Holiday houses in South Loop, Chicago
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Top-rated holiday rentals in South Loop, Chicago
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for South Loop, Chicago holiday rentals
Other great holiday rentals in South Loop, Chicago
Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 101 reviewsCute, Clean, Cozy Apartment in Pilsen
Superhost
Guesthouse in Bridgeport
4.92 out of 5 average rating, 324 reviewsPrivate Studio in Bridgeport, Chicago
Guest favourite
Apartment in Bridgeport
4.98 out of 5 average rating, 172 reviewsBridgeport Garden Apartment
Guest favourite
Loft in Lake View
4.96 out of 5 average rating, 422 reviewsLakeview Loft-Vintage Chicago, Modern Amenities
Guest favourite
Home in West Town
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Guest favourite
Apartment in Lincoln Park
4.99 out of 5 average rating, 197 reviewsExplore Lincoln Park from a Polished Apartment
Guest favourite
Apartment in Near South Side
4.82 out of 5 average rating, 22 reviewsCozy Condo near Downtown Chicago
Guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 65 reviewsLocation! Location! Location!
Quick stats about accommodation 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
$15 AUD before taxes and fees
Destinations to explore
- Rentals with an EV charger South Loop
- Condo rentals South Loop
- Rentals with a fireplace South Loop
- Fitness-friendly rentals South Loop
- Monthly Rentals South Loop
- Rentals with a fire pit South Loop
- Pet-friendly rentals South Loop
- Family-friendly rentals South Loop
- Rentals with outdoor seating South Loop
- Rentals with a washing machine and dryer South Loop
- Rentals with a hot tub South Loop
- Apartment rentals South Loop
- Smoking-friendly rentals South Loop
- Rentals with a patio South Loop
- Rentals with lake access South Loop
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