Compare Vacation Rentals & Rent By Owner Homes in South Side, Pittsburgh, Pennsylvania, USA
About South Side Vacation Rentals
With more than 227 South Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in South Side.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner South Side, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in South Side. Places to stay near South Side are 809.84 ft² on average, with prices averaging US $298 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in South Side with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in South Side, PA
Frequently Asked Questions About South Side?
What are the top vacation rentals in South Side?
- Gorgeous Southside Slopes home with outdoor hot tub and city view!
- PROFESSIONALLY CLEANED/QUARANTINED
- Cliffside Contemporary With Spectacualr City Views
- Historic Home In The South Side
- Entire Home Lux Master Terraces 4 Car
- Peaceful full home in the heart of Southside Flats.
- Historic Home Former Convent
- South Slopes Home /Great for longer stays!
- King Bed Free Parking Arcade Fire Pit Family
- Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
How many Rentbyowner vacation rentals are available in South Side?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 227 in the South Side area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Side.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| South Side Flats Vacation Rentals in Pittsburgh, Pennsylvania | 110 |
| Oakland Vacation Rentals in Pittsburgh, Pennsylvania | 68 |
| South Side Slopes Vacation Rentals in Pittsburgh, Pennsylvania | 30 |
| South Oakland Vacation Rentals in Pittsburgh, Pennsylvania | 1851 |
| Bluff Vacation Rentals in Pittsburgh, Pennsylvania | 1827 |
