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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
The Upscale Getaway Near Downtown
2 bedrooms, 3 beds, 2 private bathrooms
27 Jul – 1 Aug
,
4.93 out of 5 average rating, 290 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms4 beds, 3 bathrooms,
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms3 queen beds, 1 bathroom,
21–26 Jun
New place to stay
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms3 beds, 2 bathrooms,
3–8 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Chicago
Your Chicago Retreat
3 bedrooms3 queen beds, 1.5 bathrooms,
28 Jun – 3 Jul
4.99 out of 5 average rating, 299 reviews
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms3 beds, 1 bathroom,
26–31 Jul
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms3 beds, 2 bathrooms,
30 Aug – 4 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms2 queen beds, 1 bathroom,
9–14 Aug
4.97 out of 5 average rating, 62 reviews
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom1 bunk bed, 1 bathroom,
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms3 beds, 1 bathroom,
12–17 Jul
New place to stay
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms6 beds, 2 bathrooms,
21–26 Jun
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Oak Park
Spacious Oak Park 4bd/3.5ba and Parking
4 bedrooms5 beds, 3.5 bathrooms,
28 Jun – 3 Jul
4.87 out of 5 average rating, 67 reviews
Top guest favourite
Flat in Chicago
Luxe Wrigley Estate: Pool Table + Parking + Patio
4 bedrooms7 beds, 2 bathrooms,
22–27 Jun
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Chicago
Boho City Escape | Parking + Balcony
2 bedrooms3 beds, 2 bathrooms,
24–29 Jul
5.0 out of 5 average rating, 14 reviews
Home in Chicago
Steps to Lake & Beach! Multi-Level Oakland Haven
4 bedrooms5 beds, 4.5 bathrooms,
29 Jun – 4 Jul
New place to stay
Guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
2 bedrooms2 bathrooms,
30 Aug – 4 Sept
4.93 out of 5 average rating, 14 reviews
Guest favourite
Flat in Evanston
"Melody of Evanston 3bd, 2 Bath UrbanLux"
3 bedrooms6 beds, 2 bathrooms,
20–25 Jun
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Chicago
CityLine Views • Rooftop • Free EV Garage Parking
2 bedrooms8 beds, 2 bathrooms,
15–21 Jun
4.96 out of 5 average rating, 70 reviews
Flat in Chicago
Garden Retreat Pilsen Chicago Apartment
2 bedrooms3 beds, 2 bathrooms,
29 Jun – 4 Jul
5.0 out of 5 average rating, 3 reviews