
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

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

Private room in Near Southside
4.77 out of 5 average rating, 114 reviewsPrivate room near IIT, McCormick Pl, free parking3

Private room in West Town
4.69 out of 5 average rating, 360 reviewsB1 - Next to Downtown Chicago - Private Room
Guest favourite

Private room in Chinatown
4.94 out of 5 average rating, 16 reviewsChicagoChinatownCenterB
Top guest favourite

Private room in Lincoln Square
4.99 out of 5 average rating, 92 reviewsTuscan-inspired Living near the River and Lincoln Square
Top guest favourite

Private room in Chicago
5 out of 5 average rating, 47 reviewsJeffery Manor - Private Room

Private room in Lower West Side
4.74 out of 5 average rating, 19 reviewsTwinning & Winning - Yellow Key - Place 2

Hotel room in Near North Side
4.6 out of 5 average rating, 674 reviewsPlayful spirit and sustainable practices
Quick stats about holiday rentals in South Loop
Total rentals
480 properties
Nightly prices starting at
€ 26 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
- Rentals with a hot tub South Loop
- Rentals with an EV charger South Loop
- Pet-friendly rentals South Loop
- Rentals with a firepit South Loop
- Rentals with a washing machine and dryer South Loop
- Rentals with lake access South Loop
- Rentals with a sauna South Loop
- Fitness-friendly rentals South Loop
- Smoking-friendly rentals South Loop
- Rentals with outdoor seating South Loop
- Rentals with a fireplace South Loop
- Apartment rentals South Loop
- Rentals with a patio South Loop
- Family-friendly rentals South Loop
- Flat rentals 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
- Raging Waves Waterpark
- The Beverly Country Club
- The 606