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Featured Apartments in South Side and around

Our top choices for South Side apartments

4BR Corporate Suite Central and Modern

2.0 star property
10.0 out of 10, Exceptional, (3)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
The price is €413
includes taxes & fees
17 Sept - 18 Sept
4BR Corporate Suite Central and Modern

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

9.4 out of 10, Exceptional, (14)
"Nice amenities, and centrally located, grocery store near, nice full kitchen, nothing we didn’t like about."
Dalia Flat - Sleeps 10 - 10 minutes to Downtown

Stylish 4BR South Loop Home State 23-202

10.0 out of 10, Exceptional, (1)
"Very happy with stay. Good communication from property host. "
Stylish 4BR South Loop Home State 23-202

Stylish HydePark Studio Retreat

The price is €164
includes taxes & fees
1 Oct - 2 Oct
Stylish HydePark Studio Retreat

Bright & Modern 1BR in Hyde Park

The price is €183
includes taxes & fees
30 Sept - 1 Oct
Bright & Modern 1BR in Hyde Park

Cozy Well-Equipped Studio Apt

The price is €168
includes taxes & fees
17 Sept - 18 Sept
Cozy Well-Equipped Studio Apt

Chic Studio in Historic Hyde Park – Walk to Campus

The price is €168
includes taxes & fees
17 Sept - 18 Sept
Chic Studio in Historic Hyde Park – Walk to Campus

Cozy Studio in Hyde Park-Walk to Lake & University

8.0 out of 10, Very good, (3)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
The price is €169
includes taxes & fees
28 Sept - 29 Sept
Cozy Studio in Hyde Park-Walk to Lake & University

Furnished 3BR Apt w/ Laundry

10.0 out of 10, Exceptional, (3)
"Apartment and neighborhood were beautiful. We really enjoyed our stay and would book the same place again!"
The price is €220
includes taxes & fees
17 Sept - 18 Sept
Furnished 3BR Apt w/ Laundry

Sleek & Functional 2-Bedroom Apt

10.0 out of 10, Exceptional, (2)
"I really enjoyed my stay at this property! Everything was exactly as described and the property was exceptionally clean and centrally located. The check-in process was smooth and the hosts were very communicative from booking to check-out. "
The price is €191
includes taxes & fees
29 Sept - 30 Sept
Sleek & Functional 2-Bedroom Apt

Relax & Unwind in This Comfortable 3BR Unit

10.0 out of 10, Exceptional, (4)
"Lakeia was very accommodating throughout our stay."
The price is €279
includes taxes & fees
30 Sept - 1 Oct
Relax & Unwind in This Comfortable 3BR Unit

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

9.6 out of 10, Exceptional, (4)
"It was great it had the basic amenities for a family to enjoy the stay"
The price is €229
includes taxes & fees
29 Sept - 30 Sept
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Studio Apt Comfy & Sunlit

The price is €176
includes taxes & fees
22 Sept - 23 Sept
Studio Apt Comfy & Sunlit

Bright & Cozy 1BR Near UChicago

10.0 out of 10, Exceptional, (1)
"This stay was very pleasant. The place was clean and the area safe. They provided two towel sets, dishware set, pans, utensils, cups, mugs, and coffee. Also a travel crib. I will definitely be back to show my littles the city. The apartment is located on the third floor. However the elevator is out of service. So if you’re handicapped I would not recommend this place. We however didn’t mind the haul upstairs three flights. It was very short and very few steps. We had packed light as we only...
The price is €176
includes taxes & fees
29 Sept - 30 Sept
Bright & Cozy 1BR Near UChicago

Contemporary 2BR Apartment in Vibrant Hyde Park

The price is €239
includes taxes & fees
6 Oct - 7 Oct
Contemporary 2BR Apartment in Vibrant Hyde Park

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

8.6 out of 10, Excellent, (20)
"It was great for our needs! Definitely hear EVERYTHING though as usual for most older places in the city."
The price is €185
includes taxes & fees
29 Sept - 30 Sept
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Cozy Charm Studio Apt in Chicago

10.0 out of 10, Exceptional, (1)
The price is €164
includes taxes & fees
1 Oct - 2 Oct
Cozy Charm Studio Apt in Chicago

Chic Retreat: Cozy 1BR Apartment

10.0 out of 10, Exceptional, (2)
"Our stay was very nice, with simple checkin / check out, and excellent communication by our host. "
The price is €176
includes taxes & fees
29 Sept - 30 Sept
Chic Retreat: Cozy 1BR Apartment

Bright 1BR Unit in a Prime Spot

10.0 out of 10, Exceptional, (1)
"We had a great stay. Location is in nice neighborhood with walking access to restaurants and university of Chicago. Apartment was clean and as pictured. Would stay again!!"
The price is €176
includes taxes & fees
29 Sept - 30 Sept
Bright 1BR Unit in a Prime Spot

Perfect 1BR Spot near Attractions

7.2 out of 10, Good, (5)
"Freshly painted and clean. Hosts were responsive. Everything we needed for our stay. Walkable area. "
The price is €176
includes taxes & fees
29 Sept - 30 Sept
Perfect 1BR Spot near Attractions
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.
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Top South Side Hotel Reviews

Find out more about South Side

Find out more about South Side

South Side Apartments information

Number of reviews
136
Accommodation
210 Apartments
Lowest Price
€168
Highest Price
€202