Welcome To Chicago Guest House: Luxury Vacation Rentals In Chicago

Nightly, Weekly & Monthly Short-Term Stays

Chicago Guest House Vacation Rental picture of the dining room
crowd gathering around Wrigley Field
cloud gate at millennium park in Chicago
​​ We have six unique 2, 3 & 5 bedroom Wrigleyville Guest Houses .  Each of our Chicago vacation rentals is distinctive, warm & inviting---boasting of charm and character you won't find anywhere else! All comfortably furnished & fully equipped with everything you need to feel at home while visiting Chicago.  Whether you are a business or leisure traveler, looking for a short-term stay or vacation get-a-way, you're sure to find that our homes will exceed your expectations--that is my promise!  
Lakeview's Wrigleyville is a lively and vibrant family friendly community that represents one of the Chicago's greatest concentrations of  entertainment  , live theatre  and dining attractions . ​​​  It's no wonder locals and visitors alike flock here for a taste of something unique and special! Though you might find you never want to leave the neighborhood, it would be a shame to miss out on everything this amazing city has to offer. Jump on either the brown or red line train---both are direct to downtown and all of the city's most sought-after attractions.
​ Gather your family and friends & start planning an unforgettable get-a-way at Chicago Guest House!