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Search results; Over 1,000 homes in Chicago

Superhost
Room in Chicago
Bright Room with a Garden View
1 bedroom, 1 bed, 1 shared bathroom
6–11 Nov
,
4.82 out of 5 average rating, 423 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 96 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.91 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 123 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Flat in Skokie
Skokie Serenity - 3 queen beds
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
Guest favourite
Flat in Chicago
Luxury Designer Loft 302 | River North
4.89 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 2 bathrooms
20–25 Sept
Top guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
4.95 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
4.96 out of 5 average rating, 67 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Apartment in Chicago
Luxe Loft vibe | King Suite |4BR 3Ba
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
4.97 out of 5 average rating, 66 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
Top guest favourite
Apartment in Chicago
Wrigleyville Updated Condo with Free Parking
4.99 out of 5 average rating, 104 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Chicago
Cozy & Spacious Sunny 2 bedroom apartment.
4.98 out of 5 average rating, 105 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Oct