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Search results; Over 1,000 homes in Chicago

Superhost
Room in Lake View
Bright Room with a Garden View
1 bedroom, 1 bed, 1 shared bathroom
31 Oct – 5 Nov
,
4.82 out of 5 average rating, 423 reviews
Top guest favourite
Flat in Little Italy
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds
25–30 Oct
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in West Side
Chicago Row House Garden Apartmt
1 bedroom, 1 bed
27 Sept – 2 Oct
4.92 out of 5 average rating, 59 reviews
Top guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
12–17 Oct
4.95 out of 5 average rating, 119 reviews
Top guest favourite
Apartment in West Town
Great location. Free parking.
1 bedroom, 1 queen bed
4–9 Oct
4.97 out of 5 average rating, 906 reviews
Top guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds
15–20 Nov
5.0 out of 5 average rating, 19 reviews
Guest favourite
Apartment in North Side
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds
15–20 Aug
4.96 out of 5 average rating, 161 reviews
Guest favourite
Flat in South Side
Modern Soul Retreat: 3BR in Bronzeville/HydePark
3 bedrooms, 3 queen beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Logan Square
Sun filled tranquil 2 br great part of Logan Sq.
2 bedrooms, 2 queen beds
16–21 Aug
4.77 out of 5 average rating, 568 reviews
Guest favourite
Flat in Portage Park
NW Chicago Garden Apartment
2 bedrooms, 2 beds
8–13 Sept
4.92 out of 5 average rating, 51 reviews
Top guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms, 5 beds
13–18 Sept
4.97 out of 5 average rating, 113 reviews
Place to stay in Chicago
Self check in 24h near downtown Chicago p2
1 bedroom, 1 queen bed
8–13 Aug
New place to stay
Top guest favourite
Flat in West Rogers Park
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
Guest favourite
Room in Irving Park
Lovely Front Room #1 in a New Renovated Apartment
2 single beds
22–27 Sept
4.91 out of 5 average rating, 103 reviews
Top guest favourite
Flat in Lake View
A Whimsical Fairy-tale Loft in Ravenswood Chicago
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 349 reviews
Top guest favourite
Guest suite in Ravenswood
Private Lincoln Square Garden Apt
1 bedroom, 1 queen bed
9–14 Nov
4.92 out of 5 average rating, 490 reviews
Guest favourite
Flat in South Side
Sunny Penthouse - Oakwood Beach
2 bedrooms, 3 beds
7–12 Sept
4.95 out of 5 average rating, 65 reviews
Guest favourite
Home in Ukrainian Village
West Town Gem: 2BR w/ Patio, W/D + Free Parking
2 bedrooms, 2 beds
15–20 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Downtown Chicago
2br/2ba, A+ location by Mag mile, views & spacious
2 bedrooms, 4 beds
25–30 Oct
4.93 out of 5 average rating, 369 reviews