Skip to content

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.

Superhost
Loft in Oak Park
Contemporary Oak Park Loft
This affordable loft is ideal for getaways, exploring Chicago, staycations, or work-from-home office space. 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 the parking pad.
$93 per night
Superhost
Apartment in Oak Park
Charming Chicago-Style, Vintage, Tv NFL PASS
→ 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
$53 per night
Superhost
Apartment in Oak Park
Chic Retreat in Historic Victorian House-Free PKG
You will be in the heart of downtown Oak Park, within walking distance to public transportation that takes you directly to downtown Chicago, restaurants, shops, grocery stores and everything Oak Park has to offer. OCCUPANCY LIMIT IS 2 - NO VISITORS ALLOWED Perfect for long term or short term stays. We kindly ask that you read our full listing description and our house rules prior to booking.
$114 per night

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Oak Park?

    Four-legged friends are welcome in Oak Park. Choose from more than 60 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oak Park?

    Yes! Work meets play with ease at over 160 vacation rentals in Oak Park featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Oak Park?

    Oak Park has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Oak Park have air conditioning?

    Absolutely! We offer over 20 condo rentals with air conditioning in Oak Park. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Oak Park?

    Experience the best of Oak Park with our apartment rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Oak Park have wireless internet?

    Absolutely! We offer over 20 condo rentals with wireless internet in Oak Park. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Oak Park have a gym?

    Absolutely! We offer over 20 apartment rentals with a gym in Oak Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oak Park have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Oak Park. Enjoy a tailored experience with all the comforts you desire.

1 of 3 pages
1 of 3 pages

Stay near Oak Park's top sights

Frank Lloyd Wright Home and Studio184 locals recommend
Downtown Oak Park9 locals recommend
Jewel-Osco13 locals recommend
Trader Joe's52 locals recommend
Scoville Park8 locals recommend
Classic Cinemas Lake Theatre72 locals recommend

Destinations to explore

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