Chicago guest houses
We found 5 guest houses — enter your dates for availability
Explore Chicago guest house rentals
Sentral Michigan Avenue
Sleeps 2 · 1 bedroom
Kasa Magnificent Mile Chicago
Sleeps 2 · 1 bedroom · 1 bathroom
Level Chicago – Old Town
Sleeps 4 · 1 bathroom
The Gem Museum Suites
Sleeps 6 · 1 bedroom
Kasa Lake Shore Chicago
Sleeps 2 · 1 bedroom · 1 bathroom
The Neighborhood Hotel-Little Italy
Sleeps 3 · 1 bedroom
Top rated guest house rentals - Chicago
Stay at Sentral
Our late checkin was easy. The room had amazing views of Grant Park/Navy Pier out one window and the city from another window. Apartment was spacious with good facilities. Bed was comfy. Only downside was that the shower had low pressure, but for us that was not a major. Location is really good with most things within walking distance.
N J
Stayed Oct 2024
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