Compare Vacation Rentals & Rent By Owner Homes in South Loop, Chicago, Illinois, USA
About South Loop Vacation Rentals
With more than 505 South Loop 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 Loop.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner South Loop, 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 Loop. Places to stay near South Loop are 946.76 ft² on average, with prices averaging US $436 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in South Loop 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 Loop, IL
Frequently Asked Questions About South Loop?
What are the top vacation rentals in South Loop?
- MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
- Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
- Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area
- Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area
- Luxéry Stay South Loop - McCormick/Wintrust Area
- 420 friendly 3BR/2BA heaven with optional parking
- 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
- McCormick Place 2b/2b family unit with optional parking for up to 8 guests
- Family and Group Friendly 5BR Spacious Unit with Pool Table and Optional Parking Near McCormick Place and Soldier Field
How many Rentbyowner vacation rentals are available in South Loop?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 505 in the South Loop 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 Loop.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 411 |
| The Loop Vacation Rentals in Chicago, Illinois | 196 |
| Near South Side Vacation Rentals in Chicago, Illinois | 141 |
| Prairie District Vacation Rentals in Chicago, Illinois | 129 |
| Ickes Praire Homes Vacation Rentals in Chicago, Illinois | 2027 |
| Printers Row Vacation Rentals in Chicago, Illinois | 4021 |
| Chicago Museum Campus Vacation Rentals in Chicago, Illinois | 3407 |
