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Search results; Over 1,000 homes in Oak Park

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Superhost
Flat in Oak Park
Sunny Jumbo Studio
1 bedroom, 1 bed, 1 private bathroom
9–14 Sept
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4.83 out of 5 average rating, 689 reviews
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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
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Luxe
Apartment in Oak Park
Architect-Designed 3BR Oak Park Flat
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 17 reviews
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Superhost
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
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Superhost
Home in Oak Park
Large Historic Gut Rehab Near DT Chi+Parking
5 bedrooms, 10 beds, 3.5 bathrooms
27 Oct – 1 Nov
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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
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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
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Top guest favourite
Home in Maywood
Historic Firehouse (Steps from Metra Station!)
2 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Berwyn
The Architectural Haven
4 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 38 reviews
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Superhost
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, 25 reviews
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Top guest favourite
Home in Oak Park
Coach House•Theater•Parking•6 minute Walk to FLW
2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 35 reviews
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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, 33 reviews
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Top guest favourite
Apartment in Oak Park
Architect-Designed 2BR Oak Park Flat
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Home in Forest Park
Steps to Shops, Restaurants, Trains; 5BR, 14 Guest
5 bedrooms, 8 beds, 3 bathrooms
10–15 Oct
4.89 out of 5 average rating, 141 reviews
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Top guest favourite
Flat in Oak Park
A Little Slice of Heaven in Oak Park, IL
1 bedroom, 1 queen bed, 1 bathroom
13–18 Oct
4.89 out of 5 average rating, 199 reviews
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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, 388 reviews
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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
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Top guest favourite
Home in Oak Park
Oak Park - Wine House!
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Oct
4.99 out of 5 average rating, 79 reviews
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Top guest favourite
Townhouse in Oak Park
Lovely Central Oak Park TH w/parking & on Green el
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
4.98 out of 5 average rating, 243 reviews