Discover a selection of 243 vacation rentals in South Side, Pittsburgh 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 $77 per night, and houses and condos are popular options for a stay in South Side. Either way, you'll find a rental for everyone's needs.
Destination guide

The artsy area of South Side awaits your stay

Enjoy the area's theater scene, live music and architecture and make a vacation rental your home during your stay in South Side. This city's bars, restaurants and sporting events attract many visitors, and its welcoming and cosmopolitan location add to the charm. Monongahela Incline and PNC Park are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Activities and attractions in and around South Side

Do you want to find top things to see and do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes South Side a fun place to get away. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • National Aviary (2.6 mi / 4.2 km)
  • Sandcastle Water Park (3.3 mi / 5.3 km)
  • Frick Park (4 mi / 6.5 km)
  • Pittsburgh Zoo and PPG Aquarium (5 mi / 8 km)
  • Kennywood (6.4 mi / 10.3 km)
  • South Park Golf Course (7 mi / 11.3 km)
Natural features

Exploring the natural features in South Side

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, South Side is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Phipps Conservatory (1.8 mi / 2.9 km)
  • Schenley Park (1.9 mi / 3 km)
  • Point State Park (1.9 mi / 3.1 km)
  • West End-Elliott Overlook Park (3.4 mi / 5.5 km)
  • Mellon Park (3.7 mi / 6 km)
  • Frick Park (4 mi / 6.5 km)
How to get there

Transportation to and around South Side

Fly into Pittsburgh, PA (PIT-Pittsburgh Intl.), the closest airport, located 15.4 mi (24.9 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Latrobe, PA (LBE-Arnold Palmer Regional), which is 31.9 mi (51.3 km) away.

How many vacation rentals are available around South Side, Pittsburgh?

Our 2021 property listings offer a large selection of 243 vacation rentals around South Side. From 118 house rentals to 104 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 South Side?

Yes, of course. Vrbo has 118 Houses in South Side. Our other popular types of vacation rentals in South Side include:

  • Condos/Apartments: 104 rentals available
  • Cabins: 4 rentals available
  • Cottages: 4 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 South Side?

Yes, you can select your preferred vacation rental with pool among our 9 vacation rentals with pool available in South Side. Please use our search bar to access the selection of vacation rentals available.