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Search results; Over 1,000 homes in Oak Park

Top guest favourite
Flat in Oak Park
2-bedroom Apartment in the heart of Oak Park
2 bedrooms, 3 beds, 2 private bathrooms
21–26 Sept
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4.97 out of 5 average rating, 149 reviews
Top guest favourite
Flat in Forest Park
Like a Treehouse!
5.0 out of 5 average rating, 374 reviews, 1 bedroom, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Oak Park
8 Bedroom 8 Beds with 3 Full Bathrooms and Parking
5.0 out of 5 average rating, 13 reviews, 8 bedrooms, 8 beds, 3 bathrooms
21–26 Jul
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
5.0 out of 5 average rating, 215 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Jul
Superhost
Home in Oak Park
Oak Park 3000 sq ft sleep 16 Birthday Anniversary
4.94 out of 5 average rating, 88 reviews, 6 bedrooms, 11 beds, 3.5 bathrooms
16–21 Aug
Guest favourite
Flat in Forest Park
Mid-Century Charm. Near Chicago. Low Cleaning Fee!
4.95 out of 5 average rating, 381 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
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
Top guest favourite
Home in Oak Park
Clean, Central Studio/ Urban Farm, Parking, for 4
4.97 out of 5 average rating, 186 reviews, 1 bedroom, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Apartment in Forest Park
Pet-Friendly Luxury Penthouse | 3 Kings + Rooftop
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
4.9 out of 5 average rating, 503 reviews, 3 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
Top guest favourite
Loft in Forest Park
Walk to Oak Park from a Bright Madison Street Loft
4.96 out of 5 average rating, 539 reviews, 2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
Top guest favourite
Flat in Oak Park
Top floor of Historic Oak Park Home /2 Car Garage
4.96 out of 5 average rating, 123 reviews, 3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Oak Park
Peaceful Boho Nook, Steps to Bars, Eats & Trains
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Home in Oak Park
Coach House•Theater•Parking•6 minute Walk to FLW
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Sept
Guest favourite
Home in Forest Park
Stunning Modern Sleeps 16 Birthday Anniversary
5.0 out of 5 average rating, 40 reviews, 5 bedrooms, 14 beds, 3 bathrooms
9–14 Aug
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
16–21 Aug
Top guest favourite
Townhouse in Oak Park
A Pleasant Stay in Oak Park
4.99 out of 5 average rating, 71 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Nov
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Near Downtown w/Parking
5.0 out of 5 average rating, 85 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, 27 reviews, 2 bedrooms, 2 beds, 1 bathroom
24–29 Oct