Rent Your Vacation Home or Condo in Oak Park, Illinois

Oak Park is a Chicago neighborhood located on the city’s North Shore. It’s one of the most affluent areas in the entire city, and it has some beautiful century-old homes that are perfect for renting out on Airbnb. But there are also plenty of modern, luxury vacation rental options available in Oak Park as well. There are a lot of great reasons to rent out your Oak Park home as a short-term rental. The first is that Oak Park is a very popular place to visit. It’s close to Lake Michigan and downtown Chicago, so it’s perfect for families looking to explore both cities. And it’s also close to great parks and natural attractions like Millennium Park and Wrigley Field. And as Oak Park is one of the few neighborhoods in Chicago where people can walk around freely, it’s an ideal place to rent out as a short-term rental when you want to allow your guests to feel like they’re in their own private apartment or house.

When partnering with RedAwning for your property management needs, we can make sure your Oak Park rental is set up correctly and ready to generate the most amount of revenue possible per stay.

Current Vacation Rental Trends in Oak Park

During the month of November, Oak Park and areas including , and Frank Lloyd Wright District are projected to generate over $172/night for a 2 bedroom vacation rental, on average! There were 269 vacation active rental properties in Oak Park.  192 are renting the entire place, and 77 are shared rooms.  On average, during the month of November 2023, each vacation rental property in Oak Park is booked 73% of the time, and most hosts are projected to generate $2,877 or more during the month of November! See how much you could earn with our free vacation rental income calculator.

$172.00 Per Night*


72% Occupied*


$2,877.00 Per Month*

* Based on the median average of all vacation rentals in the Oak Park area.
Get a free estimate for your home or condo.

Vacation Rentals in Oak Park are generating record profits with RedAwning.
Find out how you can exceed your revenue goals with RedAwning's property management resources.

Successful short-term vacation rentals in Oak Park, Illinois

If you’re looking to rent out your Oak Park home as a short-term rental, there are several things you can do to help make it a financially positive experience for both you and your Airbnb guests. Here are some of the most important trends that Airbnb users have seen in recent years: In most cases, Oak Park vacation rentals report revenue within a week of being listed on Airbnb. However, some users have reported revenue up to a month after listing their property. And those who receive multiple bookings each month also tend to see greater revenues than those who only get one booking per month. Oak Park vacation rentals tend to see greater revenues when located in high-traffic areas with easy access to public transportation and other amenities. In addition, renters who offer discounts for first-time guests may also see greater revenues over time.

A growing number of vacation rental owners are choosing Oak Park, IL as they want to be a part of the vibrant and exciting community that is Oak Park. With a median home value of $313,000, Oak Park is an attractive option for people looking to invest in a home that has an affordable price tag. Plus, Oak Park has a variety of amenities such as museums and parks that make it a great place for families to visit. There are several perks to renting out your Oak Park house or apartment as a short-term vacation rental. First, it can help you generate extra income while you are away. Second, it gives you the chance to live in a fantastic location. And third, it allows you to spend more time with your family and friends during the holidays.

RedAwning takes the guess-work out of Oak Park property management, and we work with you to ensure your Oak Park short-term rental is set up perfectly to attract guests and maximize your rental revenue, from day-one.

See how much your Oak Park vacation rental could earn:

Revenue Projections for Vacation Rentals in Oak Park, Illinois during December, 2023

Based on a 2 bedroom, which is the most common Oak Park vacation rental home size, we've come up with an estimated rental amount you could charge per night and how much demand there is for each day in December. Higher bars below can command higher prices, if your Oak Park vacation rental is available during these days.

Average Daily Price & Percent Occupied Next Month In Oak Park

Note: These averages are based on a 2 bedroom home in Oak Park. If you'd like to find out how much revenue your home could make by providing the number of bedrooms and specifics about your vacation rental, please try our  free vacation rental calculator and/or speak with one of our vacation rental experts about your vacation home, condo or unique vacation rental experience.

Interested in learning how you can maximize your vacation rental revenue in Oak Park, Illinois?

If you are a speculative home buyer or have another home in Illinois, check out our other Illinois Vacation Rental Management reports in AltonAuroraChampaignChicagoEvanstonGalenaPontiacRockfordSpringfieldJerusalemBellevilleLincolnNorth AuroraHoliday HillsO'FallonBull ValleyPark ForestPlainfieldMelrose ParkBentonBolingbrookSavoyCarlinvilleDes PlainesPeoria,  and Swansea, Illinois or view all of our vacation rental market reports

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