Uptown vacation rentals
We found 1,993 vacation rentals — enter your dates for availability
Discover a selection of 35 apartments and other vacation rentals in Uptown that are perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll have the amenities you expect and more, which might include parking and a hot tub. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Uptown
Showing deals for:Feb 5 - Feb 12
Image gallery for Chicago Gold Coast Mansion 6 Bed Luxury Retreat

10 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
Chicago Gold Coast Mansion 6 Bed Luxury Retreat
Chicago
10% off
Price is CA $2,642
CA $25,105 total
Total includes taxes & fees
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Find properties near top attractions in Uptown
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Find the best place to stay - Uptown

Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
Sleeps 4 · 2 bedrooms · 1 bathroom
9.8 out of 10
exceptional
(39 reviews)
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