Vacation rentals in South Loop, Chicago
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Top-rated vacation rentals in South Loop, Chicago
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for South Loop, Chicago vacation rentals
Other great vacation rentals in South Loop, Chicago
Guest favorite
Apartment in Bridgeport
4.98 out of 5 average rating, 172 reviewsBridgeport Garden Apartment
Guest favorite
Apartment in Lincoln Park
4.98 out of 5 average rating, 304 reviewsRedesigned Lower Level Studio in Historic Building
Guest favorite
Loft in Lake View
4.96 out of 5 average rating, 423 reviewsLakeview Loft-Vintage Chicago, Modern Amenities
Superhost
Guesthouse in Bridgeport
4.92 out of 5 average rating, 324 reviewsPrivate Studio in Bridgeport, Chicago
Guest favorite
Apartment in Near North Side
4.89 out of 5 average rating, 378 reviewsGreat Location Studio in the Gold Coast!!
Guest favorite
Apartment in Chicago
4.97 out of 5 average rating, 65 reviewsLocation! Location! Location!
Guest favorite
Apartment in Near South Side
4.82 out of 5 average rating, 22 reviewsCozy Condo near Downtown Chicago
Superhost
Apartment in Chicago
5.0 out of 5 average rating, 3 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
Quick stats about vacation rentals in South Loop, Chicago
Total rentals
420 properties
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
120 properties allow pets
Family-friendly rentals
240 properties are a good fit for families
Total number of reviews
15K reviews
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Destinations to explore
- Rentals with a fireplace South Loop
- Condo rentals South Loop
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- Monthly Rentals South Loop
- Pet-friendly rentals South Loop
- Fitness-friendly rentals South Loop
- Rentals with an EV charger South Loop
- Rentals with a fire pit South Loop
- Rentals with a washer and dryer South Loop
- Smoking-friendly rentals South Loop
- Family-friendly rentals South Loop
- Rentals with outdoor seating South Loop
- Apartment rentals South Loop
- Rentals with lake access South Loop
- Rentals with a patio South Loop
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