South Loop, Chicago vacation rentals
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Top-rated vacation rentals in South Loop, Chicago
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Popular amenities for South Loop, Chicago vacation rentals
Other great vacation rentals in South Loop, Chicago
Guest favorite
Loft in West Loop
5 out of 5 average rating, 23 reviewsArtist Loft West Loop Restaurant Row
Guest favorite
Rental unit in West Lake View
4.95 out of 5 average rating, 99 reviewsChic retreat near the best of Lakeview & Wrigley
Guest favorite
Rental unit in Chicago
4.88 out of 5 average rating, 81 reviewsStunning Basement Apartment w/free street parking!
Guest favorite
Guest suite in Avondale
4.92 out of 5 average rating, 90 reviewsLogan Square Garden Suite
Guest favorite
Rental unit in Bridgeport
4.9 out of 5 average rating, 59 reviewsBridgeport Place -free parking, McCormick-Sox Park
Guest favorite
Rental unit in Bridgeport
4.91 out of 5 average rating, 55 reviewsPrime Bridgeport - McGuane Park
Guest favorite
Rental unit in Old Town
5 out of 5 average rating, 24 reviewsOld Town Tranquility (+parking)
Superhost
Rental unit in The Loop
4.89 out of 5 average rating, 38 reviewsLoop Loft-Subway & Art Institute
Quick stats about vacation rentals in South Loop, Chicago
Total rentals
460 properties
Nightly prices starting at
R181 ZAR before taxes and fees
Total number of reviews
19K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
110 properties have a pool
Destinations to explore
- Pet-friendly rentals South Loop
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- Monthly Rentals South Loop
- Rentals with an EV charger South Loop
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- Condo rentals South Loop
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- Rentals with a washer and dryer South Loop
- Fitness-friendly rentals South Loop
- Family-friendly rentals South Loop
- Apartment rentals South Loop
- Rentals with outdoor seating South Loop
- Rentals with a patio South Loop
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