Discover a selection of 22 vacation rentals in Highland, WI 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 kitchens and WiFi. Prices start at $80 per night, and houses and cabins are popular options for a stay in Highland. Either way, you'll find a rental for everyone's needs.
Destination guide

Choose a vacation rental for your Highland getaway

The parks and surrounding scenery provide a peaceful ambiance to your vacation home in Highland. This city has something for everyone. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo 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

Are you hoping to find top things to see and do in the area? Venture out of your vacation home and check out everything that makes Highland a one-of-a-kind vacation spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Whispering Winds Winery (11.1 mi / 17.9 km)
  • Spring Green Golf Course (16.3 mi / 26.2 km)
  • Tower Hill State Park (16.5 mi / 26.5 km)
  • Botham Vineyards (23.6 mi / 37.9 km)
Natural features

Exploring the natural landscape of Highland

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Highland is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Blackhawk Lake Recreation Area (3.9 mi / 6.2 km)
  • Governor Dodge State Park (10.9 mi / 17.5 km)
  • Tower Hill State Park (16.5 mi / 26.5 km)
How to get there

Traveling to and around Highland

The nearest airport is in Madison, WI (MSN-Dane County Regional), located 50.9 mi (82 km) from the city center.

How many vacation rentals are available around Highland, WI?

Our 2020 property listings offer a large selection of 22 vacation rentals around Highland. From 13 house rentals to 5 cabin 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?

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:

  • Blackhawk Lake Recreation Area: 35 vacation rentals
  • Spurgeon Vineyards & Winery: 26 vacation rentals
  • The House on the Rock: 37 vacation rentals
  • Governor Dodge State Park: 34 vacation rentals
  • Yellowstone Lake State Park: 18 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 13 Houses in Highland. Our other popular types of vacation rentals in Highland include:

  • Cabins: 5 rentals available
  • Cottages: 5 rentals available
  • Bungalows: 5 rentals available

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

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

Yes, you can select your preferred vacation rental with internet/wifi among our 21 vacation rentals with internet/wifi available in Highland. Please use our search bar to access the selection of vacation rentals available.