Downtown Chicago vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Downtown Chicago
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Private room in Chicago
Chicago Speakeasy-Style Loft Space (Room 3A)
Welcome to our Chicago Speakeasy-style loft space. Built in the early 1900s, our two-floor loft provides a unique experience in the heart of River North/downtown Chicago. Centrally located River North Chicago is a go-to district with lively night scene, and a wide variety of restaurants, bars and clubs. There are many public transit stations within walking distance. ALREADY BOOKED??? If this room is unavailable, check out my profile to see our other listings! Feel free to message me!
G$23,662 GYD per night
Condo in Chicago
McCormick Place Studio/parking/sleeps up to 4
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • City view • Queen size bed + Queen Air mattress for 2 extra guests • Comfortable stay for up to 4 guests at a time • Access to the Gym • Dedicated Internet • 4K smart HDTV(Netflix and Roku) • Fully equipped & stocked kitchen with complimentary Coffee & Tea • Minutes to all touristic destinations • Optional Parking space for only $30/day
G$31,839 GYD per night
Rental unit in Chicago
50th Floor Mag Mile Studio
This Downtown Chicago unit is towering 50 stories above the city, with floor to ceiling windows in the living areas. This unit gives you the ultimate in Luxury urban living. It's all about the views and location. The city unfolds before you with amazing sunsets; nowhere in Chicago can you stay with views like these. The building provides the very best in amenities. A state of the art fitness center, Outdoor pool, Outdoor kitchens, business center, are available to our guests.
G$27,946 GYD per night
Vacation rentals for every style
Get the amount of space that is right for you