Montauk Vacation Rentals

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

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 the perfect vacation rental for your Montauk getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Montauk offers 779 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 712 properties with high-speed WiFi Internet, 283 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $20240 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Montauk has 779 gorgeous homes with 196 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 9 vacation rental sites in Montauk where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 620 HomeAway rentals, 66 Booking.com short term rentals and 42 TripAdvisor vacation rentals.