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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
Can't Beat This 2min Walk to Wrigley!
2 bedrooms, 5 beds, 2 private bathrooms
6–11 Aug
,
4.81 out of 5 average rating, 283 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
27 Jan – 1 Feb
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Chicago
Lovely 1-bedroom serviced apartment near Museums!
1 bedroom, 1 king bed
6–11 Sept
4.91 out of 5 average rating, 227 reviews
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 913 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed
16–21 Aug
New place to stay
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
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds
20–25 Sept
4.99 out of 5 average rating, 101 reviews
Flat in Chicago
Bright Chicago 1BR Apartment Near River North
1 bedroom, 1 queen bed
16–21 Aug
New place to stay
Top guest favourite
Flat in Forest Park
Walk to Oak Park from this Newly Remodeled Gem
2 bedrooms, 3 beds
24–29 Oct
4.99 out of 5 average rating, 274 reviews
Guest favourite
Flat in Oak Park
Bright Boho Haven free parking
1 bedroom, 1 king bed
12–17 Oct
4.83 out of 5 average rating, 111 reviews
Top guest favourite
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
1 queen bed
18–23 Sept
4.91 out of 5 average rating, 255 reviews
Top guest favourite
Guest suite in Chicago
Studio 15 Minutes From Ohare!
1 queen bed
1–6 Nov
4.97 out of 5 average rating, 203 reviews
Top guest favourite
Room in Chicago
Urban Oasis Pilsen - guest room in townhouse
1 queen bed
24–29 Oct
5.0 out of 5 average rating, 167 reviews
Top guest favourite
Room in Oak Park
Your home away from home.
1 queen bed
17–22 Aug
4.93 out of 5 average rating, 41 reviews
Guest favourite
Room in Chicago
Cozy PrivateRoom+ExclusiveBathroom+FreeStreetPking
1 double bed
17–22 Aug
4.91 out of 5 average rating, 172 reviews
Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed
21–26 Sept
4.93 out of 5 average rating, 266 reviews
Top guest favourite
Home in Chicago
Division St Designer Home In Heart of Wicker Park
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 298 reviews
Top guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms, 3 beds
1–6 Nov
4.99 out of 5 average rating, 135 reviews
Room in Chicago
Private Room Near Hyde Park & Beach
1 queen bed
29 Sept – 4 Oct
New place to stay