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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in Chicago
The Craftsman Gallery at OHC
3 bedrooms, 5 beds, 2 private bathrooms
2–7 Sept
,
4.9 out of 5 average rating, 440 reviews
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
4.91 out of 5 average rating, 23 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
26–31 Jul
4.95 out of 5 average rating, 98 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 125 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 83 reviews
Guest favourite
Flat in Chicago
Downtown Penthouse Huge Patio with Great View
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.99 out of 5 average rating, 76 reviews
Flat in Skokie
Skokie Serenity - 3 queen beds
3 bedrooms, 3 queen beds, 2 bathrooms
15–20 Aug
New place to stay
Guest favourite
Flat in Chicago
Luxury Designer Loft 302 | River North
3 bedrooms, 3 queen beds, 2 bathrooms
9–14 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 113 reviews
Guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
2 bedrooms, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 10 reviews
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
New place to stay
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms, 3 queen beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 18 reviews
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Chicago
Dwtn 10 Min, Free P, PingPong, Sleeps 10
2 bedrooms, 6 beds, 2 bathrooms
27 Jul – 2 Aug
4.93 out of 5 average rating, 164 reviews
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms, 3 queen beds, 2 bathrooms
23–28 Aug
4.93 out of 5 average rating, 15 reviews
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms, 5 beds, 3 bathrooms
9–14 Nov
5.0 out of 5 average rating, 4 reviews