
Places to stay in Chicago Loop
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Top-rated places to stay in Chicago Loop
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Chicago Loop places to stay
Other great vacation rentals in Chicago Loop
Guest favorite

Hotel room in South Loop
4.88 out of 5 average rating, 51 reviewsSouth Loop Studio Hotel (305)
Superhost

Private room in River North
4.87 out of 5 average rating, 210 reviewsChicago Speakeasy-Style Loft (Room 2B)

Shared hotel room in River North
4.75 out of 5 average rating, 24 reviewsConvenient Stay In The Heart of River North

Hotel room in Magnificent Mile
4.83 out of 5 average rating, 6 reviewsCity Escape! Pets Allowed, Parking!

Hotel room in South Loop
4.77 out of 5 average rating, 247 reviewsA polished, modern affair on iconic Michigan Ave.
Superhost

Hotel room in Grant Park
4.78 out of 5 average rating, 9 reviewsModern design and smart amenities

Hotel room in Chicago Loop
5 out of 5 average rating, 3 reviewsRelaxing Stay Downtown! Pets are Allowed

Hotel room in Near North Side
4.55 out of 5 average rating, 479 reviewsPlayful spirit and sustainable practices
Quick stats about vacation rentals in Chicago Loop
Total rentals
1.1K properties
Total number of reviews
28K reviews
Family-friendly rentals
290 properties are a good fit for families
Pet-friendly rentals
610 properties allow pets
Rentals with a pool
540 properties have a pool
Rentals with dedicated workspaces
550 properties have a dedicated workspace
Destinations to explore
- Loft rentals Chicago Loop
- Rentals with a washer and dryer Chicago Loop
- Rentals with lake access Chicago Loop
- Rentals with a fireplace Chicago Loop
- Rentals with an EV charger Chicago Loop
- Condo rentals Chicago Loop
- Rentals with a fire pit Chicago Loop
- Kid-friendly rentals Chicago Loop
- Rentals with breakfast Chicago Loop
- Rentals with a home theater Chicago Loop
- Apartment rentals Chicago Loop
- Waterfront rentals Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Rentals with beach access Chicago Loop
- Pet-friendly rentals Chicago Loop
- Rentals with a hot tub Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Hotel rentals Chicago Loop
- Rentals with a sauna Chicago Loop
- Rentals with a patio Chicago Loop
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
- Things to do Chicago Loop
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