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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Cozy loft in Chicago's Uptown
1 bedroom, 2 beds, 1 private bathroom
4–9 Jul
,
4.97 out of 5 average rating, 331 reviews
Home in Chicago
Newly Renovated Home 4BD/3BTH with garage!
4 bedrooms5 beds, 3 bathrooms,
28 Jun – 3 Jul
New place to stay
Featured hotel
Hotel in Chicago
Two king corner suite
2 bedrooms4 king beds, 1 bathroom,
14–19 Jun
New place to stay
Guest favourite
Flat in Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms8 beds, 3 bathrooms,
23–28 Aug
4.91 out of 5 average rating, 117 reviews
Top guest favourite
Flat in Chicago
Bright & Spacious Boho Oasis: A Warm Retreat
1 bedroom2 beds, 1 bathroom,
26–31 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Place to stay in Berwyn
room in family home
1 bedroom1 bed, 1 bathroom,
1–6 Dec
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Place to stay in Chicago
Private, dog-friendly room near downtown Chicago
1 bedroom1 sofa bed, 1 bathroom,
29 Jun – 4 Jul
5.0 out of 5 average rating, 23 reviews
Flat in Chicago
West Ridge 2BR Retreat with Laundry | Near Loyola
2 bedrooms2 beds, 2 bathrooms,
21–26 Jun
New place to stay
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms2 beds, 2 bathrooms,
9–14 Aug
4.96 out of 5 average rating, 76 reviews
Top guest favourite
Home in Oak Park
Grove Flat
2 bedrooms2 beds, 1 bathroom,
15–20 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
1 bedroom1 king bed, 1 bathroom,
20–25 Oct
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms4 beds, 2 bathrooms,
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms4 beds, 3 bathrooms,
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms3 beds, 1 bathroom,
14–19 Jun
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Chicago
Modern suite w/4K TV, kitchen & fast Wi‑Fi
3 bedrooms3 queen beds, 2 bathrooms,
7–12 Jun
4.93 out of 5 average rating, 15 reviews
Superhost
Place to stay in Des Plains
H3 Cozy Room by the River
1 bedroom1 bed, 1.5 bathrooms,
21–26 Jun
4.91 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms2 queen beds, 1 bathroom,
18–23 Jul
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Home in Villa Park
Cozy 5BD Home with Scandinavian Vibes
5 bedrooms5 beds, 2 bathrooms,
16–21 Aug
4.97 out of 5 average rating, 33 reviews
Guest favourite
Flat in Chicago
Easy Downtown Access from Cozy Pilsen Nest
2 bedrooms3 beds, 2 bathrooms,
7–12 Jun
4.94 out of 5 average rating, 65 reviews