Discover a selection of 2,000 vacation rentals in Southampton, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $286 per night, and houses and cottages are popular options for a stay in Southampton. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Top rated rentals — Southampton
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
Destination guide

Discover Southampton beach houses

Southampton is a lovely stop for Hampton rentals on the beach. You’re surrounded by beautiful beaches, such as Cooper’s Beach and Shinnecock East County Park, a rugged beach park that’s popular for fishing and camping. You could also visit the Parrish Art Museum, a contemporary art museum, and Thomas Halsey Homestead, a historic homestead and museum. There’s plenty of excellent dining and nightlife in Southampton, including high-end gourmet restaurants and charming oceanfront bars. With a house in Southampton, you’ll be in the center of all the action for a relaxing beach trip or sightseeing adventure in the Hamptons hottest attractions.

Things to do

Step back in time in Southampton

When you’re not sunning yourself on the beach, head to the town of Southampton where there are some great family-friendly attractions for you to enjoy. Be sure to visit the Southampton Historical Museum, which gives a superb insight into the history of the area. Comprising 12 buildings, including a blacksmith’s shop and a carpentry shop, the highlight is the beautifully restored 19th-century mansion house. Set in another historic building, the Southampton Arts Center provides fantastic exhibitions and events, covering everything from sculptures to live jazz. They also offer many kid-friendly events, making it ideal for families.

Activities

See Southampton in style

Thanks to its superb coastal location, Southampton has tons of great activities. Charter a luxury yacht for your group or family and explore the coast of Long Island in style. There’s a whole range of trips on offer, from exploring the oceanfront homes to cruising around the beautiful islands. For Southampton vacation rentals that are perfect for some ‘me time,’ check out properties near the luxurious spas for some chilled pampering, or near the many golf courses, where you can work on your swing. If you’re looking to get the adrenaline pumping, look toward the sea for the wide variety of watersports.

Weather

Take full advantage of summer in Southampton

To get the full benefit of Southampton’s incredible beaches, it’s best to plan to visit during the summer months. From June through August, temperatures hover between the high 60s to high 70s; perfect for a refreshing and relaxing dip in the sea and for kicking back on the beach. Spring and fall are also solid choices, when the temperatures are that little bit milder. But if you find the water too cold, don’t worry, there are hundreds of Southampton vacation rentals that come with their own pool.

Natural features

Explore the breathtaking coast of Southampton

The picturesque, unspoiled beaches are just one of the many beautiful attractions when it comes to the landscape of Southampton. One of the best ways to experience the rich wildlife of the area is by taking a trip to Conscience Point Historic Site and Nature Walk. It’s open all year round, and as you walk through its gentle trails, you’ll be rewarded with beautiful panoramas across Peconic Bay. Around 60 acres of maritime grasslands and rugged, windswept dunes play host to a wide variety of flora and wildlife, including many species of birds like osprey and the American black duck.

How to get there

How to get to and around Southampton

The nearest airport is in East Hampton, NY (HTO), located 9.4 mi (15.1 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Westhampton, NY (FOK-Francis S. Gabreski), which is 12.7 mi (20.5 km) away.

If you'd prefer to travel by train, you can make your way to Southampton Station.

How many vacation rentals are available around Southampton, NY?

Our 2021 property listings offer a large selection of 2,087 vacation rentals around Southampton. From 1,983 house rentals to 109 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Southampton?

Vrbo offers a large selection of vacation rentals near lovely places in Southampton. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Halsey House: 2,854 vacation rentals
  • Shinnecock Hills Golf Course: 1,912 vacation rentals
  • Southampton Station: 2,831 vacation rentals
  • Southampton Cultural Center: 2,826 vacation rentals
  • Southampton Historical Museum: 2,859 vacation rentals

But there are many other points of interest around Southampton listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Southampton?

Yes, of course. Vrbo has 1,983 Houses in Southampton. Our other popular types of vacation rentals in Southampton include:

  • Cottages: 109 rentals available
  • Condos/Apartments: 43 rentals available
  • Bungalows: 109 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Estates and more.

Can I find a vacation rental with pool in Southampton?

Yes, you can select your preferred vacation rental with pool among our 1,344 vacation rentals with pool available in Southampton. Please use our search bar to access the selection of vacation rentals available.