Book a stay in one of the best homes in Illinois

We selected the 42 homes worth renting in this location

Home spotlights in Illinois

Loop In

Loop In

  • 2 guests

  • 1 bedrooms

Chicago Loop, Chicago

Say hello to high-style city living at this sleek, serviced apartment in the heart of happening South Loop. Well-connected to downtown Boston, you’re never far from the Windy City action.

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.

Lost in a Moment

Lost in a Moment

  • 6 guests

  • 3 bedrooms

Chicago Loop, Chicago

This pad right in Chicago's South Loop puts the city at your fingertips. While foodies chow down at the many delicious restaurants on your doorstep, culture vultures can spend the afternoon roaming around the famous Field Museum and other nearby galleries.

Flaming Saganaki

Flaming Saganaki

  • 4 guests

  • 1 bedrooms

Greektown, Chicago

It's estimated that Chicago has the third-largest number of people with Greek ancestry out of any US city and nowhere is that seen more than in Greektown. In among the restaurants and museums dedicated to Hellenic culture, you'll find this great apartment.


We selected the top 3% holiday homes in Illinois

Explore the 42 most perfect homes in our collection

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Most popular homes in Illinois

The Jeweler's Gem

The Jeweler's Gem

  • 2 guests

  • 1 bedrooms

Chicago Loop, Chicago

In Triplicate

In Triplicate

  • 8 guests

  • 3 bedrooms

Greektown, Chicago

The Jeweller

The Jeweller

  • 2 guests

  • 1 bedrooms

Chicago Loop, Chicago

Bears In The Park

Bears In The Park

  • 4 guests

  • 1 bedrooms

South Loop, Chicago

Southern Loop

Southern Loop

  • 4 guests

  • 1 bedrooms

South Loop, Chicago

South Soul

South Soul

  • 2 guests

  • 1 bedrooms

South Loop, Chicago

Chocolate Mint

Chocolate Mint

  • 2 guests

  • 1 bedrooms

South Loop, Chicago

New Millennium

New Millennium

  • 4 guests

  • 2 bedrooms

Chicago Loop, Chicago

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