Streeterville vacation rentals
We found 756 vacation rentals — enter your dates for availability
Discover a selection of 64 homes, 70 apartments, and other vacation rentals in Streeterville that are perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll have the best amenities for spending time at your home away from home, including WiFi and parking. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.
Find the best place to stay - Streeterville
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Sleeps 4 · 1 bedroom · 1 bathroom
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Top rated rentals - Streeterville
Photo gallery for Luxury Downtown Penthouse with Private Rooftop!
Great stay 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