Destination guide

Head to the rustic city of Jackson

Enjoy the festivals and other features of Jackson. This welcoming and walkable city is known for its biking, shopping and restaurants. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.


Activities and attractions in and around Jackson

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

  • Washington County Fair Grounds (2.9 mi / 4.6 km)
  • Sleeping Dragon Ranch (5.9 mi / 9.5 km)
  • Fox Hill Ski Area (6.4 mi / 10.2 km)
  • Little Switzerland (6.5 mi / 10.4 km)
  • Regner Park (8.3 mi / 13.3 km)
  • Cedar Creek Winery (8.4 mi / 13.6 km)
Natural highlights

Exploring the natural features in Jackson

Whether you're an adventurous traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Jackson. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • West Bend Labyrinth Garden (8.1 mi / 13 km)
  • Regner Park (8.3 mi / 13.3 km)
  • Lynden Sculpture Garden (14.7 mi / 23.6 km)
  • Pewaukee Lake Beach (17 mi / 27.4 km)
  • Schlitz Audubon Nature Center (17 mi / 27.4 km)
  • Pewaukee Lake (18.5 mi / 29.8 km)

Traveling to and around Jackson

The nearest airport is in Waukesha, WI (UES-Waukesha County), located 19.7 mi (31.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Milwaukee, WI (MKE-General Mitchell Intl.), which is 28.5 mi (45.9 km) away.

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

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 Jackson:

  • Harambee: 24 holiday homes
  • Juneau Town: 41 holiday homes
  • East Town: 40 holiday homes
  • Lower East Side: 40 holiday homes
  • Historic Water Tower: 19 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 Jackson?

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

  • Wisconsin Automotive Museum: 99 holiday lettings
  • Oconomowoc Golf Club: 86 holiday lettings
  • Milwaukee County Historical Center: 155 holiday lettings
  • Washington County Fair Grounds: 70 holiday lettings
  • Erin Hills Golf Course: 99 holiday lettings

But there are many other points of interest around Jackson 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 Jackson?

Yes, of course. HomeAway offers 30 Houses in Jackson. Our other popular types of Jackson holiday rentals include:

  • Condos/Apartments: 2 self catering accommodations
  • Cabins: 4 self catering accommodations
  • Cottages: 4 self catering accommodations

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

Can I find a holiday accommodation with pool in Jackson?

Yes, you can select your preferred holiday accommodation with pool among our 3 holiday homes with pool available in Jackson. Please use our search bar to access the selection of holiday rentals available.