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Vacation rentals in Oak Park

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Top-rated holiday rentals in Oak Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

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  1. Entire guesthouse
  2. Oak Park
Coachhouse in central OP 4 blk to L

Charming, furnished 1 BR 1 BA apt in Frank Lloyd Wright Historic District. Parking, kitchen, washer/dryer in unit, Air/Heat, TV/Xbox/FireTV. Free wifi. Central location: 1 blk to farmers market, near Hemingway / Frank Lloyd Wright attractions. 4 blocks to green line. 20 min ride to downtown Chicago. Available for longer term stays.

SUPERHOST
  1. Private room
  2. Oak Park
Single bed room with Asian decor in family home

Private home with bedroom (second floor) available with shared bath (second floor). See details for places to go, things to see, places to eat and drink locally as well as in the city!

SUPERHOST
  1. Private room
  2. Austin
Little Farm in the City Back Bedroom

Our little farm in the city is located two blocks from the Chicago border with Oak Park; also two blocks from the Green Line, with access to downtown Chicago in 30 minutes. We currently have 5 international students also living with us, who are in the country to learn English, and look forward to practicing their emerging language skills with our other guests. We have one dog and three cats inside our house, and 5 adult goats and a growing number of baby goats. We welcome guest animals.

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Stay near Oak Park's top sights

Photo of Frank Lloyd Wright Home and Studio
Frank Lloyd Wright Home and Studio78 locals recommend
Photo of Oak Park Conservatory
Oak Park Conservatory12 locals recommend
Photo of Classic Cinemas Lake Theatre
Classic Cinemas Lake Theatre40 locals recommend
Photo of Poor Phil's Bar and Grill
Poor Phil's Bar and Grill10 locals recommend
Photo of Oak Park Public Library - Main Library
Oak Park Public Library - Main Library12 locals recommend
Photo of Mills Park
Mills Park3 locals recommend

Other great holiday rentals in Oak Park

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  1. Entire rental unit
  2. Oak Park
Sunny Jumbo Studio in the Heart of Oak Park
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  1. Entire rental unit
  2. Oak Park
Prime Location to Downtown Oak Park, Chicago
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  1. Entire guesthouse
  2. Oak Park
Stylish Coachhouse in lovely Oak Park!
  1. Entire rental unit
  2. Oak Park
1BR Apartment - Walk to Shops - Downtown OAK PARK
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  1. Entire loft
  2. Oak Park
Contemporary Oak Park Loft
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  1. Entire rental unit
  2. Oak Park
1 bed 1 bath apartment 42-2
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  1. Entire rental unit
  2. Oak Park
Chic Retreat in Historic Victorian House-Free PKG
SUPERHOST
  1. Private room
  2. Oak Park
Little Gem Double Rm Home Base for Chicago Trips!
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  1. Entire rental unit
  2. Oak Park
Cosmopolitan nest in Oak Parks North Side
SUPERHOST
  1. Private room
  2. Oak Park
Antique Filled Home
  1. Private room
  2. Forest Park
4E/4D5ih2 Comfy Bedroom Close to Chicago & Loyola
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  1. Entire rental unit
  2. Forest Park
Village Cottage - Clean & Private, Pets OK
  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Oak Park