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Old Town Chicago holiday rentals
We found 604 holiday rentals — enter your dates for availability
Discover a selection of 14 homes, 19 apartments and other holiday rentals in Old Town Chicago that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as a hot tub and a washer and dryer. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.
Find the best place to stay - Old Town Chicago
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Sleeps 4 · 1 bedroom · 1 bathroom
Find spaces that suit your style
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Top rated rentals - Old Town Chicago
Photo gallery for 51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
Terrific trip to Chicago
- 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, gardens and more
- More for lessMore space, more privacy, more amenities — more value