Southampton holiday rentals

We found 1,880 holiday 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 holiday rentals in Southampton to find one that's perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and cable TV. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The beachside setting of Southampton is ready to explore

Take a holiday to Southampton and enjoy the area's museums, festivals and opera. Renowned for its cycling, churches and monuments, this city welcomes all visitors. If you're looking for accommodation options 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

Do you want to find attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Southampton has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 spend some time taking in the scenery, Southampton is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • 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 holiday around warm-weather activities, August, July, September and June are the hottest months to visit, when temperatures average 21°C.

Transport to and around Southampton

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

If you're travelling by train, the main station serving the city is Southampton Station.

Frequently asked questions

What is the best area to stay in Southampton when booking a holiday home?

Among the most sought-after areas to book a holiday 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 holiday home accommodation in Southampton?

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

How much does it cost to rent a holiday home in Southampton?

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

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

The average price for a holiday home 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 Stayz by entering the dates you'll be travelling. 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 holiday homes in Southampton?

Good news. There are. You can choose from 440 holiday homes that welcome pets in Southampton on Stayz. Our furry companions also deserve a little time out, so simply use our search function for pet-friendly holiday homes 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 holiday homes and enjoy a pool day every day. Simply enter your dates into Stayz, then check the "pool" filter to find the ideal place for a splashing good time!

What are popular home amenities in Southampton?

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

Are there large group holiday homes in Southampton?

Southampton has 138 holiday 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 holiday homes in Southampton that welcome kids?

With 439 family-friendly holiday homes 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 holidaying 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 Centre and Museum

Are there one-bedroom holiday homes in Southampton?

You can choose from 18 one-bedroom homes 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 holiday homes in Southampton?

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

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