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Search results; Over 1,000 places in Chicago

Shared hotel room in Chicago
Traveler's Dream - 1 bed in a shared bedroom
1 bunk bed
Apr 20 – 25
4.52 out of 5 average rating, 1682 reviews
Boutique hotel in Chicago
Luxury Stay - Claridge House, Queen Room
1 queen bed
Apr 28 – May 3
4.43 out of 5 average rating, 689 reviews
Superhost
Apartment in Chicago
Chic Furnished Studio w/ Laundry
1 queen bed
Apr 28 – May 3
4.79 out of 5 average rating, 108 reviews
Superhost
Apartment in Chicago
Best Studio Apartment Near Boystown!
1 queen bed
Apr 21 – 26
4.78 out of 5 average rating, 91 reviews
Superhost
Room in Chicago
Stay with Nala & OwenHosting for 6 years,
Fashionable Room w/ full bathroom - FREE PARKING!
Apr 20 – 25
4.77 out of 5 average rating, 188 reviews
Hotel in Chicago
Lincoln Park gem with storied jazz & rock history
1 double bed
Apr 21 – 26
4.61 out of 5 average rating, 211 reviews
Apartment in Chicago
Standard King Bed Hotel Room at Magnificent Mile
1 king bed
Apr 28 – May 3
4.59 out of 5 average rating, 109 reviews
Guest favorite
Apartment in Chicago
Spacious, light-drenched studio-private entrance!
Apr 21 – 26
4.94 out of 5 average rating, 190 reviews
Guest favorite
Tiny home in Burr Ridge
Less is more! Pet friendly Tiny Home near Chicago!
2 beds
Jun 2 – 7
4.92 out of 5 average rating, 238 reviews
Apartment in Chicago
The Elstonian
3 queen beds
Apr 28 – May 3
New place to stay
Guest favorite
Guest suite in Chicago
Luxe, Private Suite w/Own Entrance-2023 Renovated
1 queen bed
Apr 21 – 26
4.92 out of 5 average rating, 309 reviews
Guest favorite
Condo in Chicago
Lincoln Park Hideaway - 5 Min Walk to the Park!
3 beds
Apr 21 – 26
4.92 out of 5 average rating, 101 reviews
Guest favorite
Home in Chicago
Charming 3-BED in Lincoln Park/ Old Town & Parking
3 beds
Apr 28 – May 3
5.0 out of 5 average rating, 44 reviews
Guest favorite
Guest suite in Chicago
1 mile from Wrigley Field
2 beds
May 12 – 17
4.95 out of 5 average rating, 174 reviews
Guest favorite
Guesthouse in Chicago
Quiet, Cozy 1-Bedroom Carriage House in Chicago
1 double bed
Apr 21 – 26
4.94 out of 5 average rating, 81 reviews
Guest favorite
Apartment in Chicago
Lincoln Square Oasis - Bright, clean studio
2 beds
Apr 21 – 26
4.95 out of 5 average rating, 22 reviews
Guest favorite
Apartment in Chicago
Newly Renovated 1BD near West Loop & Little Italy
2 beds
Apr 21 – 26
5.0 out of 5 average rating, 26 reviews
Guest favorite
Condo in Chicago
Lincoln Square Gem!
2 queen beds
Sep 15 – 20
4.98 out of 5 average rating, 328 reviews