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Search results; Over 1,000 homes in Oak Park

Guest favourite
Guest house in Oak Park
Sunny Coach House in Historic Oak Park
1 bedroom, 1 private bathroom
29 Sept – 4 Oct
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4.89 out of 5 average rating, 133 reviews
Superhost
Flat in Chicago
Sleep 25 - Huge Downtown Vintage Lofts
5 bedrooms, 17 beds, 6 bathrooms
21–26 Sept
Superhost
Home in Oak Park
Large Historic Gut Rehab Near DT Chi+Parking
5 bedrooms, 10 beds, 3.5 bathrooms
27 Oct – 1 Nov
Superhost
Flat in Norridge
Perfect location by everything!
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Chicago
Charming 3BR Top Floor Apt on Tree Lined Street
3 bedrooms, 3 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Chicago
Stay by Downtown, McCormick, Obama Library
4 bedrooms, 5 beds, 3.5 bathrooms
7–13 Sept
5.0 out of 5 average rating, 11 reviews
Room in Chicago
Private bedroom in a shared 3bed, 1bath apartment
1 bed, 1 bathroom
1–6 Jan
Top guest favourite
Flat in Chicago
Spacious Andersonville 3bd/2ba
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 43 reviews
Guest favourite
Flat in Chicago
Luxury Designer Loft 302 | River North
3 bedrooms, 3 queen beds, 2 bathrooms
11–16 Oct
4.92 out of 5 average rating, 13 reviews
Superhost
Flat in Chicago
Gorgeous *NEW* 3BR Retreat Near Wrigley | Sleeps 8
3 bedrooms, 6 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Evanston
Room in warm home w/unique decor
1 queen bed, 1.5 bathrooms
6–11 Sept
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Home in Chicago
Lincoln Park - Amazing Game Room - Best Location
4 bedrooms, 8 beds, 3.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Brookfield
Two living rooms• Game Room •Walk to Train •Garage
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Chicago
Ukrainian Village Garden Retreat | Free Parking
1 bedroom, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
4.98 out of 5 average rating, 344 reviews
Top guest favourite
Home in Chicago
Clean 5 Star 2 BR Greystone, Heart of Logan Square
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.9 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Chicago
Hip Chicago Condo in fun shopping and dining area
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 208 reviews
Top guest favourite
Home in Chicago
Our home, steps from Logan Square (4 br/3.5 ba)
4 bedrooms, 4 beds, 3.5 bathrooms
22–27 Nov
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Home in Wilmette
Unique porcelain-enamel paneled "Lustron" home
2 bedrooms, 2 king beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 213 reviews
Top guest favourite
Home in Evanston
Luxury living in prime location
5 bedrooms, 5 beds, 4.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 33 reviews