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298 Southampton 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 Southampton holiday rentals from 8 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $83 a night.

Information about Southampton

About Southampton

Southampton is part of Suffolk County, New York. Southampton is known for its’ beaches and is also a popular vacation spot since it has a multitude of restaurants and stores. Rent your own private luxury estate with a heated pool or rent a house right on the beach. From Southampton you can also take a day trip to Montauk, New York City, and Jersey City.

Things to Do in Southampton

Southampton has 11 beaches for you to choose from. Visit Fowler Beach, Cooper Beach, or Little Plains. There are also several parks, such as Agawam and Munn’s Point. You can also go hiking through the Ruth Wales DuPont Sanctuary. For surfing, windsurfing, and kitesurfing, visit Offshore Surf & Sport. If you’re interested in museums, visit the Historical Museum or the Parrish Art Museum, which has been open since 1898. You can also relax and unwind at the Geomare Wellness Center & Spa. Furthermore, Southampton has a lot of restaurants serving different types of cuisines. For French food and an outdoor patio, eat at Little Red. Visit The Plaza Café for seafood and local wine, or visit Sant Ambroeus for Italian food. For shopping, walk down Main Street and Jobs Lane, where you’ll find clothing stores such as Vineyard Vines and Ralph Lauren. For nightlife, check out 75 Main or the Southampton Publick House.

Day Trips Near Southampton

You can take a day trip to Montauk, which is only an hour from Southampton. Visit the Montauk Point Lighthouse, which is the oldest operating lighthouse in New York. Go hiking through Camp Hero State Park, have drinks at the Regent Cocktail Club, or relax on the beach. Take another day trip to New York City to explore Brooklyn, Manhattan, and the Bronx. Go to Times Square, see a show on Broadway, or wander around Greenwich Village. You can also visit Jersey City, which is an hour and 45 minutes without traffic. Go to Liberty State Park for beautiful views of the Hudson, the Statue of Liberty, and the New York skyline.

Southampton Accommodation

In Southampton you can rent a luxury estate with your own saltwater pool or a house with a Jacuzzi and views of the beach. You can also rent a waterfront estate with your own gazebo. Wherever you choose to stay, Tripping can help you compare all of the rentals in the area by price, ratings, reviews, and more. Book your Southampton vacation rental today!

Transportation in Southampton

There are several transportation options available in the Hamptons. You can take taxis or rent a car. You can also take the Suffolk County Transit buses, which can also take you to Montauk for a day trip.

Vacation Rentals in Southampton

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Southampton offers 234 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Southampton start at an average price of $1251 a night with long-term rentals averaging $46938 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, 185 of Southampton’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 126 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 172 vacation home rentals.

Traveling with your dog or cat? Choose from 79 pet-friendly rentals in Southampton 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 8 vacation rental sites in Southampton where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 153 HomeAway rentals, 52 TripAdvisor short term rentals and 18 Booking.com vacation rentals.