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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Gym, Garage Parking, Balcony, Sleeps 4
2 bedrooms, 2 beds, 2 private bathrooms
14–19 Aug
,
5.0 out of 5 average rating, 34 reviews
Flat in Chicago
Modern studio w/ workspace & TV
2 beds1 bathroom,
21–26 Jun
Top guest favourite
Guest suite in Chicago
Cozy, Quiet, Garden Getaway!
1 bedroom1 queen bed, 1 bathroom,
9–14 Aug
4.92 out of 5 average rating, 521 reviews
Top guest favourite
Flat in Chicago
Top-Floor 1BR | Steps to Train + Free Parking
1 bedroom2 beds, 1 bathroom,
17–22 Oct
5.0 out of 5 average rating, 70 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
Guest favourite
Place to stay in Des Plains
Your home away from home
1 bedroom1 queen bed, 1 bathroom,
10–15 Jul
4.88 out of 5 average rating, 270 reviews
Top guest favourite
Room in Oak Park
Antique Filled Home
1 bed1 bathroom,
1–6 Oct
4.94 out of 5 average rating, 434 reviews
Guest favourite
Guest house in Chicago
Guesthouse | Near public transit and Lake front
1 bedroom1 queen bed, 1 bathroom,
20–25 Jul
4.91 out of 5 average rating, 118 reviews
Top guest favourite
Flat in Chicago
Private studio near Wrigley
1 bedroom2 beds, 1 bathroom,
20–25 Sept
4.92 out of 5 average rating, 133 reviews
Top guest favourite
Flat in Chicago
Balcony • Near O’Hare + Transit
1 bedroom1 king bed, 1 bathroom,
21–26 Jun
4.93 out of 5 average rating, 292 reviews
Top guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom2 beds, 1 bathroom,
26 Sept – 1 Oct
4.98 out of 5 average rating, 181 reviews
Top guest favourite
Room in La Grange
Victorian Charm Private Guest Suite - Monthly disc
1 queen bed1 bathroom,
7–12 Jul
4.99 out of 5 average rating, 148 reviews
Guest favourite
Flat in Chicago
Beverly Cottage Loft
2 bedrooms1 bathroom,
2–7 Aug
4.94 out of 5 average rating, 120 reviews
Top guest favourite
Guest suite in Evanston
A guest suite centrally located, but so quiet
1 bedroom4 beds, 1 bathroom,
27 Oct – 1 Nov
4.98 out of 5 average rating, 287 reviews
Guest favourite
Room in Chicago
Blue in Green - Stylish & Cozy Room in Wrigley
1 queen bed1 bathroom,
30 Jun – 5 Jul
4.97 out of 5 average rating, 92 reviews
Place to stay in Chicago
Cozy Room W/ Full & Twin Bed | Free Parking (Rm 2)
1 bedroom2 beds, 1 bathroom,
8–13 Sept
New place to stay
Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed1 bathroom,
21–26 Jun
4.93 out of 5 average rating, 255 reviews
Top guest favourite
Room in Evanston
Welcoming Evanston Home
1 queen bed1 bathroom,
9–14 Aug
4.94 out of 5 average rating, 237 reviews
Top guest favourite
Flat in Oak Park
A Little Slice of Heaven in Oak Park, IL
1 bedroom1 queen bed, 1 bathroom,
26 Sept – 1 Oct
4.89 out of 5 average rating, 189 reviews