Near North Side vacation rentals
We found 1,132 vacation rentals — enter your dates for availability
Find the perfect place for your stay in Near North Side by choosing from 197 houses, 497 apartments, and other vacation rentals. Vacation rentals provide the best amenities for your family, friends, or furry companion, like air conditioning and WiFi. You'll be able to choose a rental for everyone's needs, including options that are accessible or non-smoking.
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Find the best place to stay - Near North Side
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Sleeps 4 · 1 bedroom · 1 bathroom
Top rated rentals - Near North Side
Photo gallery for 52th Floor Penthouse - Fireplace, VIEWS, grocery store in building.
Amazing night views
- 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