Book Luxury Monthly Rentals 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.

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.

Drive Me Loopy

Drive Me Loopy

  • 4 guests

  • 1 bedrooms

South Loop, Chicago

Whether you are staying for work or vacation, this high-rise apartment in trendy South Loop is perfectly located for all there is to eat, drink and do. Stepping in to look around at the chic decor, you'll notice how the cool industrial vibe is softened by the warm furniture, olive-green tones and wooden flooring.

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.


We selected the top 3% holiday homes in South Loop Monthly Rentals

Explore the 15 most perfect homes in our collection

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Most popular homes in South Loop

Let Yourself Go

Let Yourself Go

  • 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

Hey Mr DJ

Hey Mr DJ

  • 6 guests

  • 2 bedrooms

South Loop, Chicago

Glass Shores

Glass Shores

  • 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

Chocolate Mint

Chocolate Mint

  • 2 guests

  • 1 bedrooms

South Loop, Chicago

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in South Loop, Chicago, Cook County, Illinois, United States, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect South Loop Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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