Compare Vacation Rentals & Rent By Owner Homes in South Loop, Chicago, Illinois, USA
About South Loop Vacation Rentals
With more than 536 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 876.69 ft² on average, with prices averaging CA $626 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!
- Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool
- Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
- Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area
- Stylish 2BR South Loop Family Unit Near McCormick Place & Soldier Field
- Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area
- McCormick 3B/2Ba w optional parking/Up to 8 guests
- McCormick Apt 3BR Corner Oasis Near Soldier Field & Museum Campus
- 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
How many Rentbyowner vacation rentals are available in South Loop?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 536 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 | 1548 |
| The Loop Vacation Rentals in Chicago, Illinois | 717 |
| Near South Side Vacation Rentals in Chicago, Illinois | 351 |
| Prairie District Vacation Rentals in Chicago, Illinois | 251 |
| Printers Row Vacation Rentals in Chicago, Illinois | 3802 |
| Ickes Praire Homes Vacation Rentals in Chicago, Illinois | 1999 |
| Chicago Museum Campus Vacation Rentals in Chicago, Illinois | 3119 |
