Town of Southampton vacation rentals

We found 3,732 vacation rentals — enter your dates for availability

Select from 1597 houses, 26 condos, and other vacation rentals to find the perfect place for your stay in Town of Southampton. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include a pool and a washer and dryer. Whatever you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

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, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find the perfect vacation rental for your Town of Southampton getaway

Learn about the unique charm of Town of Southampton with a stay in a private vacation home. 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 top things to see and do during your stay? Venture out of your cozy vacation rental and check out everything that makes Town of Southampton a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Shinnecock Hills Golf Course (3.1 mi / 5 km)
  • Duck Walk Vineyards (6.9 mi / 11 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)
  • Bedell Cellars (10.8 mi / 17.4 km)

Exploring the natural features in Town of Southampton

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Town of Southampton is a great place to get outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Meschutt Beach (1.6 mi / 2.5 km)
  • Ponquogue Beach (2.6 mi / 4.2 km)
  • Tiana Beach (2.8 mi / 4.5 km)
  • Sandbar Beach (4.1 mi / 6.5 km)
  • Cooper's Beach (4.5 mi / 7.3 km)
  • The Hamptons Beaches (10.5 mi / 17 km)

Transportation 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 center.

If you're traveling by train, Hampton Bays Station, Southampton Station and Westhampton Station are the main stations in the area.

Frequently asked questions

What is the best area to stay in Town of Southampton when booking a vacation rental?
Snap up a vacation rental 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 vacation rental accommodation in Town of Southampton?
The most desirable types of vacation rentals in Town of Southampton are houses. Searching for something different? Vrbo 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 vacation rental in Town of Southampton?
The average price for a vacation 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 vacation rental 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 Vrbo 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 vacation rentals 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 vacation rentals on Vrbo. 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 Vrbo, then spend carefree days frolicking in a swimming pool that’s exclusively for you.
What are popular rental amenities in Town of Southampton?
When it comes to rental 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 Vrbo vacation 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 vacation rentals in Town of Southampton?
Choose from 449 vacation rentals in Town of Southampton that can accommodate a group of 10 or more guests. Whether you’re organizing a family vacation or some kind of special event, there’s ample space to get your favorite people together under one roof.
Are there vacation rentals 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 favorite.
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 Center

Are there one-bedroom vacation rentals in Town of Southampton?
Yes, you’ll find 79 one-bedroom properties in Town of Southampton to pick from. A one-bedroom vacation property is a wonderful choice if it’s just the two of you or if you’re vacationing 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 vacation rentals in Town of Southampton?
Take off with your loved ones and enjoy peace, privacy and comfort in one of the 112 two-bedroom vacation homes Town of Southampton has to offer.
Are there vacation rentals 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 vacation homes with WiFi in Town of Southampton. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Town of Southampton?
Choose from 1,484 vacation rentals 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 vacation rental in Town of Southampton?
The minimum age can vary across properties on Vrbo, so check the rules of the vacation home in Town of Southampton you’re interested in. But usually, it’s 16, 18 or 21.
How long can I rent a vacation rental in Town of Southampton for?
The length of time you can rent a vacation rental 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.

Explore destinations around Town of Southampton

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