Photo by Heather Beaudry

Southampton vacation rentals

We found vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Southampton to find one that's perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, like WiFi and a washer and dryer. At the end of the day, you'll find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
  • 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

Book a vacation rental for your Southampton getaway

Experience the unique character of Southampton with a stay in a vacation home rental. This city is well-known for its restaurants and shopping. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Southampton

Are you hoping to discover top things to see and do in the area? Venture out of your cozy vacation rental and experience everything that makes Southampton a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Six Flags New England (14.4 mi / 23.1 km)
  • Congregation Beth Israel (8.1 mi / 13 km)
  • Olympia Ice Center (8.5 mi / 13.6 km)
  • Q Pin 2's (8.8 mi / 14.2 km)
  • Blandford Ski Area (9.8 mi / 15.8 km)
  • The Ranch Golf Club (10.3 mi / 16.6 km)

Exploring the natural landscape of Southampton

Whether you're an active traveler or just want to spend some time taking in the scenery, Southampton is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Mount Tom (4.1 mi / 6.7 km)
  • Mount Tom State Reservation (6.4 mi / 10.3 km)
  • Westfield River (7 mi / 11.3 km)
  • Talcott Greenhouse (7.1 mi / 11.5 km)
  • Smith College Botanic Garden (7.7 mi / 12.4 km)
  • Look Memorial Park (8.3 mi / 13.3 km)

Transportation options to and around Southampton

The nearest airport is in Westfield, MA (BAF-Barnes Municipal), located 4.3 mi (6.9 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Bradley Intl. Airport (BDL), which is 20.8 mi (33.5 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Southampton?
Length of stay, property type and time of year are some of the things that can determine the price of a vacation home. Simply click on your travel dates to find your perfect fit. From cozy chalets to sprawling luxury villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Southampton?
When you travel and the size and style of the property will determine the cost of your beachside escape. Type in your Southampton travel dates to see all your options on Vrbo. Did someone just say “private pool”? Use the filters to pick the features and amenities you want in your beach house.
What are the top attractions for families in Southampton?
Keeping the kids happy during your stay in Southampton is a breeze with these leading family-friendly attractions:

  • Nashs Dinosaur Track Quarry
  • Historic Summit House
  • Skinner State Park

How old do you have to be to rent a vacation rental in Southampton?
The minimum required age is typically 16, 18 or 21. It can differ from one property to another on Vrbo, so check the rules of your preferred Southampton vacation rental before booking your escape.
How long can I rent a vacation rental in Southampton for?
It all depends on the Southampton property. To browse a list of options offering extended stays, just type your travel dates and number of people into Vrbo’s search page. Look forward to having the whole place to yourself, along with home comforts such as a full kitchen, air conditioning and outdoor spaces where the kids can burn off energy. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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