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Search results; Over 1,000 homes in Chicago

Guest favourite
Guest house in Chicago
Private Coach house near Lincoln Square!
1 bedroom, 1 bed, 1 shared bathroom
7–12 Sept
,
4.88 out of 5 average rating, 387 reviews
Guest favourite
Flat in Chicago
Luxury Designer Loft 402 | River North
3 bedrooms, 3 queen beds, 2 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 21 reviews
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms, 5 beds, 3 bathrooms
9–14 Nov
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
15–20 Aug
4.96 out of 5 average rating, 303 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, 6 reviews
Guest favourite
Flat in Chicago
Cozy Square Stay | Quiet & Private
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Guest suite in Chicago
Studio 15 Minutes From Ohare!
1 queen bed, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 202 reviews
Top guest favourite
Flat in Chicago
Cozy & Spacious Sunny 2 bedroom apartment.
2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
4.98 out of 5 average rating, 106 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed, 1 bathroom
10–15 Nov
4.96 out of 5 average rating, 316 reviews
Top guest favourite
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
1 queen bed, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 523 reviews
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
4.92 out of 5 average rating, 24 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
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
Top guest favourite
Flat in Chicago
Comfortable Vintage North Side Retreat for 8
3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 249 reviews
Room in Chicago
Private Room Near Hyde Park & Beach
1 queen bed, 1 bathroom
15–20 Aug
New place to stay
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
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 494 reviews
Room in Chicago
New Quiet Clean Room 1 guest
1 double bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in Chicago
Amazing historic campus mansion!
5 bedrooms, 5 beds, 4.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 47 reviews