Wheeling holiday rentals, Chicago: holiday houses & more

Discover a selection of 6 homes and other holiday rentals in Wheeling that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, which might include a garden and pool. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

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Find the best place to stay - Wheeling

Modern Luxe home w/Gameroom and Electric Fireplace

Sleeps 12 · 4 bedrooms · 3 bathrooms

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Delight in the riverfront landscape of Wheeling

The riverfront and lake provide a pleasant backdrop to your holiday 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-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Do you want to discover top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that Wheeling has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

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 an adventurous traveller or just want to appreciate the scenery, Wheeling is a great place to get outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

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)
Fox River Preserve (15 mi / 24.1 km)
Portage Park (15.3 mi / 24.6 km)

Travelling to and around Wheeling

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

If you prefer train travel, the main station is Wheeling Station.

Frequently asked questions

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

A range of factors can determine the price of a holiday 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 travelling. 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 Centre
Wagner Farm

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

You'll have to check with the Wheeling holiday 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 holiday 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.