Discover a selection of 36 vacation rentals in Jackson, 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 swimming pools and private pools. Prices start at $129 per night, and houses and condos are popular options for a stay in Jackson. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Jackson
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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

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 features

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)
How to get there

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.

How many vacation rentals are available around Jackson, WI?

Our 2021 property listings offer a large selection of 36 vacation rentals around Jackson. From 31 house rentals to 2 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Jackson?

Yes, of course. Vrbo has 31 Houses in Jackson. Our other popular types of vacation rentals in Jackson include:

  • Condos/Apartments: 2 rentals available
  • Cabins: 2 rentals available
  • Cottages: 2 rentals available

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

Can I find a vacation rental with pool in Jackson?

Yes, you can select your preferred vacation rental with pool among our 4 vacation rentals with pool available in Jackson. Please use our search bar to access the selection of vacation rentals available.