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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Downtown Chicago
Elegant Suite in Gold Coast
1 bedroom, 2 beds, 1.5 private bathrooms
28 Aug – 2 Sept
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4.98 out of 5 average rating, 212 reviews
Top guest favourite
Room in South Loop
Urban Oasis Pilsen - guest room in townhouse
5.0 out of 5 average rating, 165 reviews, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
Top guest favourite
Room in Logan Square
Cottage Charm Logan Square –Private Rm/Bath + Den
5.0 out of 5 average rating, 54 reviews, 1 queen bed, 1 bathroom
9–14 Aug
Guest favourite
Room in West Town
Hattie’s House
4.93 out of 5 average rating, 194 reviews, 1 double bed, 1 bathroom
1–6 Oct
Top guest favourite
Flat in Humboldt Park
Humboldt Park Loft
4.98 out of 5 average rating, 178 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Oct
Top guest favourite
Flat in West Loop
Garden Apartment in the Historic Heart of the City
4.89 out of 5 average rating, 279 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Elmwood Park
King Sleep Number Bed – No Cleaning Fee
4.96 out of 5 average rating, 116 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Nov
Top guest favourite
Room in Hyde Park
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
Flat in Downtown 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
Flat in Lincoln Park
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
Loft in Lake View
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
Flat in Logan Square
Chic & Cozy Boho Vibe in Heart of Logan Square
4.96 out of 5 average rating, 76 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
Guest favourite
Room in West Town
Extreme Master w Private Bath near downtown
4.88 out of 5 average rating, 104 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Room in Chicago
Guest room in Dunning, Chicago IL
5.0 out of 5 average rating, 4 reviews, 1 queen bed, 1 bathroom
19–24 Sept
Top guest favourite
Flat in West Rogers Park
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
6–11 Dec
Top guest favourite
Room in Irving Park
Mid City, Vintage, Close to O'Hare Pvt Room
4.94 out of 5 average rating, 207 reviews, 2 double beds, 1 bathroom
14–19 Sept
Top guest favourite
Rooms in Edgewater
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
Top guest favourite
Flat in Irving Park
Vintage library museum retreat near CTA brown line
5.0 out of 5 average rating, 38 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jan
Top guest favourite
Home in Logan Square
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