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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
Your Chicago Retreat
3 bedrooms, 3 beds, 1.5 private bathrooms
20–25 Sept
,
4.99 out of 5 average rating, 302 reviews
Flat in Chicago
Kasa Lake Shore Chicago | One Bedroom Queen
New place to stay, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
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
Cozy Square Stay | Quiet & Private
4.81 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Flat in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
4.98 out of 5 average rating, 410 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
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
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
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
Superhost
Flat in Chicago
3 bed Bucktown Duplex, next to the 606 bike trail
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
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
Cozy & Spacious Sunny 2 bedroom apartment.
4.98 out of 5 average rating, 106 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
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
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
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
Superhost
Flat in Oak Park
3BR/1BA With Private Garage, Near Train & Shops
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
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
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
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.92 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
4.97 out of 5 average rating, 494 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept