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.

Where to stay around South Side?

Our 2019 property listings offer a large selection of 236 vacation rentals near South Side. From 98 Houses to 106 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near South Side for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to South Side?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in South Side:

  • Downtown: 79 vacation rentals
  • Mount Washington: 43 vacation rentals
  • South Side Flats: 33 vacation rentals
  • Squirrel Hill South: 19 vacation rentals
  • Shadyside: 20 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to South Side?

HomeAway offers a large selection of vacation rentals near lovely places in South Side. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Heinz Field: 239 vacation rentals
  • PNC Park: 252 vacation rentals
  • Western Pennsylvania Model Railroad Museum: 257 vacation rentals
  • University of Pittsburgh: 255 vacation rentals
  • Carnegie Mellon University: 255 vacation rentals

But there are many other points of interest around South Side listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in South Side?

Yes, of course. HomeAway has 98 Houses in South Side. Our other popular types of vacation rentals in South Side include:

  • Condos/Apartments: 106 rentals available
  • Villas: 4 rentals available
  • Cabins: 3 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages 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 5 vacation rentals with pool available in South Side. Please use our search bar to access the selection of vacation rentals available.