Book Guest Houses in Chicago, IL

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Chicago

Chicago Avenue Inn

Chicago Avenue Inn

2 out of 5
3305 W Chicago Ave, Chicago, IL
$113 nightly
The price is $132 total per night
$132 total
Jul 28 - Jul 29
Total includes taxes and fees
This guesthouse includes free WiFi in public areas and a virtual front desk.
Free WiFi
Air conditioning
Villa Dubois Guest House

Villa Dubois Guest House

2 out of 5
3722 S Calumet Ave, Chicago, IL
$95 nightly
The price is $112 total per night
$112 total
Jul 10 - Jul 11
Total includes 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.
Parking included
Free WiFi
Mccormick Place Guest House

Mccormick Place Guest House

3 out of 5
3643 South Indiana Avenue, Chicago, IL
$95 nightly
The price is $112 total per night
$112 total
Jul 10 - Jul 11
Total includes 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.
Parking included
Free WiFi
Wrigleyville Inn

Wrigleyville Inn

3 out of 5
914 W Newport Ave, Chicago, IL
$650 nightly
The price is $738 total per night
$738 total
Jul 16 - Jul 17
Total includes taxes and fees
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.
Parking included
Free WiFi
Villa Christina

Villa Christina

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

Coach House with Heated Garage and Private Rooftop Deck

Get rates
This apartment features laundry facilities.
Kitchen
Washer
Oakwood at AMLI RIVER NORTH

Oakwood at AMLI RIVER NORTH

2 out of 5
71 West Hubbard Street, Chicago, IL
Get rates
Stay at this guesthouse in Chicago. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Oakwood at 73 E. LAKE

Oakwood at 73 E. LAKE

2 out of 5
73 East Lake Street, Chicago, IL
Get rates
Stay at this guesthouse in Chicago. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
A5 Luxurious Garden Unit Near Chicago

A5 Luxurious Garden Unit Near Chicago

Get rates
A gym is featured at this guesthouse, along with laundry facilities.
Air conditioning
Gym
Don't see what you're looking for?
See all available properties in Chicago
View all properties
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 Chicago

citizenM Chicago Downtown

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL
$152 nightly
The price is $179 total per night from Aug 7 to Aug 8
$179 total
Aug 7 - Aug 8
Total includes taxes and fees
9.2/10 Wonderful! (3,310 reviews)

Chicago Guest Houses essential information

Accommodation
9 Guest Houses
Lowest Price
$112
Highest Price
$738
Popular accommodation
Chicago Avenue Inn, Villa Dubois Guest House, Mccormick Place Guest House, Wrigleyville Inn, Villa Christina, Coach House with Heated Garage and Private Rooftop Deck, Oakwood at AMLI RIVER NORTH, Oakwood at 73 E. LAKE, A5 Luxurious Garden Unit Near Chicago

Explore more Guest Houses

Popular accommodation searches

More places to stay in Chicago