Book Guest Houses in Chicago

Wander Wisely with exceptional service, 24/7 support

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

Access exclusive hotel deals, only with the Travelocity app

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 $206 per night
CA $206
CA $291 total
Aug 3 - Aug 4
includes taxes & fees
Stay at this guesthouse in Chicago. Enjoy free WiFi, free parking, and a garden. Popular attractions Soldier Field and Grant 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 $172 per night
CA $172
CA $251 total
Aug 4 - Aug 5
includes taxes & fees
Stay at this 3-star guesthouse in Chicago. Enjoy free WiFi, free parking, and a garden. Popular attractions Soldier Field and Grant 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 $99 per night
CA $99
CA $184 total
Aug 19 - Aug 20
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
Get rates
Stay at this 3-star 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
Get rates
Stay at this 3-star guesthouse in Chicago. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Chicago Museum of Science and Industry and Rate Field 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

Get rates
Stay at this apartment in Chicago. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Kitchen
Washer
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.
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.
A5 Luxurious Garden Unit Near Chicago

A5 Luxurious Garden Unit Near Chicago

Get rates
Stay at this guesthouse in Forest Park. Enjoy a fitness center, laundry facilities, and cable/satellite TV service. Popular attractions Ernest Hemingway Museum and House and Frank Lloyd Wright Historic District are located nearby.
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 trending hotels in Chicago

citizenM Chicago Downtown

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL
The price is CA $215 per night from Aug 26 to Aug 27
CA $215
CA $253 total
Aug 26 - Aug 27
includes taxes & fees
9.2/10 Wonderful! (3,468 reviews)

Chicago Guest Houses essential information

Accommodation
9 Guest Houses
Lowest Price
CA $99
Highest Price
CA $315
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

Explore more Guest Houses

More places to stay in Chicago