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
Get the amount of space that is right for you
Popular amenities for Chicago Loop vacation rentals
Other great vacation rentals in Chicago Loop
Guest favorite
Guesthouse
4.96 out of 5 average rating, 25 reviewsSolar Victorian MCM Coach House
Guest favorite
Loft
5 out of 5 average rating, 23 reviewsArtist Loft West Loop Restaurant Row
Guest favorite
Guest suite
4.92 out of 5 average rating, 90 reviewsLogan Square Garden Suite
Guest favorite
Rental unit
4.95 out of 5 average rating, 109 reviewsElegant Depaul Apt on Jonquil Park
Superhost
Rental unit
4.89 out of 5 average rating, 38 reviewsLoop Loft-Subway & Art Institute
Superhost
Rental unit
4.84 out of 5 average rating, 44 reviewsMAG MILE/Gold Coast Getaway (+Rooftop/Gym)
Guest favorite
Rental unit
4.93 out of 5 average rating, 75 reviews50th Floor Mag Mile Studio
Guest favorite
Rental unit
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 an EV charger Chicago Loop
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- Monthly Rentals Chicago Loop
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- Rentals with a patio Chicago Loop
- Rentals with a fire pit Chicago Loop
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