Chicago which includes a city and a high-rise building as well as a family

Search Guest Houses in Chicago

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Guest Houses in Chicago and around

Our top choices for Chicago guest houses

"Very convenient for a short term stay with private area and clean shared spaces the parking is very convenient as well"

includes taxes & fees

9 Sept - 10 Sept

Full-sized fridge, microwave, oven, coffee/tea maker

"Quiet and Peaceful. "

includes taxes & fees

1 Sept - 2 Sept

"It's a good place if you was traveling with a group. That way your group would get the entire floor."

includes taxes & fees

2 Sept - 3 Sept

"Beautiful place to stay. Cooked some of our own meals. Kitchen was well stocked with even some condiments. Bottle water n beer were appreciated. Would stay there again. "

Deluxe Duplex (Second Floor) | Private kitchen

"Awesome place to stay in Chicago. Attached garage is a huge bonus. Clean and tidy"

Save an average of 15% on thousands of hotels when you're signed in

Top Chicago Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Centrally located in Magnificent Mile. "

Congress Plaza Hotel

10/10 Excellent

"I really enjoyed my stay here . The hotel is very historical and is known for hosting beautiful weddings, it’s huge , restaurants on property, and is very close to everything there is to see in downtown Chicago . Very close to the river walk , millennium park, coffee shops/breakfast, the loop , Taco Bell , primark , aquarium etccc love it there and would definitely come back another time !!! The city is such a vibe and lots of people walking the street even at 10:00 at night a lot of people out and about and it made me feel safe and not alone ! "