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Search results; Over 1,000 homes in Chicago

Guest favourite
Home in Chicago
Pro Cleaned & Isolated West Loop Coach House
1 bedroom, 2 beds, 1 private bathroom
6–11 Aug
,
4.87 out of 5 average rating, 494 reviews
Guest favourite
Flat in Chicago
Luxury Designer Loft 402 | River North
3 bedrooms, 3 queen beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 21 reviews
Superhost
Flat in Chicago
3 bed Bucktown Duplex, next to the 606 bike trail
3 bedrooms, 4 beds
16–21 Aug
New place to stay
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms, 5 beds
9–14 Nov
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 410 reviews
Superhost
Flat in Oak Park
3BR/1BA With Private Garage, Near Train & Shops
3 bedrooms, 3 queen beds
2–7 Aug
New place to stay
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms, 5 beds
15–20 Nov
4.92 out of 5 average rating, 24 reviews
Guest favourite
Flat in Chicago
Cozy Square Stay | Quiet & Private
2 bedrooms, 2 queen beds
29 Aug – 3 Sept
4.81 out of 5 average rating, 21 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds
15–20 Aug
4.96 out of 5 average rating, 303 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed
10–15 Nov
4.96 out of 5 average rating, 316 reviews
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed
10–15 Aug
5.0 out of 5 average rating, 6 reviews
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
2 bedrooms, 3 beds
6–11 Aug
New place to stay
Top guest favourite
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
1 queen bed
16–21 Aug
4.92 out of 5 average rating, 523 reviews
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Chicago
Cozy & Spacious Sunny 2 bedroom apartment.
2 bedrooms, 2 beds
19–24 Oct
4.98 out of 5 average rating, 106 reviews
Top guest favourite
Flat in Chicago
The Avondale Garden Unit
2 bedrooms, 2 beds
16–21 Aug
4.87 out of 5 average rating, 375 reviews
Room in Chicago
New Quiet Clean Room 1 guest
1 double bed
2–7 Aug
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 494 reviews
Room in Chicago
Private Room Near Hyde Park & Beach
1 queen bed
13–18 Sept
New place to stay