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Search results; Over 1,000 homes in Oak Park

Top guest favourite
Flat in Oak Park
A Quiet Stay While You Are Away Oak Park
2 bedrooms, 2 beds, 1 private bathroom
17–22 Oct
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4.95 out of 5 average rating, 207 reviews
Guest favourite
Home in Oak Park
Oak Park 3000 sq ft sleep 16 Birthday Anniversary
6 bedrooms, 11 beds, 3.5 bathrooms
6–11 Sept
4.95 out of 5 average rating, 93 reviews
Guest favourite
Home in Forest Park
Swanky Rooftop Sleeps 16 Birthday Anniversary
6 bedrooms, 12 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 51 reviews
Guest favourite
Home in Oak Park
8 Bedroom 8 Beds with 3 Full Bathrooms and Parking
8 bedrooms, 8 beds, 3 bathrooms
25–30 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Forest Park
Pet-Friendly Luxury Penthouse | 3 Kings + Rooftop
3 bedrooms, 3 king beds, 2.5 bathrooms
7–12 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Forest Park
Stunning Modern Sleeps 16 Birthday Anniversary
5 bedrooms, 14 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Oak Park
Oak Park - Wine House!
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 80 reviews
Top guest favourite
Home in Berwyn
The Architectural Haven
4 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Forest Park
Like a Treehouse!
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 391 reviews
Guest favourite
Home in Oak Park
Oak Park Charm: Arcade Fun, 15 Min to Downtown Chi
4 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Forest Park
Stylish 2nd Floor Flat w/ Parking
3 bedrooms, 4 beds, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Home in Berwyn
Chic Bungalow Near Chicago - Stained Glass Gem
4 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 27 reviews
Guest suite in Oak Park
Big Blue Manor House with Vintage Victorian Flat
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.65 out of 5 average rating, 17 reviews
Guest favourite
Home in Forest Park
Gather in Spacious 3 Bedroom 2 Bath Retreat
3 bedrooms, 6 beds, 2 bathrooms
12–17 Oct
4.97 out of 5 average rating, 186 reviews
Top guest favourite
Flat in Oak Park
Oak Park Chic Duplex King Bed, Parking, Deck, Yard
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Nov
5.0 out of 5 average rating, 99 reviews
Top guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
3 bedrooms, 5 beds, 2 bathrooms
7–12 Nov
4.9 out of 5 average rating, 522 reviews
Guest favourite
Flat in Oak Park
Top floor of Historic Oak Park Home /2 Car Garage
3 bedrooms, 5 beds, 1 bathroom
10–15 Sept
4.96 out of 5 average rating, 127 reviews
Guest favourite
Home in Forest Park
Steps to Shops, Restaurants, Trains; 5BR, 14 Guest
5 bedrooms, 8 beds, 3 bathrooms
3–8 Oct
4.89 out of 5 average rating, 141 reviews
Guest favourite
Flat in Oak Park
Tree top apartment in Oak Park!
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 30 reviews