Discover a selection of 334 holiday home rentals in South Side, Pittsburgh that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 130 per night, and holiday houses and flats & apartments are popular options for a stay in South Side. Either way, you'll find holiday accommodation for everyone's needs.
Top rated rentals — South Side
Destination guide

The theatrical area of South Side awaits your stay

Enjoy the area's theatre scene, live music and architecture with a rental holiday home in South Side. This city's bars, restaurants and sporting events attract many visitors, as does its welcoming and cosmopolitan location. Monongahela Incline and PNC Park are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday 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 holiday rental, you'll want to check out everything that makes South Side a fun place to get away to. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 highlights

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 centre:

  • 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

Transport 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 centre. 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 holiday accommodation are available around South Side?

Our 2021 accommodation listings offer a large selection of 334 holiday rentals around South Side. From 133 holiday houses to 164 flats & apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around South Side is on Stayz.

Can I rent Houses in South Side?

Yes, of course. Stayz offers 133 Houses in South Side. Our other popular types of South Side holiday rentals include:

  • Condos/Apartments: 164 holiday houses
  • Cabins: 3 holiday houses
  • Cottages: 3 holiday houses

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

Can I find a holiday accommodation with pool in South Side?

Yes, you can select your preferred holiday accommodation with pool among our 19 holiday homes with pool available in South Side. Please use our search bar to access the selection of holiday rentals available.