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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, 136 reviews
Guest favourite
Home in Oak Park
Oak Park 3000 sq ft sleep 16 Birthday Anniversary
6 bedrooms, 11 beds, 3.5 bathrooms
7–12 Sept
4.95 out of 5 average rating, 93 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
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
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
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, 15 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
Superhost
Home in Oak Park
Oak Park Luxe: Space•Privacy Driveway, Deck & Yard
5 bedrooms, 10 beds, 3.5 bathrooms
27 Oct – 1 Nov
Top guest favourite
Flat in Oak Park
The Chicago Game Room (Oak Park, IL)
4 bedrooms, 7 beds, 2 bathrooms
3–8 Nov
4.98 out of 5 average rating, 160 reviews
Guest favourite
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
2 bedrooms, 3 beds, 1.5 bathrooms
10–15 Sept
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Oak Park
Cheerful Oak Park Apartment
1 bedroom, 1 king bed, 1 bathroom
20–25 Oct
4.98 out of 5 average rating, 145 reviews
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 225 reviews
Guest favourite
Flat in Oak Park
2nd floor walk up above House. 3 bed 1 bath
3 bedrooms, 3 beds, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 14 reviews
Home in Oak Park
Historic F. Lloyd Wright District Italianate
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
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
Walk to Oak Park from this Newly Remodeled Gem
2 bedrooms, 3 beds, 1 bathroom
15–20 Nov
4.99 out of 5 average rating, 281 reviews
Top guest favourite
Loft in Forest Park
Walk to Oak Park from a Bright Madison Street Loft
2 bedrooms, 3 beds, 2 bathrooms
20–25 Nov
4.96 out of 5 average rating, 541 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
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