Discover a selection of 484 vacation rentals in Highland Park, IL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $100 per night, and houses and condos are popular options for a stay in Highland Park. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Highland Park
Destination guide

Travel to lively Highland Park

Enjoy the live music and other features of Highland Park. This city's gardens, shopping and sporting events draw many visitors. Six Flags Great America and Wrigley Field are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.


Activities and attractions in and around Highland Park

Are you looking for attractions to see in the area? 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 top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Six Flags Great America (14.9 mi / 24 km)
  • Sportsman's Country Club (4.1 mi / 6.6 km)
  • Northbrook Sports Complex (4.5 mi / 7.2 km)
  • Willowhill Golf Course (5.1 mi / 8.2 km)
  • Glenview Park Golf Club (6.1 mi / 9.8 km)
  • The Glen Club (6.2 mi / 10 km)
Natural features

Exploring the natural features in Highland Park

Whether you're looking for adventure or just want to appreciate the scenery, Highland Park is a great place to get out in nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Lincoln Park (18 mi / 29 km)
  • Rosewood Beach (2.1 mi / 3.4 km)
  • Chicago Botanic Garden (2.2 mi / 3.5 km)
  • Ravinia Park (2.3 mi / 3.7 km)
  • Kent Fuller Air Station Prairie (5.6 mi / 8.9 km)
  • Gallery Park (6.2 mi / 9.9 km)
How to get there

Transportation to and around Highland Park

The nearest airport is in Chicago, IL (PWK-Chicago Executive), located 6.3 mi (10.2 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Chicago, IL (ORD-O'Hare Intl.), which is 14.8 mi (23.9 km) away.

If you prefer to travel by train, Highland Park Station, Highland Park Ravinia Station and Highland Park Ravinia Park Station are the main stations in the city.

How many vacation rentals are available around Highland Park, IL?

Our 2021 property listings offer a large selection of 484 vacation rentals around Highland Park. From 128 house rentals to 336 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Highland Park?

Vrbo offers a large selection of vacation rentals near lovely places in Highland Park. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Chicago Botanic Garden: 547 vacation rentals
  • Highland Park Ravinia Station: 624 vacation rentals
  • Highland Park Station: 501 vacation rentals
  • Ravinia Park: 654 vacation rentals
  • Highland Park Braeside Station: 1,003 vacation rentals

But there are many other points of interest around Highland Park listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Highland Park?

Yes, of course. Vrbo has 128 Houses in Highland Park. Our other popular types of vacation rentals in Highland Park include:

  • Condos/Apartments: 336 rentals available
  • Townhouses: 10 rentals available
  • Studios: 263 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cabins and more.

Can I find a vacation rental with pool in Highland Park?

Yes, you can select your preferred vacation rental with pool among our 39 vacation rentals with pool available in Highland Park. Please use our search bar to access the selection of vacation rentals available.