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Search results; Over 1,000 homes in Chicago

Top guest favourite
Bungalow in Chicago
Top-Rated 3BR Near O’Hare & Rosemont | Sleeps 6
3 bedrooms, 4 beds, 1 private bathroom
2–7 Aug
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4.87 out of 5 average rating, 191 reviews
Top guest favourite
Room in Chicago
Urban Oasis Pilsen - guest room in townhouse
1 queen bed, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 165 reviews
Top guest favourite
Flat in Chicago
Humboldt Park Loft
1 bedroom, 1 queen bed, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 179 reviews
Top guest favourite
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
1 queen bed, 1 bathroom
14–19 Aug
4.91 out of 5 average rating, 255 reviews
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 218 reviews
Top guest favourite
Flat in Chicago
Garden Apartment in the Historic Heart of the City
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.89 out of 5 average rating, 279 reviews
Guest favourite
Room in Chicago
Extreme Master w Private Bath near downtown
1 queen bed, 1 bathroom
16–21 Aug
4.88 out of 5 average rating, 104 reviews
Guest favourite
Room in Chicago
near festivals & united center
1 bed, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 116 reviews
Guest favourite
Room in Chicago
The Champlain Suite
1 bed, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Room in Chicago
Cottage Charm Logan Square –Private Rm/Bath + Den
1 queen bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 56 reviews
Guest favourite
Room in Chicago
Private Bedroom near Medical District
1 bed, 1 bathroom
13–19 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Chicago
Explore Lincoln Park from a Polished Apartment
1 bedroom, 1 queen bed, 1 bathroom
30 Nov – 5 Dec
5.0 out of 5 average rating, 315 reviews
Top guest favourite
Room in Chicago
Mid City, Vintage, Close to O'Hare Pvt Room
2 double beds, 1 bathroom
14–19 Sept
4.94 out of 5 average rating, 207 reviews
Guest favourite
Room in Chicago
Private Room & Shared Bathroom | Workstation
1 queen bed, 1 bathroom
8–13 Aug
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Rooms in Chicago
The Stained Glass Apt. Edgewater #2
2 bedrooms, 1 single bed, 1 bathroom
14–19 Sept
4.98 out of 5 average rating, 120 reviews
Top guest favourite
Flat in Chicago
Chic & Cozy Boho Vibe in Heart of Logan Square
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom, 2 beds, 1 bathroom
13–18 Dec
4.96 out of 5 average rating, 590 reviews
Guest favourite
Room in Oak Park
Walk to Train | Master Suite A Queen Bed Sleeps 2
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 39 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 126 reviews