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Chicago, IL Vacation Rentals

Welcome to TurnKey Chicago!

The windy city is famed for its bold architecture, prestigious dining scene, the variety of museums, and festive events that take place year round. Stay in a high rise downtown or cozy up in a quaint brownstone in one of the Chicago’s many unique neighborhoods. Regardless of where you stay, you can easily curate your trip to align with your interests.

Every Stay Includes
Complimentary Wi-Fi
Secure keyless entry
Professional cleaning
24/7 local support
Hotel-grade linens
Starter set of toiletries
Local recommendations
Local Chicago Manager
John Janco is a hospitality leader with over 30 years experience in sales and operations for many prestigious brands including Hilton and IHG. John was born and raised in Chicago and lives a few blocks from Wrigley Field in his hometown.



Featured Chicago Rentals
2BR Modern Ukrainian Village Condo
$210
FROM
2 BR • 2.5 BA • Sleeps 6Chicago, Illinois

PROPERTY OVERVIEW Situated in a quintessential brick row house in the trendy Ukrainian Village sits this two-story 2BR/2.5BA condo.

#1316986
1206FLET
$190
FROM
2 BR • 2.5 BA • Sleeps 6Chicago, Illinois

THE TURNKEY ADVANTAGE Our property is TurnKey Rental Certified. All photos, amenities, calendar, and rates are 100% accurate.

#1369377

All Chicago Rentals
1206FLET
$190
FROM

2 BR • 2.5 BA • Sleeps 6Chicago, Illinois

THE TURNKEY ADVANTAGE Our property is TurnKey Rental Certified. All photos, amenities, calendar, and rates are 100% accurate.

#1369377
2BR Modern Ukrainian Village Condo
$210
FROM

2 BR • 2.5 BA • Sleeps 6Chicago, Illinois

PROPERTY OVERVIEW Situated in a quintessential brick row house in the trendy Ukrainian Village sits this two-story 2BR/2.5BA condo.

#1316986
TurnKey Popular Destinations
TurnKey Vacation Rental Markets
Arizona
Illinois
Massachusetts
New Mexico