Hotel vacation rentals in Chicago Loop
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Top-rated hotel rentals in Chicago Loop
Guests agree: these hotel rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago Loop hotel rentals
Family-friendly hotel rentals
Boutique hotel in Chicago
4.78 out of 5 average rating, 91 reviewsLuxury 2BR Suite next to Loyola University
Dec 22 – 29
Shared hotel room in Near North Side
4.58 out of 5 average rating, 81 reviewsHotel Perks - Private Bedroom | Private Bathroom
Jan 20 – 27
Aparthotel in Chicago
4.85 out of 5 average rating, 20 reviews2BD Suite @The Guesthouse Hotel (2)
Jul 30 – Aug 6
Boutique hotel in Chicago
4.97 out of 5 average rating, 38 reviews1BD Suite @ The Guesthouse Hotel
Jun 20 – 27
Hotel room in Uptown
4.98 out of 5 average rating, 44 reviews1 BD Luxury Boutique Apartment
Jun 18 – 25
Boutique hotel in Andersonville
4.67 out of 5 average rating, 6 reviews1BD Suite @ The Guesthouse Hotel(2)
Jul 24 – 31
Hotel room in Chicago
4.91 out of 5 average rating, 34 reviews2BD/2BA Luxury Apartment - Roof Deck Access
Oct 3 – 10
Hotel room in Near North Side
4.48 out of 5 average rating, 3624 reviewsHotel Perks - Private Bedroom | Private Bathroom
Feb 13 – 20
Hotel rentals with a pool
Hotel in Near North Side
5.0 out of 5 average rating, 3 reviewsHaven of Serenity! Pets Allowed, Onsite Pool
Jan 25 – Feb 1
Hotel in Westmont
4.53 out of 5 average rating, 43 reviewsKing Bed with a private tub (breakfast included)
May 28 – Jun 4
Hotel in Chicago
5.0 out of 5 average rating, 3 reviewsComfort and Relaxation! Parking, Near Navy Pier
Jan 20 – 27
Hotel in Chicago
5.0 out of 5 average rating, 6 reviewsLight-flooded rooms and city views
Jul 14 – 21
Hotel in Gold Coast
120-yr-old landmark with floor-to-ceiling views
Jun 10 – 17
Hotel in Schaumburg
3.67 out of 5 average rating, 3 reviews"Radisson Hotel Schaumburg"
Mar 19 – 26
Hotel in Near North Side
5.0 out of 5 average rating, 3 reviewsCozy Stay in River North! with Indoor Pool
May 10 – 17
Hotel in River North
4.5 out of 5 average rating, 4 reviewsA short drive to Willis Tower! 2 Comfortable Units
Dec 8 – 15
Quick stats about hotel rentals in Chicago Loop
Total rentals
130 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
$100 before taxes and fees
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