Relocating? Under Construction?
Helping with New Grand Baby?
What Ever the Reason
Live Like A Local 
This Winter!
MONTHLY
Rates Starting  At
$99 Night
January / February / March
(30 Night Minimum)

Irresistibly Charming ​​Vacation Rentals in Chicago

Tired of the Endless Searching? You Can Stop Now---This Is It!
Whether you are looking for a short-term stay or a vacation get-away--Chicago Guest House is the PERFECT lodging choice for business & leisure travelers looking for a ‘Home Away From Home’ in Chicago. ​​ Each home is distinctive, warm and inviting; comfortably furnished and fully equipped with everything you could possibly need and more!  ​And each guaranteed to exceed your expectations. That is my promise! 

Guest House on Lakewood Ave
1st FL WRIGLEY SUITE
5 Bedrooms-2 Bathrooms
$299-$499 Night
Guest House on Lakewood Ave
2nd FL SHORELINE SUITE
3 Bedrooms-2 Bathrooms
$234-$389 Night
Guest House on Lakewood Ave
3rd FL LAKEVIEW SUITE
3 Bedrooms-2 Bathrooms
$234-$389 Night
21.4% Lodging Tax & Cleaning Fee NOT Included in Posted Rate​​
Guest House on Newport Ave
1st FL CLARK SUITE
3 Bedrooms-2 Bathrooms
$282-$469 Night
Guest House on Newport Ave
2nd FL ADDISON SUITE
3 Bedrooms-1 Bathroom
$222-$369 Night
Guest House on Henderson St
1st FL BELMONT SUITE
2 Bedrooms-1 Bathroom
$150-$250 Night

Live It Up With The Locals In Wrigleyville!

Lakeview's Wrigleyville is one of Chicago's liveliest and most vibrant neighborhoods. Several distinct areas all mel d together to form a family friendly community that celebrates diversity and boasts something for every type of visitor. 

  • Southport Corridor Shopping---Hit the bustling commercial shopping districts on Southport Ave, Belmont & Halstead Streets for those one of a kind finds!
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  • Wrigleyville Restaurants---Live it up with the locals at the seemingly endless bars and pubs, and celebrated restaurants; the dining choices are endless! 
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  • Wrigley Field and 'The Park at Wrigley'---home to our beloved Chicago Cubs! Even if you don't spend the afternoon watching a game, you don't want to miss strolling over to the corner of Clark & Addison to see one of baseball's oldest ballparks nestled amongst the historic greystones that  make up this amazing neighborhood!  And you don't want to miss the events at The Park all year long!  Walk 3 Blocks to Wrigley Field
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  • Chicago's Lakefront---not to be outdone by its extraordinary entertainment landscape, Lakeview makes full use of the northern end of Lincoln Park.  Enjoy the the scenic Lakefront Trail, a golf course and so much more!