A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Search Condo Rentals in South Side

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for South Side condo rentals

1. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
10.0 out of 10, Exceptional, (6 reviews)
"Exactly as described, would recommend"
United States
Anonymous traveler
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

2. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (72 reviews)
"We had a very nice stay, the place was comfortable and clean, beautifully decorated. We only wish we would’ve had more time! And bonus it came with a parking spot. We hope to come back again!"
United States
Rachael
The price is SAR 385
SAR 796 total
includes taxes & fees
8 Nov - 9 Nov
Chic Urban Retreat Near Wrigley Field w/Parking

3. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (74 reviews)
"Easy access to the Green Line."
United States
Michael
The price is SAR 363
SAR 811 total
includes taxes & fees
10 Nov - 11 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking

4. Wrigley Field MVP Suite 1 Bedroom Apartment

Wrigley Field MVP Suite 1 Bedroom Apartment
Lakeview
9.6 out of 10, Exceptional, (14 reviews)
"Great location. 30 steps to Wrigley field. Clean. Safe. Very clean apt."
United States
Curt M.
Wrigley Field MVP Suite 1 Bedroom Apartment

5. Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (3 reviews)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
Fully-Equipped Suite | Gym Access

6. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Lakeview
9.8 out of 10, Exceptional, (28 reviews)
"Location cannot be beat! So close to Wrigley and so fun! "
United States
Celia A
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

7. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (34 reviews)
"This place was perfect for our quick weekend getaway!"
United States
Kate P.
The price is SAR 1,798
SAR 3,918 total
includes taxes & fees
3 Nov - 4 Nov
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

8. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Downtown Evanston
10.0 out of 10, Exceptional, (40 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
The price is SAR 835
SAR 1,592 total
includes taxes & fees
3 Nov - 4 Nov
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

9. Just remodeled apartment close to airport and mall

Just remodeled apartment close to airport and mall
Elk Grove Village
9.4 out of 10, Exceptional, (22 reviews)
"Clean location and hard to beat for the price!"
United States
Mitchell R.
Just remodeled apartment close to airport and mall

10. Spacious Chicago Group Home! Walk to Train & Eats

Spacious Chicago Group Home! Walk to Train & Eats
Uptown
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for us to stay for the weekend of the marathon with my son and a few of his friends."
United States
Jeffrey K.
Spacious Chicago Group Home! Walk to Train & Eats

11. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
South Evanston
9.4 out of 10, Exceptional, (29 reviews)
"Parking was convenient and accommodations were comfortable."
United States
Evan Q.
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

12. Downtown Elmhurst! Where else would you want to be!!

Downtown Elmhurst! Where else would you want to be!!
Elmhurst
3.6 out of 10, (4 reviews)
"Over all it was clean and the area was a great environment don't look like it from the outside but when you get in the inside it not bad If I would suggest anything just a little more Ac for the back room but other then that everything else was good"
United States
Karwarsky B.
The price is SAR 657
SAR 1,499 total
includes taxes & fees
3 Nov - 4 Nov
Downtown Elmhurst! Where else would you want to be!!

13. King Bed Suite | Indoor Pool. Free Breakfast.

King Bed Suite | Indoor Pool. Free Breakfast.
Schererville
8.0 out of 10, Very good, (1 review)
King Bed Suite | Indoor Pool. Free Breakfast.

14. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
9.8 out of 10, Exceptional, (22 reviews)
"Would definitely stay there again "
United States
Enrique
Wrigley Field Home Run 4 Bedroom, 2 Bathroom

15. Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
9.0 out of 10, Wonderful, (6 reviews)
"Very nice facility. Room was spacious and comfortable. Staff were friendly and helpful. Had a great experience. "
United States
Jeffery R.
The price is SAR 611
SAR 740 total
includes taxes & fees
22 Nov - 23 Nov
Air-Conditioned King Suite | Complimentary Breakfast

16. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.2 out of 10, Wonderful, (17 reviews)
"We loved the location and the VRBO itself. Clean, stocked with essentials, and easy to communicate with!"
United States
Meaghan M.
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

17. Fully-Equipped Suite | Complimentary Breakfast

Fully-Equipped Suite | Complimentary Breakfast
York Center
2.0 out of 10, (1 review)
"Hotel staff were great. “Suite” was a total disaster. Carpets were at least 10 years old with holes and furniture was as old and very uncomfortable. Never would have rented this “Suite” if we knew the true condition. Online pictures paint a very different picture."
United States
Paul S.
Fully-Equipped Suite | Complimentary Breakfast

18. Chicago's Hidden Treasure, "EVANSTON, IL"

Chicago's Hidden Treasure, "EVANSTON, IL"
Downtown Evanston
9.6 out of 10, Exceptional, (9 reviews)
"Great location for Northwestern. Clean,Safe place. "
United States
friendolyn
Chicago's Hidden Treasure, "EVANSTON, IL"

19. Half a mile from everything in the heart of Evanston, Illinois

Half a mile from everything in the heart of Evanston, Illinois
Downtown Evanston
10.0 out of 10, Exceptional, (13 reviews)
"Great place overall! The coffee machine on the 3rd floor was great to have. Beds comfortable."
United States
Lisa m.
Half a mile from everything in the heart of Evanston, Illinois

20. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lakeview
9.2 out of 10, Wonderful, (29 reviews)
"Perfect location! "
United States
Angela A.
The price is SAR 1,422
SAR 3,413 total
includes taxes & fees
3 Nov - 4 Nov
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top South Side Hotel Reviews