Discover a selection of 15 vacation rentals in Ashland, 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 WiFi and air conditioning. Prices start at $209 per night, and cabins and houses are popular options for a stay in Ashland. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Ashland
Destination guide

Travel to cozy Ashland

Enjoy the architecture and other features of Ashland. This city is well-known for its lake and hiking. 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 Ashland

Are you hoping to discover attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Ashland a fun place to get away. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Chequamegon Bay Golf Course (3.4 mi / 5.4 km)
  • Mount Ashwabay Ski and Recreation Area (16 mi / 25.8 km)
  • Apostle Highlands Golf Course (18.3 mi / 29.4 km)
  • Whitecap Mountains (23.9 mi / 38.5 km)
Natural features

Exploring the natural features in Ashland

Whether you're an active traveler or just want to spend some time taking in the scenery, Ashland is a great place to spend some time outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Madeline Island (20 mi / 32.2 km)
  • Whitecap Mountains (23.9 mi / 38.5 km)
  • Chequamegon National Forest (27.1 mi / 43.6 km)
How to get there

Transportation options to and around Ashland

The nearest airport is in Ironwood, MI (IWD-Gogebic County), located 34.2 mi (55.1 km) from the city center.

How many vacation rentals are available around Ashland, WI?

Our 2021 property listings offer a large selection of 15 vacation rentals around Ashland. From 4 cabin rentals to 14 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Cabins in Ashland?

Yes, of course. Vrbo has 4 Cabins in Ashland. Our other popular types of vacation rentals in Ashland include:

  • Houses: 14 rentals available
  • Cottages: 4 rentals available
  • Bungalows: 4 rentals available

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

Yes, you can select your preferred vacation rental with internet/wifi among our 14 vacation rentals with internet/wifi available in Ashland. Please use our search bar to access the selection of vacation rentals available.