Destination guide

Head to the charming city of Highland

Enjoy the churches and other features of Highland. Travellers to this romantic city praise the ice skating, basketball games and bird watching. With a holiday 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 cosy holiday rental and experience everything that makes Highland a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 centre:

  • 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

Travelling to and around Highland

The nearest airport is in Chicago, IL (MDW-Midway Intl.), located 22.1 mi (35.5 km) from the city centre. 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?

Our 2019 accommodation listings offer a large selection of 19 holiday lettings near Highland. From 12 Houses to 5 Flats, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Highland for a long holiday or a weekend break is on HomeAway.

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

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Highland:

  • Woodlawn: 33 holiday homes
  • Bronzeville: 55 holiday homes
  • Miller Beach: 32 holiday homes
  • Heart of Chicago: 24 holiday homes
  • North Kenwood: 32 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Highland?

HomeAway offers a large selection of holiday accommodations near great places in Highland. From HomeAway travellers, the most popular points of interest to stay near are:

  • Matteson 211th Street-Lincoln Highway Station: 50 holiday lettings
  • Chicago 115th Street Station (Morgan Park): 1,246 holiday lettings
  • Chicago 103rd Street Station (Rosemoor): 1,317 holiday lettings
  • Chicago 35th Street-Lou Jones-Bronzeville Station: 1,395 holiday lettings
  • Chicago 87th Street Station (Woodruff): 1,358 holiday lettings

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

Can I rent Houses in Highland?

Yes, of course. HomeAway offers 12 Houses in Highland. Our other popular types of Highland holiday rentals include:

  • Flats: 5 self catering accommodations
  • Studios: 5 self catering accommodations

Can I find a holiday accommodation with internet/wifi in Highland?

Yes, you can select your preferred holiday accommodation with internet/wifi among our 15 holiday homes with internet/wifi available in Highland. Please use our search bar to access the selection of holiday rentals available.

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