Compare Vacation Rentals & Rent By Owner Homes in South Oakland, Pittsburgh, Pennsylvania, USA
About South Oakland Vacation Rentals
With more than 2075 South Oakland 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 Oakland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner South Oakland, 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 Oakland. Places to stay near South Oakland are 823.02 ft² on average, with prices averaging US $288 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in South Oakland 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 Oakland, PA
Frequently Asked Questions About South Oakland?
What are the top vacation rentals in South Oakland?
- The Inn on Negley
- Skyline Views ★ Stunning Balconies ★ Luxe Home!
- Urban Retreat with Garage on Mt. Washington
- Gorgeous Southside Slopes home with outdoor hot tub and city view!
- Modern All-New, Near Downtown, Private Parking - walking to Children Hospital
- View from the Top! Steps from Grandview, Sleeps 8
- Park Free★Amazing Space★Professionally Cleaned!
- PROFESSIONALLY CLEANED/QUARANTINED
- PBR - Pittsburgh Bloomfield Rowhouse
- ★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!
How many Rentbyowner vacation rentals are available in South Oakland?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 2075 in the South Oakland 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 Oakland.
Nearby Neighborhood (4)
| Neighborhood | Property Count |
|---|---|
| Oakland Vacation Rentals in Pittsburgh, Pennsylvania | 68 |
| Squirrel Hill South Vacation Rentals in Pittsburgh, Pennsylvania | 784 |
| Greenfield Vacation Rentals in Pittsburgh, Pennsylvania | 958 |
| Central Oakland Vacation Rentals in Pittsburgh, Pennsylvania | 1861 |
