Chicago Loop vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Chicago Loop
Guests agree: these vacation rentals 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 vacation rentals
Other great vacation rentals in Chicago Loop
Superhost
Rental unit in West Town
4.93 out of 5 average rating, 28 reviewsNew 1 Bedroom with a ton of amenities.
Guest favorite
Loft in West Loop
5 out of 5 average rating, 23 reviewsArtist Loft West Loop Restaurant Row
Guest favorite
Rental unit in South Lawndale
4.87 out of 5 average rating, 23 reviewsRenovated LittleVillage Retreat
Guest favorite
Guest suite in Avondale
4.92 out of 5 average rating, 89 reviewsLogan Square Garden Suite
Superhost
Rental unit in The Loop
4.87 out of 5 average rating, 30 reviewsThe Areal Oasis
Superhost
Rental unit in The Loop
4.89 out of 5 average rating, 37 reviewsLoop Loft-Subway & Art Institute
Superhost
Rental unit in Gold Coast
4.84 out of 5 average rating, 43 reviewsMAG MILE/Gold Coast Getaway (+Rooftop/Gym)
Guest favorite
Rental unit in Near West Side
4.86 out of 5 average rating, 58 reviewsGarden on Warren
Quick stats about vacation rentals in Chicago Loop
Total rentals
1K properties
Total number of reviews
25K reviews
Family-friendly rentals
270 properties are a good fit for families
Pet-friendly rentals
540 properties allow pets
Rentals with a pool
470 properties have a pool
Rentals with dedicated workspaces
650 properties have a dedicated workspace
Destinations to explore
- Hotel rentals Chicago Loop
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- Loft rentals Chicago Loop
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