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435 Montauk Holiday 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 holiday rentals from 7 rental sites including HomeAway, Booking.com, TripAdvisor and more, from $25 a night.

Montauk Information

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

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Montauk offers 434 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Montauk start at an average price of $803 a night with long-term rentals averaging $20240 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 394 of Montauk’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 165 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 386 vacation home rentals.

Traveling with your dog or cat? Choose from 108 pet-friendly rentals in Montauk that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

Search properties from 7 vacation rental sites in Montauk where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 321 HomeAway rentals, 35 Booking.com short term rentals and 31 TripAdvisor vacation rentals.