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Search results; Over 1,000 homes in Oak Park

Superhost
Flat in Oak Park
Cozy and Character-Rich Chicago Style, Tv 42-2
1 bedroom, 1 bed, 1 private bathroom
11–16 Aug
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4.84 out of 5 average rating, 318 reviews
Top guest favourite
Flat in Oak Park
Top floor of Historic Oak Park Home /2 Car Garage
5 beds
23–28 Aug
4.96 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Near Downtown w/Parking
5 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
5 beds
21–26 Sept
4.9 out of 5 average rating, 505 reviews
Top guest favourite
Guest house in Oak Park
Coachhouse in central OP 4 blk to L
2 beds
15–20 Oct
4.9 out of 5 average rating, 556 reviews
Top guest favourite
Flat in Oak Park
Modern+Spacious W/King Bed, Walk to Town-Park Free
2 beds
9–14 Aug
4.98 out of 5 average rating, 237 reviews
Top guest favourite
Flat in Oak Park
Large sunny 3BR apt. in downtown Oak Park
5 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 202 reviews
Top guest favourite
Room in Oak Park
Stay with Tom And Grace
Antique Filled Home
12–17 Oct
4.94 out of 5 average rating, 448 reviews
Top guest favourite
Townhouse in Oak Park
A Pleasant Stay in Oak Park
2 beds
9–14 Nov
4.99 out of 5 average rating, 71 reviews
Guest favourite
Flat in Oak Park
Bright Boho Haven free parking
1 king bed
13–18 Sept
4.86 out of 5 average rating, 104 reviews
Top guest favourite
Flat in Oak Park
Historic Hotspot: Downtown Oak Park w/parking spot
2 queen beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 85 reviews
Top guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4 beds
26–31 Jul
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Oak Park
Elegant 4bedroom, 5 bathroom home on a great block
4 queen beds
21–26 Jul
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Oak Park
The Chicago Game Room (Oak Park, IL)
7 beds
21–26 Sept
4.98 out of 5 average rating, 154 reviews
Top guest favourite
Home in Oak Park
Clean, Central Studio/ Urban Farm, Parking, for 4
3 beds
19–24 Aug
4.97 out of 5 average rating, 189 reviews
Top guest favourite
Flat in Oak Park
2-bedroom Apartment in the heart of Oak Park
3 beds
21–26 Sept
4.97 out of 5 average rating, 149 reviews
Superhost
Flat in Bellwood
Bellwood Getaway
3 beds
21–26 Sept
4.86 out of 5 average rating, 132 reviews
Top guest favourite
Flat in Oak Park
Bright & Spacious Victorian-FREE PKG walk to train
3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 378 reviews
Guest favourite
Home in Oak Park
Oak Park Charm: Arcade Fun, 15 Min to Downtown Chi
4 beds
5–10 Aug
5.0 out of 5 average rating, 25 reviews