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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
1BR South Loop Loft I SuperHost + Top Rated!
1 bedroom, 3 beds, 1 private bathroom
21–26 Aug
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4.89 out of 5 average rating, 296 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.95 out of 5 average rating, 100 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Flat in Chicago
Luxury Designer Loft 402 | River North
4.95 out of 5 average rating, 21 reviews, 3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
4.96 out of 5 average rating, 303 reviews, 2 bedrooms, 2 beds, 1 bathroom
15–20 Aug
Guest favourite
Flat in Chicago
Cozy Square Stay | Quiet & Private
4.9 out of 5 average rating, 20 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Flat in Oak Park
Stylish & Spacious Duplex Near Downtown w/Parking
5.0 out of 5 average rating, 87 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Chicago
Cozy & Spacious Sunny 2 bedroom apartment.
4.98 out of 5 average rating, 106 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Oct
Top guest favourite
Flat in Chicago
The Avondale Garden Unit
4.87 out of 5 average rating, 375 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Chicago
Comfortable Vintage North Side Retreat for 8
4.92 out of 5 average rating, 249 reviews, 3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
Top guest favourite
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
4.92 out of 5 average rating, 523 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
4.94 out of 5 average rating, 143 reviews, 1 single bed, 1 bathroom
18–23 Aug
Top guest favourite
Room in Chicago
Spacious garden level suite
4.96 out of 5 average rating, 316 reviews, 1 queen bed, 1 bathroom
10–15 Nov
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4.8 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 3 bathrooms
9–14 Nov
Top guest favourite
Guest suite in Chicago
Studio 15 Minutes From Ohare!
4.97 out of 5 average rating, 202 reviews, 1 bed, 1 bathroom
26 Sept – 1 Oct
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
Top guest favourite
Home in Lombard
Modern Boho house in Lombard 7 min to Metra
4.99 out of 5 average rating, 150 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Forest Park
Walk to Dining & L Train • King Bed • Patio
4.95 out of 5 average rating, 41 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
4.95 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug