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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Spacious 2 Bedroom in the heart of Lakeview!
2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
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4.99 out of 5 average rating, 156 reviews
Top guest favourite
Room in Chicago
Urban Oasis Pilsen - guest room in townhouse
5.0 out of 5 average rating, 165 reviews, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
Top guest favourite
Room in Chicago
Private bdr | Free garage parking | No fees
4.99 out of 5 average rating, 87 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Guest favourite
Room in Chicago
Hattie’s House
4.93 out of 5 average rating, 194 reviews, 1 double bed, 1 bathroom
1–6 Oct
Top guest favourite
Flat in Chicago
Humboldt Park Loft
4.98 out of 5 average rating, 178 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Oct
Top guest favourite
Room in Oak Park
Your home away from home.
4.95 out of 5 average rating, 39 reviews, 1 queen bed, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
5.0 out of 5 average rating, 67 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
4.91 out of 5 average rating, 255 reviews, 1 queen bed, 1 bathroom
14–19 Aug
Top guest favourite
Flat in Chicago
Garden Apartment in the Historic Heart of the City
4.89 out of 5 average rating, 279 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
5.0 out of 5 average rating, 218 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Room in Chicago
Mid City, Vintage, Close to O'Hare Pvt Room
4.94 out of 5 average rating, 207 reviews, 2 double beds, 1 bathroom
14–19 Sept
Top guest favourite
Rooms in Chicago
The Stained Glass Apt. Edgewater #2
4.98 out of 5 average rating, 120 reviews, 2 bedrooms, 1 single bed, 1 bathroom
14–19 Sept
Guest favourite
Room in Chicago
Private Bedroom near Medical District
5.0 out of 5 average rating, 5 reviews, 1 bed, 1 bathroom
13–19 Oct
Top guest favourite
Flat in Chicago
Explore Lincoln Park from a Polished Apartment
5.0 out of 5 average rating, 315 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Nov – 5 Dec
Top guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
4.96 out of 5 average rating, 590 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Dec
Top guest favourite
Flat in Chicago
Modern Chicago 1BR | Near Lincoln Park & Loop
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Room in Chicago
Sunny Oasis Steps From the Lake
4.99 out of 5 average rating, 68 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Guest favourite
Room in Chicago
Private Room & Shared Bathroom | Workstation
4.92 out of 5 average rating, 49 reviews, 1 queen bed, 1 bathroom
8–13 Aug
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
4.97 out of 5 average rating, 494 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept