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Search results; Over 1,000 homes in Chicago

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Top guest favourite
Guest suite in Chicago
Cozy Andersonville Cabin
1 bedroom, 2 beds, 1 private bathroom
24 Feb – 1 Mar
,
4.98 out of 5 average rating, 174 reviews
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Guest favourite
Room in Forest Park
Cozy City Get-away on Marengo
1 double bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Flat in Chicago
Paradise on the Boulevard!
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 110 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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Home in Wood Dale
Entire 3B/2B Home in Wood Dale-Near O'Hare Airport
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
New place to stay
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Guest favourite
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
13–18 Dec
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in Chicago
Your Logan Square Oasis with Lush Outdoor Haven!
2 bedrooms, 2 king beds, 1.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Guest suite in Chicago
Gorgeous, cozy 1-bedroom Suite in Andersonville
1 bedroom, 1 queen bed, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 417 reviews
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Top guest favourite
Flat in Chicago
Chic 2BR Gem with Fireplace
2 bedrooms, 2 beds, 2 bathrooms
15–20 Nov
4.98 out of 5 average rating, 165 reviews
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Guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Nov
4.95 out of 5 average rating, 318 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
7–12 Jan
4.99 out of 5 average rating, 118 reviews
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Top guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom, 2 beds, 1 bathroom
13–18 Dec
4.96 out of 5 average rating, 608 reviews
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Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Nov
5.0 out of 5 average rating, 32 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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Top guest favourite
Flat in Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
1 bedroom, 1 king bed, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 84 reviews
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Top guest favourite
Guest suite in Chicago
Cozy, Quiet, Garden Getaway!
1 bedroom, 1 queen bed, 1 bathroom
9–14 Nov
4.92 out of 5 average rating, 544 reviews
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Top guest favourite
Guest suite in Chicago
Lincoln Square Modern 2 Bed 2 Bath
2 bedrooms, 2 beds, 2 bathrooms
18–23 Oct
4.94 out of 5 average rating, 247 reviews
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Top guest favourite
Room in Chicago
Private Twin Bedroom with Private Bathroom
2 single beds, 2.5 bathrooms
11–16 Oct
4.96 out of 5 average rating, 212 reviews
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Top guest favourite
Apartment in Chicago
Welcoming 2BR in Chicago's Best Neighborhood!
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.85 out of 5 average rating, 365 reviews