
Holiday rentals in South Loop
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Top-rated holiday rentals in South Loop
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 holiday rentals
Other great holiday rentals in South Loop
Guest favourite

Private room in Bridgeport
5 out of 5 average rating, 14 reviewsRoom w/ Private Bath | Chicago

Private room in Chicago
5 out of 5 average rating, 4 reviewsComfortable Private 1 bedroom
Guest favourite

Private room in West Town
4.8 out of 5 average rating, 165 reviewsi1- Right in front United Center&Next to Downtown

Private room in Little Italy
4.76 out of 5 average rating, 86 reviewsBeautiful Private Room 5 min to the City
Guest favourite

Private room in Chinatown
4.93 out of 5 average rating, 15 reviewsChicagoChinatownCenterB

Hotel room in South Loop
4.65 out of 5 average rating, 89 reviewsModern design with VU Skyward rooftop bar

Private room in Bridgeport
4.54 out of 5 average rating, 24 reviewsK1. Next to downtown, small & noisy room

Private room in Bridgeport
4.7 out of 5 average rating, 27 reviewsSouth Loop Luxury Lofts
Quick stats about holiday rentals in South Loop
Total rentals
480 properties
Nightly prices starting at
€ 25 before taxes and fees
Total number of reviews
21K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
130 properties have a pool
Destinations to explore
- Smoking-friendly rentals South Loop
- Rentals with a fireplace South Loop
- Apartment rentals South Loop
- Rentals with a sauna South Loop
- Rentals with a hot tub South Loop
- Flat rentals South Loop
- Family-friendly rentals South Loop
- Pet-friendly rentals South Loop
- Rentals with an EV charger South Loop
- Rentals with a firepit South Loop
- Rentals with a patio South Loop
- Rentals with lake access South Loop
- Rentals with outdoor seating South Loop
- Fitness-friendly rentals South Loop
- Rentals with a washing machine and dryer South Loop
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Washington Park Zoo
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606