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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.



john.janco@turnkeyvr.com
(312) 626-7620
Featured Chicago Rentals
Newly Updated Nashville Home
$200
FROM
4 BR • 2 BA • Sleeps 12Nashville, Tennessee

This completely updated 4BD/2BA Nashville home (sleeps 12) is a short walk to dining in the hip Five Points neighborhood, and a quick dri...

 (41)
#1020101
Lavish Home w/ Amazing Rooftop Deck
$200
FROM
3 BR • 3.5 BA • Sleeps 10Nashville, Tennessee

The excitement of Nashville beckons, and this brand-new 3BR, 3.5BA Home is the perfect home base.

 (31)
#1046174
Rooftop Deck with Downtown Views
$190
FROM
3 BR • 3.5 BA • Sleeps 9Nashville, Tennessee

Live like a rock star in this 3BR/3.5BA Nashville townhouse just minutes from the music, culture, and fun of downtown and hip neighborhoo...

 (24)
#1062599
Character & Charm in East Nashville
$200
FROM
4 BR • 3.5 BA • Sleeps 12Nashville, Tennessee

An elegant Nashville vacation rental in a picturesque, tree-lined neighborhood three miles from downtown!

 (84)
#763141
TurnKey Popular Destinations