Town of Southampton holiday rentals

We found 3,710 holiday rentals — enter your dates for availability

Select from 1598 houses, 26 flats and other holiday rentals to find the perfect place for your stay in Town of Southampton. Whether you’re staying in a holiday home with family or friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. At the end of the day, you'll be sure to find a property to rent that has what everyone 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

Find the perfect holiday rental for your Town of Southampton getaway

Learn about the unique charm of Town of Southampton with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Town of Southampton

Are you looking for attractions to visit during your stay? Venture out of your cosy holiday rental and check out everything that Town of Southampton has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Shinnecock Hills Golf Course (3.1 mi / 5 km)
  • Duck Walk Vineyards (6.9 mi / 11 km)
  • Clovis Point (7.2 mi / 11.6 km)
  • Jamesport Vineyards (7.6 mi / 12.2 km)
  • Macari Vineyards (8.8 mi / 14.1 km)
  • Peconic Bay Winery (10.1 mi / 16.2 km)

Exploring the natural features in Town of Southampton

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Town of Southampton is a great place to get outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Meschutt Beach (1.6 mi / 2.5 km)
  • Ponquogue Beach (2.6 mi / 4.2 km)
  • Tiana Beach (2.8 mi / 4.5 km)
  • Cooper's Beach (4.5 mi / 7.3 km)
  • The Hamptons Beaches (10.5 mi / 17 km)
  • Georgica Beach (15.1 mi / 24.2 km)

Transport to and around Town of Southampton

Fly into Westhampton, NY (FOK-Francis S. Gabreski), the closest airport, located 8.1 mi (13 km) from the city centre.

If you're travelling by train, Hampton Bays Station, Southampton Station and Westhampton Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Town of Southampton when booking a holiday home?
Snap up a holiday home in Village of Southampton and experience one of Town of Southampton’s most renowned areas. Coopers Beach and Southampton Historical Museum are two major attractions here that’ll keep you occupied during your visit.
What is the most popular type of holiday home accommodation in Town of Southampton?
The most desirable types of holiday homes in Town of Southampton are houses. Searching for something different? Stayz has a variety of options to match the unique needs of our guests, so you’ll see properties in loads of shapes and sizes. The ideal fit is ready and waiting for you — grab yours today.
How much does it cost to rent a holiday home in Town of Southampton?
The average price for a holiday home in Town of Southampton is based on a number of factors, such as time of year, length of stay and property type. Whether you’re in search of a sprawling villa with a pool or a quaint cottage for you and your other half, just add your travel dates to discover stays that offer great value.
How much does it cost to rent a beach house in Town of Southampton?
The average price for a holiday home near the beach in Town of Southampton depends on when you’re visiting the area and the size and type of property you’re searching for. You can easily find prices on Stayz by entering your dates of travel. Then use our filters to select the number of bedrooms and amenities important to you, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Town of Southampton?
Pack a travel bag and a bone for your pup because Town of Southampton has 1 ,537 properties that put out the welcome mat to pets. Let your four-legged friend get in on the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and dates, then check our “Pets allowed” filter box.
Can I rent a house with a pool in Town of Southampton?
Add a whole other level of fun to your getaway by booking one of the 1 ,125 houses with a private pool in Town of Southampton. Use our search filter to find properties with pools on Stayz, then spend carefree days frolicking in a swimming pool that’s exclusively for you.
What are popular home amenities in Town of Southampton?
When it comes to home amenities that people are on the lookout for in Town of Southampton, a swimming pool, a sauna and a nearby waterfront are the most popular. With Stayz holiday homes, you’ll discover options to match your style and taste, whether you’re going on a trip with friends, family or even pets.
Are there large group holiday homes in Town of Southampton?
Choose from 449 holiday homes in Town of Southampton that can accommodate a group of 10 or more guests. Whether you’re organising a family holiday or some kind of special event, there’s ample space to get your favourite people together under one roof.
Are there holiday homes in Town of Southampton that welcome kids?
Gather your whole crew for an adventure in Town of Southampton at one of our 1 ,534 family-friendly properties. Many of these stays offer amenities that are ideal for getaways with children, such as full kitchens, extra bedrooms and pools. Simply check the “Properties good for families” filter and book your favourite.
What are the top attractions for families in Town of Southampton?
There’s a ton of fabulous things to see and do with the family in Town of Southampton, such as:

  • Coopers Beach
  • The Hamptons Beaches
  • Long Island Aquarium and Exhibition Centre

Are there one-bedroom holiday homes in Town of Southampton?
Yes, you’ll find 79 one-bedroom properties in Town of Southampton to pick from. A one-bedroom holiday property is a wonderful choice if it’s just the two of you or if you’re holidaying alone. Throw in more convenience, space and privacy than a standard hotel, and you’re sure to have a trip to remember.
Can I find two-bedroom holiday homes in Town of Southampton?
Take off with your loved ones and enjoy peace, privacy and comfort in one of the 112 two-bedroom holiday homes Town of Southampton has to offer.
Are there holiday homes with WiFi in Town of Southampton?
Whether you want to keep up with the headlines, look over emails or post a pic to social media, there are 555 holiday homes with WiFi in Town of Southampton. Check the “WiFi” box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Town of Southampton?
Choose from 1 ,484 holiday homes with air conditioning in Town of Southampton providing that cool, cool breeze and extra touch of comfort. Just enter your preferred dates of travel and then use our filter tool to help you book properties with air conditioning.
How old do you have to be to rent a holiday home in Town of Southampton?
The minimum age can vary across properties on Stayz, so check the rules of the holiday home in Town of Southampton you’re interested in. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Town of Southampton for?
The length of time you can rent a holiday home in Town of Southampton varies according to the property. Simply enter your preferred dates to view a list of options offering extended stays. With tons of creature comforts such as air conditioning and laundries, as well as some offering weekly or monthly discounts, you’re sure to discover someplace just right to call your home away from home in Town of Southampton.

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