Search Guest Houses in Chicago

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Guest Houses in Chicago

Living room
Villa Dubois Guest House
2.0 star property
6.8 out of 10, (188)
"The outer and inside of the property was clesn and accommodating. What I didn't like was going thru a third party and checking in wasnt comprehensive right off top. The other guest were very helpful and welcoming "
The price is P4,402
P7,195 total
includes taxes & fees
May 21 - May 22
Villa Dubois Guest House
Full-size fridge, microwave, oven, coffee/tea maker
Mccormick Place Guest House
3.0 star property
7.6 out of 10, Good, (369)
"For price it was great!"
The price is P4,837
P7,705 total
includes taxes & fees
May 19 - May 20
Mccormick Place Guest House
Front of property
Wrigleyville Inn
3.0 star property
10.0 out of 10, Exceptional, (8)
"Peter was an excellent host. Property was perfect."
The price is P13,572
P32,622 total
includes taxes & fees
Jun 10 - Jun 11
Wrigleyville Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Private kitchen
Villa Christina
2.0 star property
Villa Christina
Front of property
Chicago Guest House on Henderson Street
3.0 star property
9.8 out of 10, Exceptional, (8)
"I normally stay in hotels, but for this trip I couldn't find one that worked well in this neighborhood, so I "took a chance" on Chicago Guest House. Winner! This place is on a wonderful residential block in the Wrigley Field area. The unit itself (3rd floor) is a beautifully maintained, charming, three bedroom apartment. The rooms are separated by a good distance, so everyone has some privacy. The living room is bright and features a large TV (for that inevitable down time). The kitchen...
Chicago Guest House on Henderson Street
Private kitchen
Oakwood Chicago River North
2.0 star property
Oakwood Chicago River North
Don't see what you're looking for?
See all available properties in Chicago
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.

Other property types in Chicago

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (400)
"Super nice and well kept. Right in the heart of downtown Chicago. Highly recommended!"
The price is P7,199
P10,140 total
includes taxes & fees
May 27 - May 28
Sentral Michigan Avenue
Interior
Sonder Market Hall
3.5 star property
8.2 out of 10, Very Good, (79)
"Gorgeous rooms. Simple and quiet property. "
The price is P5,958
P6,994 total
includes taxes & fees
May 27 - May 28
Sonder Market Hall
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (222)
"Everything was great. From easy check in to easy check out. The room was very nice and cozy. Very clean. Amazing view of downtown from the bedroom and balcony. I will be staying here again! "
Kasa Magnificent Mile Chicago
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.

Chicago Guest Houses information

Number of reviews
569
Accommodation
8 Guest Houses
Lowest Price
P4,402
Highest Price
P4,836

Recent Reviews in Chicago
Expedia verified reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

5/5 Excellent
"First time stay at the hotel. Very clean, the suite was a perfect size and the pull out couch was a plus! Great views from the pool on the 30th floor and the lady I checked in with was so sweet and welcoming. Definitely will stay again. "
A verified traveler stayed at Hilton Chicago/Magnificent Mile Suites
Posted 13 hours ago
Hilton Chicago/Magnificent Mile Suites