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7,258 Wisconsin Holiday Homes

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Wisconsin holiday homes from 12 rental sites including HomeAway, Booking.com, HRS Holidays and more, from $25 a night.

Wisconsin Information

About Wisconsin

Wisconsin is a state with both city life and small town charm, and is known for its quirky attractions — and people. Whether you want to find yourself in the many lakes or trails, or spend some time in the cultured cities, Wisconsin has a way of surprising you. Enjoy a relaxing vacation in Wisconsin at a lake house or a winter cabin.

Things to do in Wisconsin

Wisconsin has a bunch of eccentric activities for you to do. The House on the Rock is an attraction with completely unique rooms that you have to see to believe. The Cave of the Mounds is a limestone cave near Blue Mounds, with incredible formations that demonstrate natural beauty. Wisconsin has many trails to hike, lake’s to frequent, and towns to experience — whether there’s sunshine or a snowfall.

Best cities to visit in Wisconsin

Milwaukee is one of the most popular cities in Wisconsin, with art museums, a zoo, and even a Harley-Davidson Museum. Madison, the capitol of Wisconsin, has a beautiful capitol building, as well as botanical gardens and a thriving sports following.

Best small towns in Wisconsin

Fish Creek is beautiful with its outdoor scenery, as well as its nostalgic shops and historical sites. Fish Creek lives up to its name by being along the Lake Michigan shoreline. Mineral Point is another scenic small town, with a history of zinc mining and Cornish beginnings. Cedarburg is a town outside of Milwaukee, where the wooden mill in town is now a winery. Enjoy the small town charm that can be found all over Wisconsin.

Best lake vacations in Wisconsin

The Apostle Islands are the National Lakeshore of Wisconsin, by beautiful beaches and cliffs. With 21 islands, 12 miles of mainland give you plenty of room to play. Get sailing, hiking or camping by Lake Superior! In winter getting to the islands can be dicy, but a summer vacation by Lake Superior is always pleasing.

Best National Parks in Wisconsin

Wisconsin has two National Scenic Trails that are treasured by the state. The Ice Age National Trail takes you on a walk back in time, where you can visit the lakes and rivers song the trail that were once a glacier. The trail is 1,200 miles long, and is perfect for a winter hike in the snow. The North Country Scenic Trail passes through Wisconsin as well as six other states from New York to North Dakota. The trail is great for bird watching and exploring the wilderness!

Vacation Rentals in Wisconsin

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Wisconsin offers 7282 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Wisconsin start at an average price of $270 a night with long-term rentals averaging $2775 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 5478 of Wisconsin’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 1535 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 5713 vacation home rentals.

Traveling with your dog or cat? Choose from 2366 pet-friendly rentals in Wisconsin that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

Search properties from 12 vacation rental sites in Wisconsin where the top providers in that area are HomeAway, Booking.com, and HRS Holidays. There are 4130 HomeAway rentals, 1052 Booking.com short term rentals and 703 HRS Holidays vacation rentals.