Heart of Chicago vacation rentals
We found 45 vacation rentals — enter your dates for availability
Discover a selection of 15 apartments and other vacation rentals in Heart of Chicago that are perfect for your trip. Vacation rentals offer the amenities you expect for your stay with friends, family, or just your pet, like WiFi and cable TV. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.
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Find the best place to stay - Heart of Chicago
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Sleeps 4 · 1 bedroom · 1 bathroom
Top rated rentals - Heart of Chicago
Photo gallery for Family Friendly 2-Bedroom w/ Kitchen & Laundry
Family weekend in Chicago
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value