Book Guest Houses in Countryside, IL

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Top Guest Houses in Countryside

Villa Dubois Guest House

Villa Dubois Guest House

2 out of 5
3722 S Calumet Ave Chicago IL
$75 nightly
The price is $88 total per night
$88 total
Dec 9 - Dec 10
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a communal living room, and express check-in are also on offer.
Mccormick Place Guest House

Mccormick Place Guest House

3 out of 5
3643 South Indiana Avenue Chicago IL
$75 nightly
The price is $88 total per night
$88 total
Dec 9 - Dec 10
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
Chicago Avenue Inn

Chicago Avenue Inn

2 out of 5
3305 W Chicago Ave Chicago IL
$106 nightly
The price is $121 total per night
$121 total
Dec 9 - Dec 10
Total with taxes and fees
This guesthouse includes free WiFi in public areas and a virtual front desk.
Wrigleyville Inn

Wrigleyville Inn

3 out of 5
914 W Newport Ave Chicago IL
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, laundry facilities, and a virtual front desk are also on offer.
Villa Christina

Villa Christina

3 out of 5
6832 S Calumet Ave Chicago IL
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Coach House with Heated Garage and Private Rooftop Deck

Coach House with Heated Garage and Private Rooftop Deck

Chicago IL
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This guesthouse features laundry facilities.
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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A gym is featured at this guesthouse, along with laundry facilities.
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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.

Top hotels in Countryside

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10 S Wabash Ave Chicago IL
$127 nightly
The price is $149 total per night from Jan 4 to Jan 5
$149 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.2/10 Wonderful! (2,096 reviews)

Countryside Guest Houses essential information

Accommodation
9 Guest Houses
Lowest Price
$88
Highest Price
$149
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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