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Search results; Over 1,000 homes in Oak Park

Descriptions are based on details hosts provide
Top guest favourite
Flat in Oak Park
Modern+Spacious W/King Bed, Walk to Town-Park Free
2 bedrooms, 2 beds, 1 private bathroom
9–14 Aug
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4.98 out of 5 average rating, 238 reviews
Top guest favourite
Flat in Oak Park
Historic top floor near Hemingway’s birthplace
3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Oak Park
Large sunny 3BR apt. in downtown Oak Park
3 bedrooms, 5 beds, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 202 reviews
Guest favourite
Flat in Oak Park
New build near the Blue Line
1 bedroom, 1 king bed, 1 bathroom
25–30 Sept
4.86 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Near Downtown w/Parking
3 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Guest house in Oak Park
In the Frank Lloyd Wright District
1 bedroom, 2 beds, 1 bathroom
15–20 Oct
4.9 out of 5 average rating, 556 reviews
Top guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
3 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
4.9 out of 5 average rating, 505 reviews
Top guest favourite
Room in Oak Park
Antique Filled Home
1 bed, 1 bathroom
12–17 Oct
4.94 out of 5 average rating, 448 reviews
Guest favourite
Home in Oak Park
Elegant 4bedroom, 5 bathroom home on a great block
4 bedrooms, 4 queen beds, 5 bathrooms
21–26 Jul
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Townhouse in Oak Park
A Pleasant Stay in Oak Park
2 bedrooms, 2 beds, 1 bathroom
9–14 Nov
4.99 out of 5 average rating, 71 reviews
Top guest favourite
Flat in Oak Park
2nd Floor Apartment in the Heart of Oak Park
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Oak Park
Historic Hotspot: Downtown Oak Park w/parking spot
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 85 reviews
Top guest favourite
Home in Oak Park
Garden studio on an urban farm
1 bedroom, 3 beds, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 189 reviews
Top guest favourite
Flat in Oak Park
Chic Retreat in Historic Victorian House-Park Free
1 bedroom, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 264 reviews
Guest favourite
Flat in Bellwood
Bellwood Getaway
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.86 out of 5 average rating, 132 reviews
Top guest favourite
Room in Oak Park
Your home away from home.
1 queen bed, 1 bathroom
11–16 Aug
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Forest Park
Garden apartment 8 miles from downtown Chicago
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 187 reviews
Top guest favourite
Flat in Oak Park
Walk to Frank Lloyd Wright’s home
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.97 out of 5 average rating, 149 reviews
Top guest favourite
Flat in Oak Park
Epic game room with cathedral ceilings
4 bedrooms, 7 beds, 2 bathrooms
21–26 Sept
4.98 out of 5 average rating, 154 reviews