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Search results; Over 1,000 homes in Chicago

Top guest favourite
Home in Chicago
Cozy garden apartment historic Jackson Bvld.
1 bedroom, 1 bed, 1 shared bathroom
22–27 Sept
,
4.98 out of 5 average rating, 380 reviews
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds
15–20 Nov
New place to stay
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed
20–25 Sept
New place to stay
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
6–11 Jan
4.95 out of 5 average rating, 130 reviews
Guest favourite
Flat in Chicago
3 bed Bucktown Duplex, next to the 606 bike trail
3 bedrooms, 4 beds
1–6 Nov
5.0 out of 5 average rating, 7 reviews
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 12 reviews
Home in Chicago
Modern 3BR Stay w Parking, Near Museums & Downtown
3 bedrooms, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Apartment in Chicago
Vintage Meets Modern in Logan Square
2 bedrooms, 2 queen beds
18–23 Oct
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed
8–13 Nov
4.97 out of 5 average rating, 919 reviews
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds
28 Sept – 3 Oct
4.88 out of 5 average rating, 442 reviews
Guest favourite
Flat in Chicago
Sun drenched 2 bedroom 1 bath with Kitchen & W/D
2 bedrooms, 2 beds
23–28 Aug
4.94 out of 5 average rating, 271 reviews
Flat in Chicago
European Coziness in Bronzeville
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chicago
3 bed/2 bath by United Center w/ private parking
3 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 159 reviews
Superhost
Flat in Chicago
The Velvet Manor | Luxe 3BR • Jacuzzi • Garage
3 bedrooms, 3 beds
16–21 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Chicago
Ukrainian Village 2 Bd/2ba - Steps from Division!
2 bedrooms, 2 queen beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds
2–7 Nov
4.96 out of 5 average rating, 310 reviews
Top guest favourite
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed
7–12 Sept
5.0 out of 5 average rating, 19 reviews
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 double bed
6–11 Sept
New place to stay