Book a stay in one of the best homes in South Loop

We selected the 15 homes worth renting in this location

Home spotlights in South Loop

South Soul

South Soul

  • 2 guests

  • 1 bedrooms

South Loop, Chicago

Looking for a stylish bolthole in a buzzy pocket of Chicago? Then this smart studio apartment, located in the residential district of South Loop, might tick your boxes.

Bears In The Park

Bears In The Park

  • 4 guests

  • 1 bedrooms

South Loop, Chicago

Located in Chicago’s vibrant South Loop neighbourhood, this bright and welcoming apartment puts you in an ideal position to explore some of the city’ most notable sights. Inside, warm wood floors and a cool industrial aesthetic make a stylish first impression in the main room with huge windows on two sides that allow plenty of natural light to flood in.

Southern Loop

Southern Loop

  • 4 guests

  • 1 bedrooms

South Loop, Chicago

The living is easy at this smart apartment complex located right in the heart of buzzy South Loop, a popular residential area just south of downtown. Jam-packed with expansive green parks, prestigious museums, and legendary jazz clubs, it's easy to see why Chicagoans choose to lay down roots here.

Hey Mr DJ

Hey Mr DJ

  • 6 guests

  • 2 bedrooms

South Loop, Chicago

Escape the hustle of downtown Chicago with a stay at this sleek serviced apartment in the buzzy neighbourhood of South Loop. Well-connected to downtown Boston (seventeen minutes by metro, or eight minutes in an Uber, to be precise), you can see why Chicagoans love to lay down roots here.


We selected the top 3% holiday homes in South Loop

Explore the 15 most perfect homes in our collection

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Most popular homes in South Loop

Glass Shores

Glass Shores

  • 6 guests

  • 2 bedrooms

South Loop, Chicago

Let Yourself Go

Let Yourself Go

  • 4 guests

  • 1 bedrooms

South Loop, Chicago

Drive Me Loopy

Drive Me Loopy

  • 4 guests

  • 1 bedrooms

South Loop, Chicago

Chicago Morning

Chicago Morning

  • 8 guests

  • 4 bedrooms

Printer's Row, Chicago

Dusk in the City

Dusk in the City

  • 6 guests

  • 2 bedrooms

South Loop, Chicago

Running Loops

Running Loops

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Monday Night

Monday Night

  • 3 guests

  • 1 bedrooms

South Loop, Chicago

I’m With The Band

I’m With The Band

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

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