Destination guide

Head to the charming city of Highland

Enjoy the churches and other features of Highland. Travelers to this romantic city praise the ice skating, basketball games and bird watching. With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.


Activities and attractions in Highland

Are you looking for top things to see and do while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Highland a fun spot to vacation. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Lost Marsh Golf Course (8.1 mi / 13.1 km)
  • Ravisloe Country Club (10.9 mi / 17.6 km)
  • Coyote Run Golf Course (12.2 mi / 19.6 km)
  • Deep River Water Park (13 mi / 20.9 km)
Natural features

Exploring the natural features in Highland

Whether you're looking for adventure or just want to appreciate the scenery, Highland is a great place to get outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Hoosier Prairie (1.8 mi / 2.9 km)
  • Lan-Oak Park (5.3 mi / 8.5 km)
  • Veterans Memorial Park (8.5 mi / 13.6 km)
  • Marquette Park (11.2 mi / 18.1 km)
  • Oak Hill Park (11.7 mi / 18.8 km)
  • Auburn Park (16.8 mi / 27.1 km)
How to get there

Traveling to and around Highland

The nearest airport is in Chicago, IL (MDW-Midway Intl.), located 22.1 mi (35.5 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Chicago, IL (ORD-O'Hare Intl.), which is 37.5 mi (60.3 km) away.

Where to stay around Highland, IN?

Our 2019 property listings offer a large selection of 20 vacation rentals near Highland. From 11 house rentals to 7 condo and apartment rentals, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Highland for a holiday or a weekend are on Vrbo.

What is the best area to stay when traveling to Highland?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Highland:

  • Miller Beach: 34 vacation rentals
  • Heart of Chicago: 30 vacation rentals
  • Hyde Park: 52 vacation rentals
  • Bronzeville: 55 vacation rentals
  • Grand Crossing: 32 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

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

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

  • Chicago Museum of Science and Industry: 1,616 vacation rentals
  • Blue Island Vermont Street Station: 1,206 vacation rentals
  • University of Chicago: 1,622 vacation rentals
  • Chicago 115th Street Station (Morgan Park): 1,467 vacation rentals
  • Chicago 107th Street Station (Beverly Hills): 1,575 vacation rentals

But there are many other points of interest around Highland 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?

Yes, of course. Vrbo has 11 Houses in Highland. Our other popular types of vacation rentals in Highland include:

  • Condos/Apartments: 7 rentals available
  • Studios: 7 rentals available

Can I find a vacation rental with internet/wifi in Highland?

Yes, you can select your preferred vacation rental with internet/wifi among our 17 vacation rentals with internet/wifi available in Highland. Please use our search bar to access the selection of vacation rentals available.

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