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Vacation rentals in Oak Park

Vacation rentals in Oak Park

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oak Park

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

  • Contemporary Oak Park Loft
    SUPERHOSTEntire loft · 4 guests · 2 beds · 1 bath
    Contemporary Oak Park Loft

    This affordable loft is ideal for staycations, work-from-home office space, or extended stays. The loft is a clean, private, second-story apartment with a 5-star rating. The high speed Wi-Fi and large office area with a roomy contemporary desk for laptop and ample plugs for all the electronics needed. The kitchenette provides the needed coffee, micro, and mini-fridge with some simple breakfast treats to get you going in the morning. Parking is available on a parking pad.

    What guests are saying:

    “Beth’s place was PERFECT! It was a short walk from the train to downtown, the bed was comfortable, the shower spacious and hot, soft and absorbent towels, quality sheets, and individual ac units made the temp control a breeze. We loved having a Keurig with great coffee and tea options. Having a few snacks was great and chilled creamer to boot. The apartment is above the garage in a wonderful quiet neighborhood, it was great to have privacy and be so relaxed. And the blackout shades were great for sleep. Beth was a wonderful host and we’d definitely come stay again.”

  • Cosmopolitan nest in Oak Parks North Side
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    Cosmopolitan nest in Oak Parks North Side

    Whether visiting Oak Park's historic district or exploring the Windy City for the renowned museums and its nightlife, we welcome you into our home. You are guaranteed a peaceful stay in your own apartment with private entrance on the first floor in our single family home. We are a professional family who maintain a quiet residence. CTA public transportation just steps away.

    What guests are saying:

    “We booked this trip to visit Chicago. It was a great price and we decided to stay here instead of in Chicago proper because of the price. We figured we could save money this way and spend more money on experiences. Oak Park is really nice. We decided to walk each morning to the train station (about a mile...20-25min) We felt safe and got to see a little bit of this town. They have great cafes (Courageous Bakery) and a fun brewery (Oak Park Brewery). The room was clean and the bathroom was big (Which I was very happy about). The walls were thin where I could hear easily through them. We didn’t spend a lot of time in the room so it didn’t bother us much. We booked this Airbnb back in November, before COVID-19. Unfortunately We had to end our trip early. Zarko was very nice and accommodating during this time.”

  • warm comfortable home with lots to offer
    SUPERHOSTPrivate room · 1 guest · 1 bed · 1.5 shared baths
    warm comfortable home with lots to offer

    single family home with private bedroom (second floor) available with shared bath (second floor), however there are bathrooms on every floor (2nd flr, 1st flr, lower level family room), two with shower (2nd flr and lower level family room). See our other listing for private room with single bed.

Vacation rentals for every style

Get the amount of space that is right for you.

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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

Sunny Jumbo Studio in the Heart of Oak Park
SUPERHOSTEntire apartment
Sunny Jumbo Studio in the Heart of Oak Park
Price:$121 CAD/night
Coachhouse in central OP 4 blk to L
SUPERHOSTEntire guesthouse
Coachhouse in central OP 4 blk to L
Price:$137 CAD/night
Bright & Spacious Victorian-FREE PKG walk to train
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Bright & Spacious Victorian-FREE PKG walk to train
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Oak Park Charmer
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Oak Park Charmer
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Sunny Victorian Garden Oasis
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Cozy Queen Perfect Home Base for Chicago Trips!
Private room
Cozy Queen Perfect Home Base for Chicago Trips!
Price:$61 CAD/night
Antique Filled Home
Private room
Antique Filled Home
Price:$88 CAD/night
Spacious and Sunny Garden Apartment
SUPERHOSTEntire apartment
Spacious and Sunny Garden Apartment
Price:$102 CAD/night
The Perfect 1 Bedroom Apartment!
SUPERHOSTEntire apartment
The Perfect 1 Bedroom Apartment!
Price:$161 CAD/night
Little Farm in the City Back Bedroom
SUPERHOSTPrivate room
Little Farm in the City Back Bedroom
Price:$41 CAD/night
1 bedroom 1 bathroom  Entire apartment 42-1
SUPERHOSTEntire apartment
1 bedroom 1 bathroom Entire apartment 42-1
Price:$99 CAD/night
Attached private bathroom,Clean/Spacious/Quiet!
SUPERHOSTPrivate room
Attached private bathroom,Clean/Spacious/Quiet!
Price:$75 CAD/night
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