Discover a selection of 167 vacation rentals in Southfield that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $183 per night, and houses and condos are popular options for a stay in Southfield. Either way, you'll find a rental for everyone's needs.
Destination guide

Why people love visiting adventurous Southfield

The parks and other outdoor surroundings create an inviting atmosphere in Southfield. This city has something for everyone. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.


Activities and attractions in Southfield

Are you looking for attractions to visit during your stay? Venture out of your cozy vacation rental and check out everything that makes Southfield a one-of-a-kind vacation spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Umpachene Falls Park (2.5 mi / 4.1 km)
  • Questing (3.7 mi / 6 km)
  • Land of Nod Vineyard and Winery (5.5 mi / 8.9 km)
  • Dry Hill (5.6 mi / 9 km)
  • Les Trois Emme Winery (6 mi / 9.6 km)
  • Ski Butternut (8.8 mi / 14.2 km)
Natural features

Exploring the natural features in Southfield

Whether you're looking for adventure or just want to spend some time taking in the scenery, Southfield is a great spot to appreciate mother nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Umpachene Falls Park (2.5 mi / 4.1 km)
  • Haystack Mountain State Park (4.9 mi / 7.9 km)
  • Tolland State Forest (11 mi / 17.7 km)
  • Lake Mansfield Park (11.4 mi / 18.3 km)
  • Beartown State Forest (11.6 mi / 18.7 km)
  • Tyringham Cobble (12.5 mi / 20.1 km)
How to get there

Transportation to and around Southfield

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 24.5 mi (39.5 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Westfield, MA (BAF-Barnes Municipal), which is 27.3 mi (43.9 km) away.

How many vacation rentals are available around Southfield?

Our 2021 property listings offer a large selection of 167 vacation rentals around Southfield. From 143 house rentals to 11 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Southfield?

Yes, of course. Vrbo has 143 Houses in Southfield. Our other popular types of vacation rentals in Southfield include:

  • Condos/Apartments: 11 rentals available
  • Cabins: 32 rentals available
  • Cottages: 32 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Studios and more.

Can I find a vacation rental with pool in Southfield?

Yes, you can select your preferred vacation rental with pool among our 30 vacation rentals with pool available in Southfield. Please use our search bar to access the selection of vacation rentals available.