Southampton vacation rentals

We found 1,875 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 458 homes, 19 cottages, and other vacation rentals in Southampton to find one that's perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, such as WiFi and a hot tub. At the end of the day, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.

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The beachside setting of Southampton is ready to explore

Take a vacation to Southampton and enjoy the area's museums, festivals and opera. Renowned for its biking, churches and monuments, this city welcomes all visitors. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Southampton

Are you hoping to find things to do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Southampton has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Duck Walk Vineyards (1.8 mi / 2.8 km)
  • Shinnecock Hills Golf Course (2.7 mi / 4.4 km)
  • Wolffer Estates Vineyard (7.2 mi / 11.6 km)
  • Peconic Bay Winery (10.4 mi / 16.7 km)
  • Bedell Cellars (10.8 mi / 17.4 km)
  • Pindar Vineyards (10.9 mi / 17.6 km)

Exploring the natural features in Southampton

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Southampton is a great place to get out in nature. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Cooper's Beach (1.7 mi / 2.7 km)
  • The Hamptons Beaches (5.4 mi / 8.7 km)
  • Meschutt Beach (5.8 mi / 9.4 km)
  • Ponquogue Beach (6.5 mi / 10.4 km)
  • Sag Harbor Marine Park (9.6 mi / 15.4 km)
  • East Hampton Main Beach (10.9 mi / 17.6 km)

Seasonal weather in Southampton

If you're planning a vacation around warm-weather activities, August, July, September and June are the hottest months to visit, when temperatures average 70°F.

Transportation to and around Southampton

Fly into East Hampton, NY (HTO), the closest airport, located 9.1 mi (14.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Westhampton, NY (FOK-Francis S. Gabreski), which is 13.5 mi (21.7 km) away.

If you'd rather travel by train, the main station is Southampton Station.

Frequently asked questions

What is the best area to stay in Southampton when booking a vacation rental?

Among the most sought-after areas to book a vacation home in Southampton is Village of Southampton. Stay here and you'll be a short distance from some top sights like Coopers Beach and Southampton Historical Museum.

What is the most popular type of vacation rental accommodation in Southampton?

Houses are the most popular kind of vacation rental in Southampton, according to our data. Even if you've got something bigger or smaller in mind, Vrbo has vacation homes in loads of sizes and shapes. Filter our options to find your ideal fit.

How much does it cost to rent a vacation rental in Southampton?

Season, property type and length of stay are some factors that can affect the price of a vacation home. Simply enter your dates of travel to find your perfect fit. From quaint country cottages to sprawling villas, all Vrbo vacation rentals provide unbeatable value.

How much does it cost to rent a beach house in Southampton?

The average price for a vacation rental near the beach in Southampton depends on when you're visiting the area and the style and size of property you want. You can find prices easily and quickly on Vrbo by entering the dates you'll be traveling. Then use our handy filter tool to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a hot tub.

Are there pet-friendly vacation rentals in Southampton?

Good news. There are. You can choose from 440 vacation homes that welcome pets in Southampton on Vrbo. Our furry companions also deserve a little time out, so simply use our search function for pet-friendly vacation rentals to find a pad where Fido can get in on the family fun.

Can I rent a house with a pool in Southampton?

Grab your swimming gear and inflatable flamingo, because there are 345 houses with a private pool in Southampton. Kick back at one of these popular vacation rentals and enjoy a pool day every day. Simply enter your dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!

What are popular rental amenities in Southampton?

The most popular rental amenities people look for in Southampton are a fireplace, a chef and an ocean view. Whether you're vacationing with your besties, family or even pets, Vrbo vacation properties have the best amenities for hanging out with the people who matter most.

Are there large group vacation rentals in Southampton?

Southampton has 138 vacation properties that can fit 10 or more guests. These stays come with the privacy and space you need to enjoy good times with loved ones.

Are there vacation rentals in Southampton that welcome kids?

With 439 family-friendly vacation rentals to select from in Southampton, now is a superb time to introduce the kiddos to the pleasures of travel. Simply check our "Properties good for families" filter to view stays that come with conveniences ideal for vacationing families, like extra bedrooms, swimming pools, entertainment units and bunk beds.

What are the top attractions for families in Southampton?

There are loads of wonderful things to do and see with the family in Southampton, including:

  • Coopers Beach
  • The Hamptons Beaches
  • Shinnecock Nation Cultural Center and Museum

Are there one-bedroom vacation rentals in Southampton?

You can choose from 18 one-bedroom rentals in Southampton. Whether you're searching for a townhouse or a fancy condo, our one-bedroom properties are perfect if you don't require loads of space. One of the perks of having your own pad? You'll never have to share your trip with strangers.

Can I find two-bedroom vacation rentals in Southampton?

Gather your family and relax in total privacy and comfort in one of the 30 two-bedroom vacation rentals Southampton has to offer.

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