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Search results; Over 1,000 homes in Chicago

Top guest favourite
Home in Chicago
The Grand Kimball Lodge, Logan Square, Sleeps 15
4 bedrooms, 10 beds, 3 private bathrooms
30 Sept – 5 Oct
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4.96 out of 5 average rating, 173 reviews
Top guest favourite
Room in Chicago
Urban Oasis Pilsen - guest room in townhouse
1 queen bed, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 166 reviews
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 909 reviews
Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 266 reviews
Top guest favourite
Flat in Forest Park
Walk to Oak Park from this Newly Remodeled Gem
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 274 reviews
Top guest favourite
Guest suite in Chicago
Studio 15 Minutes From Ohare!
1 queen bed, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 203 reviews
Top guest favourite
Flat in Berwyn
Cozy, Sunny, and Clean Apt 3 bd Free Parking
3 bedrooms, 3 double beds, 1 bathroom
9–14 Aug
4.91 out of 5 average rating, 76 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed, 1 bathroom
16–21 Aug
New place to stay
Guest favourite
Room in Oak Park
Walk to Train | Master Suite A Queen Bed Sleeps 2
1 queen bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 39 reviews
Guest favourite
Flat in Oak Park
Bright Boho Haven free parking
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
4.86 out of 5 average rating, 109 reviews
Top guest favourite
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
1 queen bed, 1 bathroom
14–19 Aug
4.91 out of 5 average rating, 255 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed, 1 bathroom
10–15 Nov
4.96 out of 5 average rating, 319 reviews
Guest favourite
Room in Chicago
Cozy PrivateRoom+ExclusiveBathroom+FreeStreetPking
1 double bed, 1 bathroom
17–22 Aug
4.91 out of 5 average rating, 172 reviews
Flat in Chicago
Bright Chicago 1BR Apartment Near River North
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
New place to stay
Guest favourite
Room in Chicago
Room w/ Private Bath | Chicago IL
1 queen bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Room in Chicago
Private Room Near Hyde Park & Beach
1 queen bed, 1 bathroom
15–20 Aug
New place to stay
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
27 Dec – 1 Jan
4.95 out of 5 average rating, 126 reviews
Top guest favourite
Apartment in Chicago
Bright and Sunny 2 BR Condo - Wrigley/Lincoln Park
2 bedrooms, 2 beds, 1 bathroom
29 Nov – 4 Dec
4.99 out of 5 average rating, 167 reviews
Top guest favourite
Home in Chicago
Division St Designer Home In Heart of Wicker Park
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 298 reviews