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Vacation rentals in Oak Park

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Top-rated vacation rentals in Oak Park

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

Gallery Loft of Oak Park
SUPERHOST
Entire guesthouse · 4 guests · 2 beds · 1 bath

Gallery Loft of Oak ParkWelcome to the Gallery Loft of Oak Park, a Chicagoland gem near the birthplace of Ernest Hemingway, Frank Lloyd Wright Home + Studio and the Veltway. A second story flat furnished in a vintage mcm style, featuring local Chicago artists. Walking distance to music venues (Fitzgerald's, Friendly's and Wire), and dozens of restaurants. Firepit access for guests, easy street parking and a kitchen well stocked for those who like to cook. Private porch. Perfect for long term and short term stays.

Great location. Free parking.  One night available
SUPERHOST
Entire apartment · 2 guests · 1 bed · 1 bath

Great location. Free parking. One night availableGreat location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

warm comfortable home with lots to offer
SUPERHOST
Private room · 1 guest · 1 bed · 1.5 shared baths

warm comfortable home with lots to offersingle family home with bedroom (second floor) available with shared bath. Room is for single occupancy only, no exceptions. See our other listing for private room with single bed.

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Popular amenities for Oak Park vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Oak Park

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Cosmopolitan nest in Oak Parks North Side
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A laid-back studio few minutes from Wrigley Field
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Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
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Cozy and Convenient-Quick to City & Chicago Sights
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Lincoln Square In-laws Suite: Private Entrance
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Cozy and Stylish Studio with Free Parking in Irving Park
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Contemporary Oak Park Loft
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  1. Entire apartment
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Peaceful oasis in Forest Park
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Basement Studio w/Free St. Parking, Humboldt Park
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Boutique Guest House in Logan Square w/ King Bed
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Victorian Gem in Heart of FLW District
  1. Entire apartment
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Cool and Comfy First Floor in hoppin' Logan Square

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