House
10.0(13 Reviews)
2 Bedrooms
2 Baths
5 Guests
1600 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
CA $1,298/Night
7 Nights - CA $9,086
South Side Accommodations
10.0
House
10.0(2 Reviews)
1 Bedroom
2 Baths
8 Guests
1797.57 ft²
View- Air Conditioner
Internet
Pet Friendly
CA $542/Night
7 Nights - CA $3,793
Apartment
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $483/Night
7 Nights - CA $3,384
Apartment
10.0(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $235/Night
7 Nights - CA $1,643
Apartment
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1119.45 ft²
EV Charge Station- Parking
- Air Conditioner
- Internet
CA $488/Night
7 Nights - CA $3,415
Apartment
10.0(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $224/Night
7 Nights - CA $1,570
Apartment
10.0(2 Reviews)
3 Bedrooms
2 Baths
10 Guests
1119.45 ft²
- EV Charge Station
- Parking
Spa- Air Conditioner
CA $392/Night
7 Nights - CA $2,746
Apartment
10.0(5 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $195/Night
7 Nights - CA $1,365
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
947.22 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
CA $1,553/Night
7 Nights - CA $10,870
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $223/Night
7 Nights - CA $1,561
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
Breakfast- EV Charge Station
- Parking
- Air Conditioner
CA $464/Night
7 Nights - CA $3,245
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $316/Night
7 Nights - CA $2,212
Why Choose Rent By Owner for your South Side Accommodations?
What makes our Accommodations special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for South Side
How to Book Your South Side Accommodations
What's our booking process?
Our platform allows you to browse a curated selection of accommodations. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Accommodations Amenities
What amenities can you expect?
Our Accommodations are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in South Side, IL
Dearborn Park
Film Row Cinema
Gen. John Logan Memorial
Ping Tom Memorial Park
Field Museum of Natural History
Olmec Head No 8
John G. Shedd Aquarium
National Vietnam Veterans Art Museum
Chinatown
South Loop
Near South Side
Prairie District
Frequently Asked Questions about South Side Accommodations
1. What are the top Accommodations in South Side?
There are a lot of options in South Side. If you plan on staying in the South Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in South Side:
- Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox
- Marvelous 4-bedroom townhome with Free Parking in vibrant Chicago
- South Loop 3BD 2BA Condo with Balcony and Parking
- Charming 2BR Apartment with Skyline view, Optional Parking & Gym Access Near McCormick Place, Lakefront and Soldier Field
- McCormick Place Modern 2BR Loft in Downtown Chicago Michigan Avenue with Optional Parking Near Soldier Field
- Modern 2BR Stay in South Loop with Optional Parking & Gym Access Near Museum Campus & Grant Park
- Spacious 3BR Smoke Ok | McCormick & UIC Campus
- Spacious 3BR Condo with Skyline Views near McCormick Place & Soldier Field
- S Loop Studio w Lounge Pool Gym nr Grant Park CHI-761
- 1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
2. How many Accommodations are available in South Side?
Currently, the total number of properties listed by RBO in 2026 is over 492 in the South Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in South Side.
More Rentals You May Like Near South Side
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
947.22 ft²
- EV Charge Station
- Parking
- Spa
- Balcony/Terrace
CA $412/Night
7 Nights - CA $2,883
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
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- Parking
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Apartment
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Apartment
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
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- Parking
- Balcony/Terrace
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Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
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- Parking
- Balcony/Terrace
- Kitchen
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Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
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Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $235/Night
7 Nights - CA $1,643
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $232/Night
7 Nights - CA $1,622
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $231/Night
7 Nights - CA $1,617
Apartment
9.8(40 Reviews)
2 Bedrooms
3 Baths
6 Guests
958 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $489/Night
7 Nights - CA $3,424
Apartment
9.6(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $235/Night
7 Nights - CA $1,643
Apartment
9.4(30 Reviews)
2 Bedrooms
2 Baths
13 Guests
1000 ft²
- Kitchen
- Air Conditioner
- Internet
Laundry
CA $242/Night
7 Nights - CA $1,691
