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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
Guest favourite
Home in Oak Park
8 Bedroom 8 Beds with 3 Full Bathrooms and Parking
5.0 out of 5 average rating, 14 reviews, 8 bedrooms, 8 beds, 3 bathrooms
21–26 Jul
Top guest favourite
Flat in Oak Park
Vintage building above a piano shop
4.98 out of 5 average rating, 139 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Aug
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
5.0 out of 5 average rating, 217 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Flat in Forest Park
Renovated 1900s home with historic charm
4.99 out of 5 average rating, 274 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Top guest favourite
Home in Oak Park
Clean, Central Studio/ Urban Farm, Parking, for 4
4.97 out of 5 average rating, 189 reviews, 1 bedroom, 3 beds, 1 bathroom
1–6 Sept
Guest favourite
Flat in Forest Park
Mid-century vintage with a record player
4.95 out of 5 average rating, 381 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Top guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
4.9 out of 5 average rating, 505 reviews, 3 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
Guest favourite
Home in Oak Park
Elegant 4bedroom, 5 bathroom home on a great block
5.0 out of 5 average rating, 18 reviews, 4 bedrooms, 4 beds, 5 bathrooms
21–26 Jul
Top guest favourite
Flat in Oak Park
Historic top floor near Hemingway’s birthplace
4.96 out of 5 average rating, 123 reviews, 3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
Luxe
Apartment in Oak Park
Architect-designed 1920s flat, freshly renovated
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Forest Park
Open-concept home near Frank Lloyd Wright district
5.0 out of 5 average rating, 41 reviews, 5 bedrooms, 14 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Loft in Forest Park
Walk to Oak Park from a Bright Madison Street Loft
4.96 out of 5 average rating, 541 reviews, 2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
Top guest favourite
Flat in Oak Park
Half block from Frank Lloyd Wright Home
5.0 out of 5 average rating, 86 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Oak Park
2nd Floor Apartment in the Heart of Oak Park
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 2 beds, 1 bathroom
24–29 Oct
Superhost
Home in Oak Park
Newly renovated 3,000 sq ft near Blue Line
4.94 out of 5 average rating, 88 reviews, 6 bedrooms, 11 beds, 3.5 bathrooms
9–14 Aug
Top guest favourite
Guest house in Oak Park
Coachhouse in central OP 4 blk to L
4.9 out of 5 average rating, 556 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Oct
Flat in Oak Park
Renovated 2 bedroom apartment in FLWright District
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Sept
Top guest favourite
Flat in Oak Park
Vintage boho apartment on a tree-lined street
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct