Find Guest Houses in Chicago

Featured Guest Houses in Chicago

Estimated price for 1 night/2 adults

Mccormick Place Guest House

Mccormick Place Guest House

3643 South Indiana Avenue, Chicago, IL
    3.0 out of 5.0
     
     
    4.2 out of 5 (205 reviews)

    Located in Bronzeville, this guesthouse is 2 mi (3.2 km) from McCormick Place and 2.9 mi (4.7 km) from Soldier Field. Grant Park and Millennium Park are also ...

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    Villa Dubois Guest House

    Villa Dubois Guest House

    3722 S Calumet Ave, Chicago, IL
      2.0 out of 5.0
       
       
      3.9 out of 5 (83 reviews)

      Located in Bronzeville, this guesthouse is within 2 mi (3 km) of State Street, Illinois Institute of Technology, and Guaranteed Rate Field. McCormick Place and ...

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      Pilsen Roadhouse

      Pilsen Roadhouse

      1827 S Racine Ave, Chicago, IL
        3.0 out of 5.0
         
         
        3.2 out of 5 (5 reviews)

        Located in Lower West Side, this guesthouse is within 2 mi (3 km) of University of Illinois Chicago, UIC Pavilion, and State Street. Grant Park and Willis Tower ...

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        Chicago Guest House on Henderson Street

        Chicago Guest House on Henderson Street

        1330 W Henderson Street, Chicago, IL
          3.0 out of 5.0
           
           
          4.9 out of 5 (8 reviews)

          Located in Lakeview, this guesthouse is within a 15-minute walk of Theater Wit, Wrigley Field, and Vic Theatre. Briar Street Theatre and Lincoln Hall are also ...

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          Oakwood Chicago River North

          Oakwood Chicago River North

          220 West Illinois Street, Chicago, IL
             
             

            Located in River North, this guesthouse is within a 10-minute walk of Merchandise Mart, House of Blues Chicago, and State Street. Chicago Riverwalk and Chicago ...

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            Oakwood at 73 E. LAKE

            Oakwood at 73 E. LAKE

            73 East Lake Street, Chicago, IL
               
               

              Located in The Loop, this guesthouse is steps from Chicago Theatre, Grant Park, and Michigan Avenue. State Street and Aon Center are also within 5 minutes. Randolph-Wabash ...

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              Oakwood at AMLI RIVER NORTH

              Oakwood at AMLI RIVER NORTH

              71 West Hubbard Street, Chicago, IL
                 
                 

                Located in River North, this guesthouse is within a 5-minute walk of State Street, House of Blues Chicago, and Chicago Riverwalk. Chicago Theatre and Merchandise ...

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                Alternative Accommodations - Guest Houses

                 

                Rent guest houses in Chicago

                You’ve probably heard that “there’s no place like home,” but renting one of the best guest houses in Chicago may just change your mind. When you rent guest houses for your vacation, you get way more than just a place to lay your head for the night—guest houses are often packed with bonus amenities that allow you to rest in ultimate comfort. 

                 

                What are guest houses?

                When you book a stay in guest houses, your lodgings can vary depending on what part of the world you’re in. In the U.S., you might find your accommodations ranging from small guest houses that share a property with another home to something more like an inn with bonus amenities. If you’re traveling internationally, guest houses are more akin to a bed and breakfast and could include boutique conveniences like homecooked meals and beverage services. These stays have a more personal touch and can be found across destinations, from a lush countryside to a tropical locale.

                You’ll also discover a variety of styles of this welcoming lodging available, from tiny guest houses made to fit a tight budget all the way to luxury abodes built for splurging. You can expect to find guest houses for rent to fit your desired travel experience, whether you just need simple and cheap guest houses, or want something more specific like gay guest houses in LGTBQ-centric neighborhoods. 

                 

                Find a guest house in Chicago

                No matter if you’re looking for quiet luxury or affordable guest houses on your trip to Chicago, you can expect booking to be easy and full of top discounts when you use the AARP Travel Center Powered by Expedia to find your lodging. You not only get members-only discounts, you also cash in on the added bonus of finding deals on the guest houses of your dreams in Chicago with Expedia. Just select which guest house best fits your getaway needs, then book with AARP Travel and get the best rates around.

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                Estimated price for 1 night/2 adults

                River Hotel

                River Hotel

                75 East Wacker Drive, Chicago, IL
                  4.0 out of 5.0
                   
                   
                  4.2 out of 5 (2350 reviews)
                  The Whitehall Hotel

                  The Whitehall Hotel

                  105 E Delaware Pl, Chicago, IL
                    4.0 out of 5.0
                     
                     
                    4.0 out of 5 (3024 reviews)