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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
Luxe
Apartment in Oak Park
Architect-Designed 3BR Oak Park Flat
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
3 bedrooms, 5 beds
7–12 Nov
4.9 out of 5 average rating, 519 reviews
Superhost
Home in Oak Park
Oak Park 3000 sq ft sleep 16 Birthday Anniversary
6 bedrooms, 11 beds
6–11 Sept
4.95 out of 5 average rating, 92 reviews
Top guest favourite
Flat in Oak Park
Curated & Spacious Duplex Near Downtown w/Parking
3 bedrooms, 5 beds
26–31 Oct
5.0 out of 5 average rating, 95 reviews
Guest favourite
Flat in Oak Park
3BR/1BA With Private Garage, Near Train & Shops
3 bedrooms, 3 queen beds
7–12 Sept
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Oak Park
Big & Bright Treetop Oasis Near Downtown w/Parking
2 bedrooms, 4 beds
1–6 Nov
4.98 out of 5 average rating, 96 reviews
Guest favourite
Home in Oak Park
8 Bedroom 8 Beds with 3 Full Bathrooms and Parking
8 bedrooms, 8 beds
25–30 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Oak Park
Architect-Designed 2BR Oak Park Flat
2 bedrooms, 2 queen beds
1–6 Sept
5.0 out of 5 average rating, 20 reviews
Flat in Forest Park
Family-Friendly Apt for 4 w/Parking, Near City+MDW
1 bedroom, 3 beds
7–12 Sept
New place to stay
Guest favourite
Flat in Oak Park
Top floor of Historic Oak Park Home /2 Car Garage
3 bedrooms, 5 beds
10–15 Sept
4.96 out of 5 average rating, 127 reviews
Guest favourite
Home in Forest Park
Stunning Modern Sleeps 16 Birthday Anniversary
5 bedrooms, 14 beds
18–23 Sept
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Forest Park
Gather in Spacious 3 Bedroom 2 Bath Retreat
3 bedrooms, 6 beds
5–10 Oct
4.98 out of 5 average rating, 183 reviews
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds
24–29 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Oak Park
The Chicago Game Room (Oak Park, IL)
4 bedrooms, 7 beds
3–8 Nov
4.98 out of 5 average rating, 159 reviews
Guest favourite
Guest house in Oak Park
Entire Apartment in Oak Park, IL
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.86 out of 5 average rating, 94 reviews
Top guest favourite
Flat in Oak Park
Historic Hotspot: Downtown Oak Park w/parking spot
2 bedrooms, 2 queen beds
20–25 Sept
4.98 out of 5 average rating, 91 reviews
Guest favourite
Home in Oak Park
Oak Park Charm: Arcade Fun, 15 Min to Downtown Chi
4 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 33 reviews
Superhost
Home in Oak Park
Large Historic Gut Rehab Near DT Chi+Parking
5 bedrooms, 10 beds
27 Oct – 1 Nov