, a park that offers an antique carousel as well as a blacksmith shop. Only 20 minutes from Montauk is East Hampton, a historic city where you can visit places like Guild Hall to admire art, or head to The Springs and take a tour of Jackson Pollock’s house/studio at the Pollock-Krasner House.

Montauk Accommodation

Tripping makes finding a place to stay in Montauk easier than ever. Montauk is most popular between the end of June and Labor Day, and we offer a variety of rentals near the water, from nice beach houses to luxury spas and hotels. For those colder months, we have houses available for rent with heated pools and hot tubs, so you can even go for a nice dip in the middle of winter. Rent a home or reserve a stay at one of the hotels near Amagansett to enjoy some shopping and historic museums. If you aren’t planning a long stay, there are a variety of different seaside hotels and inns to choose from. No matter your preference, Tripping will help you make the right choice when it comes to staying in Montauk. Book your vacation rental today!

Transportation in Montauk

Getting around Montauk is very simple. Lindy’s Taxi service, MOKO Taxi, and Montauk’s Best Taxi service are all open 24 hours a day, seven days a week and provide taxis and 15-passenger vans to train stations and to ferries all year round. Suffolk Transit Bus is the local bus service than runs through Montauk to East Hampton. Long Island Rail Road is the local train station, and provides year-round service all along the LIRR branches. There is also a Hertz car rental service if you plan on driving yourself around the city.

Vacation Rentals in Montauk

Looking for a vacation rental in Montauk? Tripping.com has 452 rental homes available in Montauk. Potential renters will find 3 studios, 152 1-bedroom, 48 2-bedroom and 249 rentals with 3 or more bedrooms ranging from $63 a night to $4333 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Montauk is $738 while the average price of a weekly rental is $5483. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Montauk home is $22534.

Wondering if you can bring your favorite dog or cat with you? We have 96 pet friendly vacation rentals available for you. In addition to accommodating pets, Montauk rentals offer a variety of amenities. In particular, 269 rentals have internet and wifi, 389 have TV and/or cable and 84 have a pool or hot tub.

Search properties from 9 rental sites in Montauk where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 259 HomeAway rentals, 132 Booking.com short term rentals and 41 TripAdvisor vacation rentals.
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