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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in Chicago
1BR South Loop Loft I SuperHost + Top Rated!
1 bedroom, 3 beds, 1 private bathroom
7–12 Oct
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4.89 out of 5 average rating, 297 reviews
Top guest favourite
Room in Chicago
Private bdr | Free garage parking | No fees
1 queen bed
16–21 Aug
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Room in Chicago
Urban Oasis Pilsen - guest room in townhouse
1 queen bed
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
13–18 Oct
4.98 out of 5 average rating, 178 reviews
Top guest favourite
Room in Oak Park
Your home away from home.
1 queen bed
2–7 Aug
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
1 bedroom, 1 queen bed
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
1–6 Nov
4.89 out of 5 average rating, 279 reviews
Top guest favourite
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
1 queen bed
14–19 Aug
4.91 out of 5 average rating, 255 reviews
Top guest favourite
Flat in Chicago
Explore Lincoln Park from a Polished Apartment
1 bedroom, 1 queen bed
30 Nov – 5 Dec
5.0 out of 5 average rating, 315 reviews
Top guest favourite
Flat in Chicago
Modern Chicago 1BR | Near Lincoln Park & Loop
1 bedroom, 1 queen bed
29 Aug – 3 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom, 2 beds
13–18 Dec
4.96 out of 5 average rating, 590 reviews
Guest favourite
Room in Chicago
Private Bedroom near Medical District
1 bed
13–19 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 494 reviews
Top guest favourite
Rooms in Chicago
The Stained Glass Apt. Edgewater #2
2 bedrooms, 1 single bed
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
1–6 Nov
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds
3–8 Dec
4.99 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Chicago
Next to Riot Fest, spacious garden apartment
1 bedroom, 3 beds
31 Mar – 5 Apr
4.92 out of 5 average rating, 218 reviews
Top guest favourite
Guest house in Chicago
Guesthouse | Near public transit and Lake front
1 bedroom, 1 queen bed
11–16 Oct
4.91 out of 5 average rating, 126 reviews
Guest favourite
Room in Oak Park
Walk to Train | Master Suite A Queen Bed Sleeps 2
1 queen bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 39 reviews