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Oak Park vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Oak Park

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

Rental unit in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
This sunny second floor apartment perched in an 1890’s farmhouse offers traditional charm with many contemporary touches. It showcases a variety of original art. Located on a quiet street but just steps away from restaurants, bars and shops, off-street parking is included. Two nearby trains provide easy access to downtown Chicago and O’Hare Airport. An enclosed porch directly off the kitchen overlooks a beautiful prairie garden. You can relax on the backyard patio with gas grill and fire pit.
ﺩ.ﺇ404 per night
Rental unit in Oak Park
Charming Chicago-Style, Vintage, Comfortable 1 bed
→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Experience vintage Chicago style living in this richly characteristic brick building, situated in a safe and quiet neighborhood. ★ Property Features: • One block away from the Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable and option to use other apps • Free Laundry Room • Free Parking
ﺩ.ﺇ292 per night
Rental unit in Oak Park
Sunny Jumbo Studio in the Heart of Oak Park
Bright and sunny Oak Park jumbo studio, steps from cute downtown, train to Chicago, and amazing local tourist destinations- like the Hemingway Home and the Wright Studio. This welcoming studio was completely rehabbed and updated. We put a lot of care into designing a relaxing apartment with all the amenities. The main room features a king-sized bed, office nook, and fully stocked entertainment area, with games, books, and a TV. The spacious kitchen and luxurious bathroom are brand new!
ﺩ.ﺇ310 per night

Stay near Oak Park's top sights

Photo of Frank Lloyd Wright Home and Studio
Frank Lloyd Wright Home and Studio185 locals recommend
Photo of Downtown Oak Park
Downtown Oak Park9 locals recommend
Photo of Trader Joe's
Trader Joe's52 locals recommend
Photo of Jewel-Osco
Jewel-Osco13 locals recommend
Photo of Maya Del Sol
Maya Del Sol68 locals recommend
Photo of Cooper's Hawk Winery & Restaurant
Cooper's Hawk Winery & Restaurant50 locals recommend

Other great vacation rentals in Oak Park

Rental unit in Oak Park
Located in beautiful Oak Park!
ﺩ.ﺇ315 per night
Loft in Oak Park
Contemporary Oak Park Loft
ﺩ.ﺇ338 per night
Rental unit in Oak Park
Cosmopolitan Nest in Oak Park North Side
ﺩ.ﺇ260 per night
Guest suite in Oak Park
Private garden suite in quiet safe Oak Park
ﺩ.ﺇ484 per night
Rental unit in Austin
North Avenue Studio Apartment
ﺩ.ﺇ439 per night
Rental unit in Oak Park
Prime Location to Downtown Oak Park, Chicago
ﺩ.ﺇ404 per night
Private room in Oak Park
Cozy Queen Perfect Home Base for Chicago Trips!
ﺩ.ﺇ204 per night
Guesthouse in Oak Park
O'Malley Oasis!
ﺩ.ﺇ577 per night
Guesthouse in Oak Park
Sunny Coach House in Historic Oak Park
ﺩ.ﺇ545 per night
Condo in Oak Park
Lovely condo in the heart of Downtown Oak Park!
ﺩ.ﺇ638 per night
Private room in Oak Park
Single bed room with Asian decor in family home
ﺩ.ﺇ249 per night
Loft in Forest Park
"The Wilson Loft, Ideal for long stays"
ﺩ.ﺇ391 per night

Stays in Rehm Park

Private room in Oak Park
1B6ih2 Comfy Sunny Room in Oak Park
ﺩ.ﺇ232 per night
Private room in Oak Park
Entire upstairs in Arts and Crafts Oak Park home
ﺩ.ﺇ316 per night
Rental unit in Berwyn
The Green Bungalow: Charming 1-BR apt. with patio
ﺩ.ﺇ411 per night
Private room in Berwyn
Comfortable room with easy access to Chicago
ﺩ.ﺇ220 per night

Other types of stays on Airbnb

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Oak Park