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Search resultsOver 1,000 places in Chicago

Display total price
Includes all fees, before taxes
Room in Chicago
Stay with Ashley, Running this b&b
British Themed Room in the Middle of Boystown
Aug 20 – 25
$74 per night
Superhost
283
Reviews
4.83
Rating
4
Years hosting
Room in Chicago
Stay with Bennett, Elementary teacher
Fresh and Sunny Bed & Bath by UofC
Aug 17 – 22
$76 per night
Superhost
212
Reviews
4.9
Rating
8
Years hosting
Room in Evanston
Stay with Patricia, I am an art teacher.
Classy and Cozy 2nd. Room
Jun 4 – 9
$88 per night
Superhost
367
Reviews
4.95
Rating
10
Years hosting
Room in Oak Park
Stay with Jeffrey, Hosting for 6 years
Victorian Gem in Heart of FLW District
Jul 9 – 14
$93 per night
155
Reviews
4.9
Rating
6
Years hosting
Room in Darien
Stay with Jyoti, Works in finance
Cozy Retreat with Private Bathroom
Jun 26 – Jul 1
$54 per night
Superhost
113
Reviews
4.88
Rating
7
Years hosting
Room in Chicago
Stay with William, English teacher
At the crossroads of comfort and care
Jun 11 – 16
$74 per night
Superhost
210
Reviews
4.96
Rating
8
Years hosting
Room in Chicago
Stay with Matt, Attorney and advisor
Private bedroom in Lincoln Park
Aug 21 – 26
$120 per night
Superhost
295
Reviews
4.92
Rating
8
Years hosting
Room in Willow Springs
Stay with Cathleen, I was a waitress
Catmandu
Jun 11 – 16
$91 per night
Superhost
405
Reviews
4.95
Rating
4
Years hosting
Room in Elmhurst
Stay with Jan, Parent to four kids
Cozy room with private bathroom.
Jun 25 – 30
$100 per night
Superhost
98
Reviews
5.0
Rating
7
Years hosting
Room in Chicago
Stay with Tamiz, Hosting for 9 years
Mid City, Vintage, Close to O'Hare Pvt Room
Jun 17 – 22
$62 per night
Superhost
131
Reviews
4.95
Rating
9
Years hosting
Room in Chicago
Stay with David, Pedicab driver
Bridgeport Art District - Bedroom # 1
Jun 11 – 16
$45 per night
53
Reviews
4.74
Rating
2
Years hosting
Room in Chicago
Stay with Caryl, Professor
Historic campus house owned by U of C Prof
Jun 18 – 23
$150 per night
Superhost
45
Reviews
4.91
Rating
6
Years hosting
Room in Chicago
Stay with Gerard, Coffee/computer geek
Exquisite Room Pvt Bath in Immaculate Home
Jul 2 – 9
$101 per night
Superhost
46
Reviews
5.0
Rating
3
Years hosting
Apartment in Chicago
Standard 2 Double at Millennium Knickerbocker
2 double beds
Jun 11 – 17
$168 per night
Room in Chicago
Stay with Linda, Teacher, activist
Haddon Hideaway, a cozy room in a Landmark Cottage
Aug 17 – 22
$92 per night
198
Reviews
4.92
Rating
6
Years hosting
Boutique hotel in Chicago
Luxury Stay - Claridge House, Queen Room
1 queen bed
Jun 18 – 23
$154 per night
Room in Chicago
Stay with Nina, Museum owner
Incredible Bdrm In Unique Insect Museum w/Animals
Jun 21 – 28
$122 per night, originally $143
Superhost
13
Reviews
5.0
Rating
7
Months hosting
Room in Chicago
Stay with Caroline, Hosting for 6 years
East Wing at the Kilbourn House
Jun 11 – 17
$67 per night
Superhost
47
Reviews
4.94
Rating
6
Years hosting