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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
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
1 bedroom1 bed, 2 bathrooms,
10–15 Jul
New place to stay
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
NW Chicago Garden Apartment
2 bedrooms2 beds, 1 bathroom,
8–13 Sept
4.92 out of 5 average rating, 49 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
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
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
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
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
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, 245 reviews
Top guest favourite
Place to stay in Chicago
Spacious Sun-Lit Suite in Chicago
2 bedrooms2 beds, 1 bathroom,
9–14 Aug
5.0 out of 5 average rating, 15 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
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
The Logan Greystone
3 bedrooms3 beds, 1 bathroom,
30 Aug – 4 Sept
4.98 out of 5 average rating, 61 reviews
Guest favourite
Room in Wilmette
(BR#1) Welcoming, warm & comfortable, 3 guests
2 beds1 bathroom,
8–13 Aug
4.95 out of 5 average rating, 296 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
Fun & cozy getaway w/POOL/game room/FREE parking
1 bedroom3 queen beds, 1 bathroom,
21–26 Jun
4.98 out of 5 average rating, 153 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
Flat in Chicago
Close to Wrigley Field, The Beach & Downtown
1 bedroom3 beds, 1 bathroom,
19–24 Jul
New place to stay