Book Guest Houses in Chicago

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Featured Guest Houses in Chicago

Villa Dubois Guest House

Villa Dubois Guest House

2 out of 5
3722 S Calumet Ave Chicago IL
The price is CA $103 per night
CA $103
CA $121 total
Dec 18 - Dec 19
includes taxes & fees
Stay at this guesthouse in Chicago. Enjoy free WiFi, free parking, and a garden. Popular attractions Soldier Field and Millennium Park are located nearby.
Parking included
Free WiFi
Mccormick Place Guest House

Mccormick Place Guest House

3 out of 5
3643 South Indiana Avenue Chicago IL
The price is CA $103 per night
CA $103
CA $121 total
Jan 14 - Jan 15, 2026
includes taxes & fees
Stay at this guesthouse in Chicago. Enjoy free WiFi, free parking, and a garden. Popular attractions Soldier Field and Millennium Park are located nearby.
Parking included
Free WiFi
Chicago Avenue Inn

Chicago Avenue Inn

2 out of 5
3305 W Chicago Ave Chicago IL
The price is CA $51 per night
CA $51
CA $169 total
Dec 18 - Dec 19
includes taxes & fees
Stay at this guesthouse in Chicago. Enjoy free WiFi, housekeeping, and air conditioning. Popular attractions United Center and Chicago Riverwalk are located nearby.
Free WiFi
Air conditioning
Wrigleyville Inn

Wrigleyville Inn

3 out of 5
914 W Newport Ave Chicago IL
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Stay at this guesthouse in Chicago. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
Parking included
Free WiFi
Villa Christina

Villa Christina

3 out of 5
6832 S Calumet Ave Chicago IL
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Stay at this guesthouse in Chicago. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Griffin Museum of Science and Industry and Wintrust Arena are located nearby.
Parking included
Free WiFi
Coach House with Heated Garage and Private Rooftop Deck

Coach House with Heated Garage and Private Rooftop Deck

Chicago IL
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Stay at this guesthouse in Chicago. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Free WiFi
Air conditioning
Oakwood at 73 E. LAKE

Oakwood at 73 E. LAKE

2 out of 5
73 East Lake Street Chicago IL
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Stay at this guesthouse in Chicago. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Oakwood at AMLI RIVER NORTH

Oakwood at AMLI RIVER NORTH

2 out of 5
71 West Hubbard Street Chicago IL
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Stay at this guesthouse in Chicago. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
A5 Luxurious Garden Unit Near Chicago

A5 Luxurious Garden Unit Near Chicago

Forest Park IL
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Stay at this guesthouse in Forest Park. Enjoy a fitness center, laundry facilities, and cable/satellite TV service. Popular attractions Frank Lloyd Wright Historic District and Walt Disney House are located nearby.
Air conditioning
Gym
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Chicago Guest Houses essential information

Accommodation
9 Guest Houses
Lowest Price
CA $121
Highest Price
CA $317
Popular accommodation
Villa Dubois Guest House, Mccormick Place Guest House, Chicago Avenue Inn, Wrigleyville Inn, Villa Christina, Coach House with Heated Garage and Private Rooftop Deck, Oakwood at 73 E. LAKE, Oakwood at AMLI RIVER NORTH, A5 Luxurious Garden Unit Near Chicago

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