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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Urban Chic Apartment by the Magnificent Mile
2 bedrooms, 2 beds, 1 private bathroom
17–22 Nov
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4.95 out of 5 average rating, 294 reviews
Top guest favourite
Room in Chicago
Cottage Charm Logan Square –Private Rm/Bath + Den
1 queen bed
9–14 Aug
5.0 out of 5 average rating, 54 reviews
Guest favourite
Room in Chicago
Hattie’s House
1 double bed
1–6 Oct
4.93 out of 5 average rating, 194 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
Flat in Chicago
King Sleep Number Bed – No Cleaning Fee
1 bedroom, 1 bed
16–21 Nov
4.96 out of 5 average rating, 116 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
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
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
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
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed
19–24 Sept
5.0 out of 5 average rating, 4 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, 76 reviews
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds
6–11 Dec
4.99 out of 5 average rating, 108 reviews
Top guest favourite
Room in Chicago
Mid City, Vintage, Close to O'Hare Pvt Room
2 double beds
14–19 Sept
4.94 out of 5 average rating, 207 reviews
Top guest favourite
Rooms in Chicago
The Stained Glass Apt. Edgewater #2
2 bedrooms, 1 single bed
7–12 Sept
4.98 out of 5 average rating, 120 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
18–23 Jan
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
27 Nov – 2 Dec
4.95 out of 5 average rating, 685 reviews
Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed
21–26 Sept
4.93 out of 5 average rating, 264 reviews
Guest favourite
Room in Chicago
Private Room & Shared Bathroom | Workstation
1 queen bed
8–13 Aug
4.92 out of 5 average rating, 49 reviews