0 Bedrooms for 1 Guest
Price $10 - $1000+

494 Montauk Vacation Rentals & Short Term Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Montauk vacation rentals from 7 rental sites including HomeAway, Booking.com, TripAdvisor, and more, ranging from $65 to $6000 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

    Find the best Montauk vacation rentals with Tripping.com. Choose from 501 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $65 a night to $6000 a night.

    Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 281 of homes in Montauk offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 88 rentals with pool or jacuzzi, or relax with the family in one of the 440 homes with cable TV.

    For all those dog lovers and cat lovers, Montauk offers 98 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

    Search properties from 7 rental sites in Montauk where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 270 HomeAway rentals, 173 Booking.com short term rentals and 41 TripAdvisor vacation rentals.