Apartment vacation 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.
Vacation rentals for every style
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Popular amenities for Chicago Loop apartment rentals
Weekly apartment rentals
Rental unit in Ukrainian Village
4.9 out of 5 average rating, 496 reviewsiKlektik House Chicago / Robin
Rental unit in Near West Side
4.83 out of 5 average rating, 300 reviews*Entire City Apartment 1 block to Train Park Free
Rental unit in Lincoln Park
4.87 out of 5 average rating, 116 reviewsSounds Of The City
Rental unit in Pilsen Historic District
4.85 out of 5 average rating, 265 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Rental unit in Pilsen Historic District
4.82 out of 5 average rating, 458 reviewsEclectic Artist Designed Sanctuary Heart of Pilsen
Rental unit in Wicker Park
4.89 out of 5 average rating, 129 reviewsCharming Two Bedroom in Wicker Park
Rental unit in Lincoln Park
4.96 out of 5 average rating, 103 reviewsElegant Depaul Apt on Jonquil Park
Rental unit in West Town
4.92 out of 5 average rating, 331 reviewsSpacious & private! Free parking! Great location!
Private apartment rentals
Rental unit in Lake View
4.93 out of 5 average rating, 67 reviewsThe Shingle Life near Wrigley
Rental unit in West Lake View
4.95 out of 5 average rating, 91 reviewsChic retreat near the best of Lakeview & Wrigley
Rental unit in Roscoe Village
4.95 out of 5 average rating, 263 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Rental unit in Logan Square
4.95 out of 5 average rating, 255 reviewsSpacious and Cozy Logan Square Apartment
Rental unit in Lincoln Park
4.81 out of 5 average rating, 134 reviewsThe Biddle House (#2)
Rental unit in Pilsen Historic District
4.83 out of 5 average rating, 103 reviewsPilsen Blue Door
Rental unit in Near South Side
4.88 out of 5 average rating, 17 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
Rental unit in The Loop
4.9 out of 5 average rating, 30 reviewsLoop Loft-Subway & Art Institute
Apartment rentals with a hot tub
Rental unit in Lake View
4.5 out of 5 average rating, 4 reviewsCity Life, Neighborhood Comfort - Studio
Rental unit in West Rogers Park
4.88 out of 5 average rating, 42 reviewsSpacious Beautiful Condo
Rental unit in West Loop
4.73 out of 5 average rating, 11 reviewsCloud9 | Co-Working+Golf|@Fulton Market |The Dada
Rental unit in West Loop
5 out of 5 average rating, 17 reviewsSkyline Oasis: City & Lake Views
Rental unit in Chicago
4.88 out of 5 average rating, 49 reviewsPrivate Rooftop Views from Penthouse Suite
Rental unit in Magnificent Mile
4.87 out of 5 average rating, 91 reviews4Br Gold Coast Duplex w Jacuzzi in the Bedroom!
Rental unit in Belmont Cragin
4.98 out of 5 average rating, 63 reviewsBelmont Pleasures - hot tub / arcade gaming room
Rental unit in Streeterville
5 out of 5 average rating, 19 reviewsLake, City, & River View Condo
Quick stats about apartment rentals in Chicago Loop
Total rentals
570 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
350 properties allow pets
Rentals with a pool
340 properties have a pool
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