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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
Your Chicago Retreat
3 bedrooms, 3 beds, 1.5 private bathrooms
20–25 Sept
,
4.99 out of 5 average rating, 302 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, 54 reviews
Top guest favourite
Flat in Chicago
Humboldt Park Loft
1 bedroom, 1 queen bed, 1 bathroom
13–18 Oct
4.98 out of 5 average rating, 178 reviews
Guest favourite
Room in Chicago
Hattie’s House
1 double bed, 1 bathroom
1–6 Oct
4.93 out of 5 average rating, 194 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
Top guest favourite
Flat in Chicago
King Sleep Number Bed – No Cleaning Fee
1 bedroom, 1 bed, 1 bathroom
16–21 Nov
4.96 out of 5 average rating, 116 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
Room in Oak Park
Your home away from home.
1 queen bed, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Chicago
Modern Chicago 1BR | Near Lincoln Park & Loop
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 6 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
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
Top guest favourite
Room in Chicago
Mid City, Vintage, Close to O'Hare Pvt Room
2 double beds, 1 bathroom
9–14 Sept
4.94 out of 5 average rating, 206 reviews
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds, 1 bathroom
6–11 Dec
4.99 out of 5 average rating, 108 reviews
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
2 bedrooms, 2 beds, 2 bathrooms
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, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 120 reviews
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds, 1 bathroom
18–23 Jan
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Room in Evanston
Peaceful Room with natural light/Shared bath
1 queen bed, 1 bathroom
8–13 Aug
4.99 out of 5 average rating, 216 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