A river with a yellow boat, surrounded by tall buildings and a bridge.

Chicago houses

We found 1,410 houses — enter your dates for availability

Explore Chicago house rentals

Image of 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

Premier Host

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

Sleeps 10 · 4 bedrooms · 3 bathrooms

Image of LakeHouse with rooftop and views of lake.

Premier Host

LakeHouse with rooftop and views of lake.

Sleeps 12 · 3 bedrooms · 3 bathrooms

Image of ENVITAE Hotel, 4BR Luxury Modern Apartments

Premier Host

ENVITAE Hotel, 4BR Luxury Modern Apartments

Sleeps 10 · 4 bedrooms · 3 bathrooms

Image of "Glamping" 7-bedroom luxury trailer compound in Crete IL with pool & hot tub!

"Glamping" 7-bedroom luxury trailer compound in Crete IL with pool & hot tub!

Sleeps 20 · 7 bedrooms · 0+ bathrooms

Image of HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12

Premier Host

HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12

Sleeps 12 · 3 bedrooms · 2+ bathrooms

Image of Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

Sleeps 8 · 4 bedrooms · 1 bathroom

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