Apartments in South Side for Rent

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for South Side apartments

A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

1. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Location could not be beat of looking to be near University of Chicago. Within walking distance to several restaurants, coffee, shops, and stores. Perfect for our trip!"
United States
rebecca
The price is ￥10,301
￥23,922 total
includes taxes & fees
Nov 12 - Nov 13
Hyde Park Trendy Studio Apartment in Good Spot
A modern living room with a grey sofa, a dining table with chairs, and a kitchen area with a kettle.

2. Perfect 1BR Spot near Attractions

Perfect 1BR Spot near Attractions
Hyde Park
6.0 out of 10, (1 review)
"I would characterize this property as “fine”. I only needed to stay one night for a business trip and it got the job done. Getting in/out was a little cumbersome with a lockbox to retrieve a set of keys. Hot water took quite a long time to heat up and deliver for a shower. Shower bathtub and amenities were lacking. Again, it got the job done for a night of sleep."
United States
Andrew M.
The price is ￥11,728
￥35,884 total
includes taxes & fees
Nov 11 - Nov 12
Perfect 1BR Spot near Attractions
A modern living room with a sofa, coffee table, and TV. There are windows with blinds, a radiator, and a plant.

3. Sleek & Functional 2-Bedroom Apt

Sleek & Functional 2-Bedroom Apt
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Great place, great location!"
United States
Lisa T.
The price is ￥16,799
￥36,278 total
includes taxes & fees
Nov 11 - Nov 12
Sleek & Functional 2-Bedroom Apt
A living room with hardwood flooring, a ceiling fan, a television, a sofa, a coffee table, and a potted plant.

4. Homey Vibes 1BR Apt near Lake Michigan & UChicago

Homey Vibes 1BR Apt near Lake Michigan & UChicago
Kenwood
The price is ￥12,044
￥36,255 total
includes taxes & fees
Nov 15 - Nov 16
Homey Vibes 1BR Apt near Lake Michigan & UChicago
A bedroom with a bed, desk, chair, and two bedside lamps.

5. Group-Friendly 4BR Hyde Park Retreat Near UChicago

Group-Friendly 4BR Hyde Park Retreat Near UChicago
Hyde Park
6.8 out of 10, (6 reviews)
"Pretty standard for a VRBO property. No frills but excellent location and great that it had 4 bedrooms for our group. "
United States
Cuoghi E.
The price is ￥14,897
￥54,037 total
includes taxes & fees
Nov 16 - Nov 17
Group-Friendly 4BR Hyde Park Retreat Near UChicago
A living room with a flat-screen TV on a wooden stand, a glass coffee table, a dining area with two chairs, and a potted plant.

6. Charming Hyde Park 1BR | Fully Furnished & Ready

Charming Hyde Park 1BR | Fully Furnished & Ready
Hyde Park
The price is ￥14,263
￥39,246 total
includes taxes & fees
Nov 23 - Nov 24
Charming Hyde Park 1BR | Fully Furnished & Ready
A living room with a sectional sofa, a glass coffee table, a round table with chairs, and large windows with blinds.

7. Bright 1BR Unit in a Prime Spot

Bright 1BR Unit in a Prime Spot
Hyde Park
The price is ￥10,618
￥34,390 total
includes taxes & fees
Nov 11 - Nov 12
Bright 1BR Unit in a Prime Spot
A neatly made bed with two pillows, a folded towel, and two bedside lamps.

8. Bright & Cozy 1BR Near UChicago

Bright & Cozy 1BR Near UChicago
Hyde Park
The price is ￥13,788
￥38,493 total
includes taxes & fees
Nov 11 - Nov 12
Bright & Cozy 1BR Near UChicago
A kitchen with a white refrigerator, a dining table with chairs, a clock on the wall, and large windows with blinds.

9. Homey Hyde Park Studio Near UChicago

Homey Hyde Park Studio Near UChicago
Hyde Park
The price is ￥11,252
￥33,549 total
includes taxes & fees
Nov 11 - Nov 12
Homey Hyde Park Studio Near UChicago
Room

10. Cozy Well-Equipped Studio Apartment

Cozy Well-Equipped Studio Apartment
Hyde Park
The price is ￥12,957
￥35,873 total
includes taxes & fees
Nov 19 - Nov 20
Cozy Well-Equipped Studio Apartment
A neatly made bed with pillows, a bedside lamp, and a small table with a lamp. There are two abstract paintings on the wall above the bed.

11. Trendy Studio Apartment in Chicago

Trendy Studio Apartment in Chicago
Hyde Park
The price is ￥10,271
￥32,339 total
includes taxes & fees
Nov 18 - Nov 19
Trendy Studio Apartment in Chicago
A modern living room with a large window, a brown sofa, a coffee table, and a flat-screen TV.

12. Modern Hyde Park 1BR Apt with Workspace & Smart TV

Modern Hyde Park 1BR Apt with Workspace & Smart TV
Kenwood
The price is ￥10,935
￥33,783 total
includes taxes & fees
Nov 11 - Nov 12
Modern Hyde Park 1BR Apt with Workspace & Smart TV
A modern hotel room with a bed, a sofa, a coffee table, a TV, and a kitchenette.

13. Relaxed City Stay in Hyde Park | Cozy Studio Unit

Relaxed City Stay in Hyde Park | Cozy Studio Unit
Kenwood
The price is ￥13,788
￥38,493 total
includes taxes & fees
Nov 11 - Nov 12
Relaxed City Stay in Hyde Park | Cozy Studio Unit
Living area

14. Cozy Hyde Park Apartment | Near Lake & UChicago

Cozy Hyde Park Apartment | Near Lake & UChicago
Hyde Park
The price is ￥12,837
￥37,379 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Hyde Park Apartment | Near Lake & UChicago
Living area

15. Modern 1BR in Historic HydePark

Modern 1BR in Historic HydePark
Hyde Park
The price is ￥15,056
￥40,173 total
includes taxes & fees
Nov 15 - Nov 16
Modern 1BR in Historic HydePark
A modern living room with a flat-screen TV, a round glass coffee table, a sofa, and a brown armchair.

16. Bright & Modern 1BR in a Prime Area

Bright & Modern 1BR in a Prime Area
Hyde Park
The price is ￥13,471
￥37,145 total
includes taxes & fees
Nov 11 - Nov 12
Bright & Modern 1BR in a Prime Area
A hotel room with a bed, a desk, a chair, a sofa, a ceiling fan, a TV, and artwork on the walls.

17. Elevated Hyde Park Studio Unit on Dorchester Ave

Elevated Hyde Park Studio Unit on Dorchester Ave
Hyde Park
The price is ￥11,728
￥34,105 total
includes taxes & fees
Nov 15 - Nov 16
Elevated Hyde Park Studio Unit on Dorchester Ave
A neatly made bed with a black headboard, two fluffy pillows, and a stack of towels.

18. Bright & Spacious 2BR– Prime Hyde Park Location

Bright & Spacious 2BR– Prime Hyde Park Location
Hyde Park
The price is ￥19,751
￥40,867 total
includes taxes & fees
Dec 9 - Dec 10
Bright & Spacious 2BR– Prime Hyde Park Location
A modern living room with a sofa, a dining table with chairs, a TV, and a large window with a view of buildings.

19. Sunlit 2BR - Fully Furnished & Spacious Apartment

Sunlit 2BR - Fully Furnished & Spacious Apartment
Kenwood
The price is ￥16,799
￥36,278 total
includes taxes & fees
Nov 11 - Nov 12
Sunlit 2BR - Fully Furnished & Spacious Apartment
A living room with a grey sofa, two chairs, a coffee table, and a small side table.

20. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
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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Learn more about South Side

Discover the metropolitan area of South Side—museums, skyscrapers, and top sights like Lake Michigan.

See all hotels in South Side
A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Top reviews in South Side

A two-story house with a brick exterior, a sloped roof, and a front porch.
At Home in Oak Park

At Home in Oak Park

At Home in Oak Park
Oak Park

10/10 Excellent

Great location with parking included
United States
Melissa
Reviewed October 22, 2026
At Home in Oak Park

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