Compare Vacation Rentals & Rent By Owner Homes in South Shore, Chicago, Illinois, USA
About South Shore Vacation Rentals
With more than 448 South Shore 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 Shore.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner South Shore, 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 Shore. Places to stay near South Shore are 549.24 ft² on average, with prices averaging US $386 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in South Shore 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 Shore, IL
Frequently Asked Questions About South Shore?
What are the top vacation rentals in South Shore?
- Luxury Stay on UChicago Campus 11 min walk to hospitals
- Modern Apt Near U of Chicago!
- University of Chicago Condo-Upgraded and Spacious w/Parking
- Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
- The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
- The Hyde Park Haven
- Charming house in amazing Chicago with WiFi and AC. Close to many restaurants.
- The Brown House - A luxurious UChicago Campus stay
- Come experience The Lake Shore!
- High-end 2Bdrm Garden Apt. Where Comfort Meets Style
How many Rentbyowner vacation rentals are available in South Shore?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 448 in the South Shore 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 Shore.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Jackson Park Highlands Vacation Rentals in Chicago, Illinois | 460 |
