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Search results; Over 1,000 homes in Chicago

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Guest favourite
Apartment in Chicago
Walk to Foster Beach! 3 Bed Andersonville Duplex
3 bedrooms, 4 beds, 2 private bathrooms
31 Mar – 5 Apr
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4.88 out of 5 average rating, 186 reviews
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Home in Forest Park
Ferdinand Rear Home
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Dec
New place to stay
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Top guest favourite
Flat in Chicago
A Whimsical Fairy-tale Loft in Ravenswood Chicago
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 364 reviews
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Guest favourite
Flat in Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms, 8 beds, 3 bathrooms
1–6 Nov
4.9 out of 5 average rating, 126 reviews
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Top guest favourite
Flat in Chicago
Fully Furnished Apartment Wicker Park Free Parking
1 bedroom, 1 queen bed, 1 bathroom
6–11 Dec
4.97 out of 5 average rating, 635 reviews
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Top guest favourite
Flat in Chicago
Charming, Spacious 3BR Lakeview Apt Near Transit
3 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 460 reviews
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Top guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds, 1 bathroom
15–20 Nov
4.98 out of 5 average rating, 44 reviews
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Top guest favourite
Guest suite in Chicago
Eddy Street Upstairs Apartment
1 bedroom, 1 bed, 1 bathroom
2–7 Nov
4.94 out of 5 average rating, 177 reviews
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Flat in Chicago
Cozy Chicago Studio | Washer, Near Transit & Eat
1 queen bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds, 2 bathrooms
16–21 Nov
5.0 out of 5 average rating, 61 reviews
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Top guest favourite
Room in Oak Park
Antique Filled Home
1 bed, 1 bathroom
1–6 Dec
4.94 out of 5 average rating, 448 reviews
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Guest favourite
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 double bed, 1 bathroom
5–10 Nov
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Flat in Chicago
A Stylish, sundrenched Chicago Ravenswood Flat
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 363 reviews
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Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 230 reviews
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Guest favourite
Flat in Chicago
Bright Apartment
1 bedroom, 2 beds, 1 bathroom
7–12 Dec
4.91 out of 5 average rating, 151 reviews
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Top guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 128 reviews
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Guest favourite
Room in Chicago
Quaint Cozy Vintage for two in Lincoln Park
1 queen bed, 1 bathroom
9–14 Nov
4.9 out of 5 average rating, 68 reviews
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Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds, 1 bathroom
2–7 Jan
4.99 out of 5 average rating, 117 reviews
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Superhost
Guest suite in Chicago
Patio + FirePit • Park Free • Near Train & Dogs OK
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Oct
New place to stay