Holiday rentals 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
Get the amount of space that is right for you
Popular amenities for South Loop, Chicago holiday rentals
Other great holiday rentals in South Loop, Chicago
Guest favourite
Guest suite in Bridgeport
4.96 out of 5 average rating, 182 reviewsClean, Cozy, Comfortable Studio Near Downtown
3–10 Jul
₹11,327 per night
Guest favourite
Flat in Bridgeport
4.98 out of 5 average rating, 170 reviewsBridgeport Garden Apartment
6–13 Aug
₹9,209 per night
Guest favourite
Flat in Gold Coast
4.89 out of 5 average rating, 140 reviewsCharming Gold Coast One-Bedroom Near Downtown!
28 Jan – 4 Feb
₹8,625 per night
Guest favourite
Flat in Near North Side
4.81 out of 5 average rating, 481 reviewsGreat Location Studio II
22–29 Nov
₹9,433 per night
Superhost
Flat in Chicago
4.78 out of 5 average rating, 18 reviewsCozy Condo near Downtown Chicago
23–30 Dec
₹12,585 per night
Superhost
Flat in Chicago
4.81 out of 5 average rating, 86 reviewsMcCormick Pl 420 friendly 1br/1ba parking/sleeps 4
30 Dec – 6 Jan
₹11,217 per night
Guest favourite
Flat in Chicago
4.97 out of 5 average rating, 60 reviewsLocation! Location! Location!
13–20 Jul
₹11,433 per night
Superhost
Flat in Chicago
4.95 out of 5 average rating, 21 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
18–25 Jan
₹9,503 per night
Quick stats about holiday 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
15T reviews
Nightly prices starting at
₹833 before taxes and fees
Destinations to explore
- Smoking-friendly rentals South Loop
- Rentals with a firepit South Loop
- Apartment rentals South Loop
- Rentals with pools South Loop
- Monthly Rentals South Loop
- Rentals with a patio South Loop
- Fitness-friendly rentals South Loop
- Pet-friendly rentals South Loop
- Family-friendly rentals South Loop
- Rentals with lake access South Loop
- Rentals with a hot tub South Loop
- Rentals with an EV charger South Loop
- Rentals with a washing machine and dryer South Loop
- Rentals with outdoor seating South Loop
- Flat rentals South Loop
- Rentals with a fireplace South Loop
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