Chicago Loop vacation rentals
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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
Guest favorite
Guesthouse in Wicker Park
4.96 out of 5 average rating, 25 reviewsSolar Victorian MCM Coach House
Guest favorite
Loft in West Loop
5 out of 5 average rating, 23 reviewsArtist Loft West Loop Restaurant Row
Guest favorite
Guest suite in Avondale
4.92 out of 5 average rating, 90 reviewsLogan Square Garden Suite
Guest favorite
Rental unit in Lincoln Park
4.95 out of 5 average rating, 109 reviewsElegant Depaul Apt on Jonquil Park
Superhost
Rental unit in The Loop
4.89 out of 5 average rating, 38 reviewsLoop Loft-Subway & Art Institute
Superhost
Rental unit in Gold Coast
4.84 out of 5 average rating, 44 reviewsMAG MILE/Gold Coast Getaway (+Rooftop/Gym)
Guest favorite
Rental unit in Near North Side
4.93 out of 5 average rating, 75 reviews50th Floor Mag Mile Studio
Guest favorite
Rental unit in The Loop
4.97 out of 5 average rating, 30 reviewsThe Downtown Oasis (2BD / 2BA)
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
- Rentals with a patio Chicago Loop
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- Pet-friendly rentals Chicago Loop
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