The Loop vacation rentals
We found 1,237 vacation rentals — enter your dates for availability
Select from 62 houses, 275 apartments, and other vacation rentals to find the perfect place for your stay in The Loop. Whether you’re staying in a vacation home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
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51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Sleeps 4 · 1 bedroom · 1 bathroom
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Top rated rentals - The Loop
Photo gallery for Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop
Great Chicago stay!
- 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