South Side Accommodations
House
10.0(12 Reviews)
2 Bedrooms
2 Baths
5 Guests
1600 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
£489/Night
7 Nights - £3,422
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
8611.13 ft²
- Fireplace/Heating
Pet Friendly- Parking
Air Conditioner
£331/Night
7 Nights - £2,316
Apartment
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£256/Night
7 Nights - £1,793
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£309/Night
7 Nights - £2,161
Apartment
10.0(3 Reviews)
6 Bedrooms
4 Baths
12 Guests
1851.39 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
£848/Night
7 Nights - £5,934
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£308/Night
7 Nights - £2,153
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
£324/Night
7 Nights - £2,269
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£294/Night
7 Nights - £2,060
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
£610/Night
7 Nights - £4,270
New
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£250/Night
7 Nights - £1,746
Apartment
10.0(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
1937.5 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
£576/Night
7 Nights - £4,033
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£204/Night
7 Nights - £1,430
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.
Explore and book the perfect rental in South Side
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:
- Comfy 3BR Chicago Retreat 420 Friendly Unit Near McCormick Place & Soldier Field
- Spacious 3BR Corner Family Oasis Near McCormick Place & Soldier Field
- McCormick 6B/4Ba Luxury Suite for groups/12 guests
- McCormick Apt 3BR Corner Oasis Near Soldier Field & Museum Campus
- Spacious 5BR Luxury Suite Near McCormick Place, Soldier Field & Grant Park
- Spacious 3BR · Bronzeville/South Loop · Sleeps 8
- South Loop · 3 Kings · Steps from McCormick Place
- South Loop Chicago 3BR Corner Suite Near Museum Campus & Millennium Park
- Spacious 3BR Suite South Loop Chicago Near McCormick Place & Soldier Field
- Stylish Cozy 3BR Smoking Friendly Unit Near McCormick Place & Museum Campus
2. How many Accommodations are available in South Side?
Currently, the total number of properties listed by RBO in 2026 is over 495 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)
6 Bedrooms
3 Baths
12 Guests
2723.27 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
£881/Night
7 Nights - £6,169
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£252/Night
7 Nights - £1,766
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£251/Night
7 Nights - £1,757
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£239/Night
7 Nights - £1,672
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£221/Night
7 Nights - £1,547
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£341/Night
7 Nights - £2,385
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£301/Night
7 Nights - £2,108
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£293/Night
7 Nights - £2,054
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£287/Night
7 Nights - £2,007
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£252/Night
7 Nights - £1,766
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£227/Night
7 Nights - £1,589
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£196/Night
7 Nights - £1,369
