Chicago Vacation Rentals
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Vacation Rentals in Chicago
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
4-Bedroom Penthouse w/ 2 Large Balconies & Rooftop
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Ground Floor Studios in Chicago by 747 Lofts
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
The Neighborhood Hotel-Little Italy
Wrigley/Southport Corridor Garden Oasis +parking!
Walking distance to restaurants, shops and Lake Michigan,
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
Cozy modern unit w/ easy access to downtown Chi
Chic Suite/Mins to L Train /Laundry/Free Parking
Sentral Michigan Avenue
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
LUXE 3 BR, 2 BA + Hot Tub
Sonder South Wabash
Other types of properties in Chicago you may be interested in
River Hotel
The Westin Michigan Avenue Chicago
Warwick Allerton - Chicago
Find out more about Chicago
Find out more about Chicago
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chicago. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.
Recent reviews of Chicago properties
Recent reviews of Chicago properties
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