Compare Cabins, Resorts, & Rentals in South Side, Illinois, USA
About South Side Vacation Rentals
There are more than 509 incredible getaway rentals that are available in South Side. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in South Side.
Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in South Side, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in South Side. Places to stay near South Side are 923.2 ft² on average, with prices averaging US $423 a night.
Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in South Side. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.
Find Nearby Cabin Rentals in these Cities & Neighborhoods South Side, IL
Frequently Asked Questions About South Side?
What are the top cabins, lake houses & summer homes in South Side?
- MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
- Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
- 1 #33 - 4 Bedroom/2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
- 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
- Lux Loop Retreat: Amazing Views, Free Parking
- Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area
- Luxéry Stay South Loop - McCormick/Wintrust Area
- McCormick Place Skyline view 2br/2ba with optional parking for up to 8 guests
How many hotels, resorts, or cabin rentals are available in South Side?
Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 509 in the South Side area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in South Side.
Nearby Neighborhood (11)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Rental Cabins and Private Getaways in Chicago, Illinois | 1790 |
| The Loop Rental Cabins and Private Getaways in Chicago, Illinois | 775 |
| South Loop Rental Cabins and Private Getaways in Chicago, Illinois | 373 |
| Near South Side Rental Cabins and Private Getaways in Chicago, Illinois | 361 |
| Near West Side Rental Cabins and Private Getaways in Chicago, Illinois | 330 |
| Prairie District Rental Cabins and Private Getaways in Chicago, Illinois | 256 |
| West Loop Rental Cabins and Private Getaways in Chicago, Illinois | 197 |
| Lower West Side Rental Cabins and Private Getaways in Chicago, Illinois | 45 |
| Chinatown Rental Cabins and Private Getaways in Chicago, Illinois | 3053 |
| Printers Row Rental Cabins and Private Getaways in Chicago, Illinois | 4021 |
| Chicago Museum Campus Rental Cabins and Private Getaways in Chicago, Illinois | 3407 |
