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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Popular amenities for South Loop, Chicago holiday rentals
Other great holiday rentals in South Loop, Chicago
Guest favourite
Guest house
5 out of 5 average rating, 17 reviewsCozy Coach House in West Town with garage!
Guest favourite
Guest suite in Chicago
4.88 out of 5 average rating, 34 reviewsComfy suite w/ steam shower near McCormick Place
Guest favourite
Loft in West Loop
5 out of 5 average rating, 23 reviewsArtist Loft West Loop Restaurant Row
Guest favourite
Rental unit in Chicago
4.88 out of 5 average rating, 80 reviewsStunning Basement Apartment w/free street parking!
Superhost
Rental unit
4.78 out of 5 average rating, 9 reviewsMcCormick Pl 420 friendly 2br/2ba parking/sleeps 6
Guest favourite
Guest suite in West Town
4.94 out of 5 average rating, 65 reviewsRenovated basement studio w/ independent entrance
Guest favourite
Rental unit in Bridgeport
4.91 out of 5 average rating, 55 reviewsPrime Bridgeport - McGuane Park
Superhost
Rental unit in Bridgeport
4.83 out of 5 average rating, 60 reviewsYour Perfect Spot :)-With Memory Foam Mattress!
Quick stats about holiday rentals in South Loop, Chicago
Total rentals
460 properties
Nightly prices starting at
£8 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
- Rentals with a hot tub South Loop
- Fitness-friendly rentals South Loop
- Monthly Rentals South Loop
- Apartment rentals South Loop
- Rentals with an EV charger South Loop
- Rentals with a fireplace South Loop
- Rentals with a washing machine and dryer South Loop
- Family-friendly rentals South Loop
- Flat rentals South Loop
- Rentals with lake access South Loop
- Rentals with outdoor seating South Loop
- Rentals with a patio South Loop
- Rentals with a firepit South Loop
- Smoking-friendly rentals South Loop
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