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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Lake View
Stone Mansion Sleeps 10-20 Free parking & TV
4 bedrooms, 9 beds, 2 private bathrooms
6–11 Sept
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4.92 out of 5 average rating, 286 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, 55 reviews, 1 queen bed, 1 bathroom
9–14 Aug
Top guest favourite
Room in Logan Square
Private bdr | Free garage parking | No fees
4.99 out of 5 average rating, 87 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Top guest favourite
Apartment in West Town
Great location. Free parking.
4.97 out of 5 average rating, 908 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 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 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
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
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
Guest favourite
Room in South Side
The Champlain Suite
4.95 out of 5 average rating, 40 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
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
Top guest favourite
Flat in Logan Square
Chic & Cozy Boho Vibe in Heart of Logan Square
4.96 out of 5 average rating, 79 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
Room in Chicago
Guest room in Dunning, Chicago IL
5.0 out of 5 average rating, 5 reviews, 1 queen bed, 1 bathroom
19–24 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
14–19 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
3–8 Dec
Top guest favourite
Flat in West Side
Next to Riot Fest, spacious garden apartment
4.92 out of 5 average rating, 218 reviews, 1 bedroom, 3 beds, 1 bathroom
31 Mar – 5 Apr
Top guest favourite
Guest suite in Ravenswood
Private Lincoln Square one bed+bath studio apt.
4.99 out of 5 average rating, 432 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Nov
Guest favourite
Room in Bridgeport
Private Bedroom near Medical District
5.0 out of 5 average rating, 5 reviews, 1 bed, 1 bathroom
13–19 Oct