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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
Can't-miss experiences and favorites in
Chicago, IL
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.
Want us to manage your home?
Featured Chicago Rentals
Newly Updated Nashville Home
$210
FROM
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...
#1020101
Lavish Home w/ Amazing Rooftop Deck
$230
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FROM
3 BR • 3.5 BA • Sleeps 10Nashville, Tennessee
The excitement of Nashville beckons, and this brand-new 3BR, 3.5BA townhouse is the perfect home base.
#1046174
Rooftop Deck with Downtown Views
$210
FROM
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...
#1062599
Character & Charm in East Nashville
$230
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FROM
4 BR • 3.5 BA • Sleeps 12Nashville, Tennessee
An elegant Nashville vacation rental in a picturesque, tree-lined neighborhood three miles from downtown!
#763141
All Chicago Rentals
2BR Modern Ukrainian Village Condo
$210
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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
