Streeterville vacation rentals
We found 707 vacation rentals — enter your dates for availability
Discover a selection of 64 homes, 69 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.
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Find the best place to stay - Streeterville
Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection
Sleeps 2 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(1 review)
Top rated rentals - Streeterville
Great place!
10 out of 10
exceptional
(275 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value