Apartment holiday rentals in Chicago Loop
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Top-rated apartment rentals in Chicago Loop
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago Loop apartment rentals
Weekly apartment rentals
Rental unit in Roscoe Village
Roscoe Village One Bed Lux Apartment Near Wrigley
Rental unit in Lincoln Park
Explore Lincoln Park from a Polished Apartment
Rental unit in Chicago
The Cottage
Rental unit in East Rogers Park
LAKESIDE PIED `A TERRE STEPS TO BEACH
Rental unit in Bridgeport
Bridgeport Garden Apartment
Rental unit in Chicago
Modern Apt with style & comfort in Pilsen Chicago
Rental unit in The Loop
Bright 2BR-2BA steps from The Bean & Michigan Ave
Rental unit in Logan Square
Sunny Logan Square Artists' home
Private apartment rentals
Rental unit in Andersonville
Lovely Andersonville Apt with Ideal Location
Rental unit in Near West Side
*Entire City Apartment 1 block to Train Park Free
Rental unit in Logan Square
Relaxed Bucktown/Wicker Park 1B Apt
Rental unit in West Loop
Peaceful River West Apt with free parking
Rental unit in Wicker Park
Stylish First Flr. Studio. Best Location Division+Hermitage.
Rental unit in West Town
iKlektik House Chicago / Robin
Rental unit in Portage Park
Comfortable, modern apartment 20 Min from Downtown
Rental unit in Chicago
McCormick 2B/2Ba w opt parking for up to 6 guests
Apartment rentals with a hot tub
Rental unit in West Town
Checkerboard Studio with Private Outdoor Hot Tub and Yard
Rental unit in Chicago
Skyline Serenity: Sauna, Hot Tub, Peloton, Views
Rental unit in Berwyn
“Dream slice of urban homesteading.”
Rental unit in West Loop
Cloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Rental unit in The Loop
The Areal Oasis
Rental unit in Logan Square
Luxe Suite + Spa House Retreat! Pets Welcome
Rental unit in Streeterville
Lake, City, & River View Condo
Rental unit in West Loop
Skyline Oasis: City & Lake Views
Quick stats about flat rentals in Chicago Loop
Total rentals
540 properties
Rentals with a pool
350 properties have a pool
Pet-friendly rentals
330 properties allow pets
Family-friendly rentals
180 properties are a good fit for families
Total number of reviews
11T reviews
Nightly prices starting at
₹836 before taxes and fees
Destinations to explore
- Flat rentals United States
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