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Highland Park vacation rentals

We found 308 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 5 homes and other vacation rentals in Highland Park that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the amenities you need and want, which might include parking and a hot tub. Whatever you're looking for, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.

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The natural setting of Highland Park is ready to explore

Enjoy the live music and other features of Highland Park. This city's gardens, shopping and sporting events draw many visitors. Naval Base Great Lakes and Wrigley Field are just a couple of the must-sees in the area. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway 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 Highland Park

Are you hoping to find attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Highland Park has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Six Flags Great America (14.5 mi / 23.4 km)
  • Sportsman's Country Club (4.5 mi / 7.3 km)
  • Northbrook Sports Complex (4.8 mi / 7.8 km)
  • Home Alone House (6 mi / 9.7 km)
  • The Glen Club (6.5 mi / 10.4 km)
  • Adagio Teas (8.6 mi / 13.9 km)

Exploring the natural features in Highland Park

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Highland Park is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Ravinia Park (2 mi / 3.3 km)
  • Chicago Botanic Garden (2.5 mi / 4 km)
  • Heritage Park (7 mi / 11.3 km)
  • Norridge Park District (14.9 mi / 24 km)
  • Portage Park (15.8 mi / 25.4 km)
  • Montrose Beach (17 mi / 27.4 km)

How to get to and around Highland Park

Fly into Chicago, IL (PWK-Chicago Executive), the closest airport, located 6.8 mi (10.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Chicago O'Hare Intl. Airport (ORD), which is 15.1 mi (24.3 km) away.

If you're traveling by train, Highland Park Station, Highland Park Ravinia Station and Highland Park Ravinia Park Station are the main stations in the area.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Highland Park?

According to our data, houses are considered the most popular vacation rental type in Highland Park. But that goes without saying, everyone's idea of the perfect trip is bound to be different. Vrbo has vacation homes of all sizes, shapes and budgets, so you're bound to find the best fit for your needs.

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

A range of things can influence how much you pay for a vacation rental in Highland Park, including the length of stay, type of property and season. Still, all our vacation homes have one thing in common — amazing value. Simply add your travel dates to find your ideal escape.

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

When you travel and the size and style of the property will determine the cost of your beachside vacation rental. Type in your Highland Park travel dates to see all your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to pick the amenities and features you need.

What are popular rental amenities in Highland Park?

The most popular rental amenities people look for in Highland Park include a fireplace, a garden and a barbecue grill. Whether you're on the road with pals, family or even pets, Vrbo vacation homes include the best amenities for fun and relaxation with the people you cherish the most.

What are the top attractions for families in Highland Park?

Keeping the kiddos entertained during your Highland Park vacation is child's play with these top family-friendly attractions:

  • Kohl Childrens Museum
  • Wagner Farm
  • Grove National Historic Landmark

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

The minimum required age is usually 16, 18 or 21. It can vary from property to property on Vrbo, so check the rules of your chosen Highland Park vacation rental before booking.

How long can I rent a vacation rental in Highland Park for?

The amount of time you can rent a Highland Park vacation rental for is up to each property. Simply put in your travel dates to browse available options offering extended stays. They come with all you need to make your extended trip more convenient and comfortable, such as kitchens and yards. Some Vrbo vacation properties may also offer weekly or monthly discounts, so you can stick around for longer for less.

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