Wheeling vacation rentals

We found 295 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 6 homes and other vacation rentals in Wheeling that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the amenities you need and want for your stay, which might include WiFi and a pool. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Delight in the riverside landscape of Wheeling

The riverfront and lake provide a pleasant backdrop to your vacation home in Wheeling. This city's restaurants, shopping and ecotours draw many visitors. Naval Base Great Lakes and Six Flags Great America are just a couple of the must-sees in the area. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Wheeling

Are you searching for attractions to see during your stay? Venture out of your cozy vacation rental and check out everything that Wheeling has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Six Flags Great America (15.8 mi / 25.4 km)
  • Chevy Chase Country Club (1.4 mi / 2.3 km)
  • Northbrook Sports Complex (4.3 mi / 6.9 km)
  • Kemper Lakes Golf Club (4.4 mi / 7.1 km)
  • Arlington International Racecourse (5.3 mi / 8.5 km)
  • The Glen Club (6.2 mi / 10 km)

Exploring the natural landscape of Wheeling

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Wheeling. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Heritage Park (0.4 mi / 0.7 km)
  • Chicago Botanic Garden (7.3 mi / 11.7 km)
  • Ravinia Park (7.9 mi / 12.7 km)
  • Norridge Park District (13.3 mi / 21.3 km)
  • Portage Park (15.3 mi / 24.6 km)
  • North Shore Beach Park (16.8 mi / 27 km)

Traveling to and around Wheeling

The nearest airport is in Chicago, IL (PWK-Chicago Executive), located 2.2 mi (3.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Chicago O'Hare Intl. Airport (ORD), which is 11.3 mi (18.1 km) away.

If you're traveling by train, the main station serving the city is Wheeling Station.

Frequently asked questions

How much does it cost to rent a vacation rental in Wheeling?

A range of factors can determine the price of a vacation rental in Wheeling, such as the season, length of stay and type of property. Still, all Vrbo homes have one thing in common — unbeatable value. Simply add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Wheeling?

Prices for beach houses in Wheeling may vary depending on the size and type of the property and time of year you're traveling. All you have to do is enter your travel dates into Vrbo and how many guests to see your options and prices. From there you can use our filters to refine your search results by nearby activities, amenities, ratings and more.

What are the top attractions for families in Wheeling?

There are plenty of cool things to do and see with the family in Wheeling, such as:

  • Kohl Childrens Museum
  • Orbit Skate Center
  • Wagner Farm

How old do you have to be to rent a vacation rental in Wheeling?

You'll have to check with the Wheeling vacation property you're looking at on Vrbo as age restrictions differ. However, typically it's 16, 18 or 21.

How long can I rent a vacation rental in Wheeling for?

It really depends on the Wheeling property. To view a list of options offering extended stays, simply type your dates and number of people into Vrbo. Enjoy having the property to yourself, along with the comforts of home like air conditioning, a kitchen and a backyard where your little ones can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.