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

Chicago country houses

We found 1,385 country houses — enter your dates for availability

Explore Chicago mansion rentals

Image of Spacious Budget-friendly Room w/ Kitchenette Ideal for Extended or Short Stays

Premier Host

Spacious Budget-friendly Room w/ Kitchenette Ideal for Extended or Short Stays

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Sentral Michigan Avenue

Sentral Michigan Avenue

Sleeps 2 · 1 bedroom

Image of Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Level Chicago – Old Town

Level Chicago – Old Town

Sleeps 4 · 1 bedroom · 1 bathroom

Image of The Gem Museum Suites

The Gem Museum Suites

Sleeps 2 · 1 bedroom

Image of Wrigleyville Suites

Wrigleyville Suites

Sleeps 10 · 3 bedrooms

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Enjoy full kitchens, laundry, pools, gardens and more
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More space, more privacy, more amenities — more value