About Chicago Guest House

Chicago Guest House is a set of three unique guest houses in the lively neighborhood of Wrigleyville in Chicago, Illinois. 
Chicago Guest House was founded in 2004 by Teri Smith. Teri’s a Chicago native, who left a successful career in sales to create unique vacation rentals on the north end of the city. The goal was to provide a real alternative to major hotels: to provide a refuge for those looking for the distinction, intimacy, class and comfort that a hotel cannot provide.
The first property to open for business was on Henderson Street in early 2004. Lakewood Avenue, the largest house, opened later the same year. The last one to open in 2006, Newport Avenue,  the most family friendly guest house. Each property offers unique benefits; ask Teri for tips & information if you’re not sure which to choose.
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​​Whichever house you choose, you’ll love their homey feel & comfort. Each interior was designed and decorated by Teri, and each is filled with souvenirs and artifacts gathered over the years. Each house is hung throughout with original fine art by local artists, and all three properties have beautiful furnished gardens that provide havens of calm from the hustle and bustle of the city.  All of the guest houses provide every benefit and convenience (including free parking!) that you could imagine, along with a picturesque character and charm you simply won’t get anywhere else. Take a look at pictures of each of the properties and call or email Teri for questions, rates, availability and reservations.
We hope to see you soon!
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Lakewood Avenue
​3 Suites
5 Bedrooms | 2 Bathrooms | Sleeps 6-9
  3 Bedrooms | 2 Bathrooms | Sleeps 4-6  
 3 Bedrooms | 2 Bathrooms | Sleeps 3-6 
Newport Avenue
2 Suites
3 Bedrooms | 2 Bathrooms | Sleeps 4-8 
3 Bedrooms | 1 Bathroom  | Sleeps 4-6 
Henderson Street
1 Suite
2 Bedrooms | 1 Bathroom | Sleeps 2-4