Welcome To Chicago Guest House: Luxury Chicago Vacation Rentals In Wrigleyville

Check Availability

​​ We have six unique 2, 3 & 5-bedroom apartments in Wrigleyville.  Each one is distinctive, warm & inviting; all comfortably furnished & fully equipped with everything you need to feel at home while visiting Chicago.  For at least 9 months out of the year  you'll take delight in having some outdoor space too!  Our peaceful & lush gardens are the perfect place to gather over coffee, a glass of wine or the dinner you've cooked out on the grill.  

 And if that's not enough--our location couldn't be better!  We're right in the heart of Wrigleyville ---a lively and vibrant neighborhood that represents one of the city’s greatest concentrations of live theater, entertainment and dining attractions. ​April through October you can kick back at a baseball game at historic Wrigley Field And Year round, explore the endless dining choices---restaurants to satisfy the burger aficionado to those with the most discerning palates!  Hang out in one of the many neighborhood pubs that boast some of the finest musical talent around or enjoy a laugh out loud evening of Improv. Whatever your interest; you're sure to find it here!  

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 Chicago vacation rentals will exceed your expectations--that is my promise!  So, gather your family and friends and start planning an unforgettable get-a-way at Chicago Guest House!

Call Now!


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