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Search results; Over 1,000 homes in Chicago

Top guest favourite
Loft in Chicago
Former Artist Studio
2 bedrooms, 2 beds, 1.5 private bathrooms
29 Sept – 4 Oct
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4.99 out of 5 average rating, 226 reviews
Top guest favourite
Room in Chicago
Cottage Charm Logan Square –Private Rm/Bath + Den
5.0 out of 5 average rating, 55 reviews, 1 queen bed, 1 bathroom
9–14 Aug
Top guest favourite
Apartment in Chicago
Great location. Free parking.
4.97 out of 5 average rating, 908 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 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
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
Room in Chicago
Private bdr | Free garage parking | No fees
4.99 out of 5 average rating, 87 reviews, 1 queen bed, 1 bathroom
10–15 Aug
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
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 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
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
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
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
Top guest favourite
Flat in Chicago
Chic & Cozy Boho Vibe in Heart of Logan Square
4.96 out of 5 average rating, 77 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
Room in Chicago
Guest room in Dunning, Chicago IL
5.0 out of 5 average rating, 5 reviews, 1 queen bed, 1 bathroom
19–24 Sept
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
4.99 out of 5 average rating, 108 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Dec
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
7–12 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 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
Guest suite in Chicago
Private Lincoln Square one bed+bath studio apt.
4.99 out of 5 average rating, 432 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Nov