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Search results; Over 1,000 homes in Chicago

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Loft in Chicago
Spacious Downtown Penthouse | vintage, balcony&gym
1 bedroom, 4 beds, 1.5 private bathrooms
10–15 Aug
,
4.71 out of 5 average rating, 224 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
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
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
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
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
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
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
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
Room in Chicago
Mid City, Vintage, Close to O'Hare Pvt Room
2 double beds
9–14 Sept
4.94 out of 5 average rating, 207 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
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
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
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
18–23 Jan
5.0 out of 5 average rating, 38 reviews
Guest favourite
Room in Chicago
Extreme Master w Private Bath near downtown
1 queen bed
16–21 Aug
4.88 out of 5 average rating, 104 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