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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Gym, Garage Parking, Balcony, Sleeps 4
2 bedrooms, 2 beds, 2 private bathrooms
14–19 Aug
,
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed1 bathroom,
14–19 Mar
4.96 out of 5 average rating, 308 reviews
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms3 beds, 1 bathroom,
2–7 Aug
4.87 out of 5 average rating, 430 reviews
Superhost
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms2 beds, 2 bathrooms,
27 Jun – 2 Jul
4.95 out of 5 average rating, 155 reviews
Top guest favourite
Flat in Chicago
Comfortable Vintage North Side Retreat for 8
3 bedrooms5 beds, 1 bathroom,
23–28 Aug
4.92 out of 5 average rating, 246 reviews
Guest favourite
Flat in Chicago
NW Chicago Garden Apartment
2 bedrooms2 beds, 1 bathroom,
8–13 Sept
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Chicago
Safe Cozy • King Bed • Free Parking • Nespresso
3 bedrooms4 beds, 1 bathroom,
14–19 Jun
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms2 queen beds, 2 bathrooms,
12–17 Oct
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Chicago
Historic oasis in the middle of everything.
3 bedrooms4 beds, 1 bathroom,
21–26 Jun
4.96 out of 5 average rating, 311 reviews
Guest favourite
Rooms in Chicago
Spacious Haven in North Park
3 bedrooms4 beds, 1 bathroom,
21–26 Sept
4.9 out of 5 average rating, 61 reviews
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
2 bedrooms3 beds, 2 bathrooms,
15–20 Aug
4.95 out of 5 average rating, 58 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms2 beds, 2 bathrooms,
16–21 Aug
4.96 out of 5 average rating, 78 reviews
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
Room in Chicago
Lovely Front Room in a New Renovated Apartment
2 single beds1 bathroom,
9–14 Aug
4.92 out of 5 average rating, 99 reviews
Top guest favourite
Flat in Chicago
The Logan Greystone
3 bedrooms3 beds, 1 bathroom,
30 Aug – 4 Sept
4.98 out of 5 average rating, 61 reviews
Guest favourite
Flat in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom1 bed, 1 bathroom,
24–29 Oct
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Chicago
LIVN West Loop Chicago King Studio Apartment
1 bedroom1 king bed, 1 bathroom,
25–30 Jun
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Flat in Chicago
Garden Apartment in the Historic Heart of the City
1 bedroom2 beds, 1 bathroom,
1–6 Nov
4.89 out of 5 average rating, 275 reviews
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
1 bedroom2 beds, 1 bathroom,
29 Jun – 4 Jul
New place to stay