Discover a selection of 94 vacation rentals in Waukesha, 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 WiFi. Prices start at $180 per night, and condos and houses are popular options for a stay in Waukesha. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Waukesha
Destination guide

Want fun and fab, yet free and easy? Wake up in Waukesha

Lots of cities try to pair urban sophistication with small town charm, but Waukesha has actually done it. Set 20 miles east of Milwaukee and straddling the picturesque Fox River, Waukesha boasts a cheerful downtown that parties (in a sweet, family-friendly, Midwestern way) all night. Plus, there are peaceful parks and gardens, a quaint museum of local history, andnatural habitats that make birds, turtles, and wildflowers feel welcome. Kick back and relax in a winning Waukesha vacation rental.

Things to do

From a stately garden to the hippest guitar maker in history

Peruse the history of the area around your Waukesha vacation rental at the Waukesha County Historical Society & Museum, set downtown in an 1893 courthouse. The beautiful Romanesque building features exhibits on everything from the earliest contact between Native Americans and European settlers in the region to the rock and roll influence of guitar maker Les Paul. When you're ready for more outdoor beauty, head to the botanical gardens in Frame Park. It borders Fox River and will wow you with its dozens of flower beds, thousands of flowering annuals, and hundreds of roses, tulips, and daffodils.


Waukesha will wow you with its family-friendly downtown

Waukesha's historic downtown is the center of city life and the ideal place for visitors to shop, eat, or book a massage at a local spa. Local bands play outside on summer evenings, when the atmosphere is particularly friendly and festive. If you're feeling more sporty than shop-y, no worries. Bike trails are well maintained all through town, and hiking and camping are popular in Minooka Park. Winter won't put a chill on your outdoor activities. Your Waukesha vacation rental will provide easy access to cross-country ski trails and hills for sledding.


The flowers are blooming or Baby, it's cold outside

Summers in Waukesha are warm and reasonably rainy, but hey, a little of the wet stuff is the price you pay for lush green hiking trails and botanical gardens. The warmer months are an ideal time to look for a Waukesha vacation rental if you're hoping to camp or watch sunsets during your evening strolls through town. Fall is made fabulous by the changing leaves, and winter is cold, with low temps in the teens. Snowshoers rejoice, especially those that are looking to stick within a smaller budget.

Natural features

The riverside warblers will win you over in Waukesha

Though Waukesha is a bustling town, its parks and river walks can make you feel like you're deep in Wisconsin's northern woods. Fox River Park is 257 acres of forests, wetlands, and wildflowers. Duckweed and other aquatic plants line the riverbank, and bird watchers can spot hawks, sandpipers, and spring warblers. Even if you don't bring your binoculars, you'll likely encounter deer, fox, turtles, and salamanders. Retzer Nature Center, on the western edge of Waukesha, offers 450 acres of protected prairie, forest, and wildlife habitat.

How to get there

Transportation to and around Waukesha

Fly into Waukesha, WI (UES-Waukesha County), the closest airport, located 1.8 mi (3 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Milwaukee, WI (MKE-General Mitchell Intl.), which is 17.2 mi (27.7 km) away.

How many vacation rentals are available around Waukesha, WI?

Our 2021 property listings offer a large selection of 94 vacation rentals around Waukesha. From 18 condo and apartment rentals to 72 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 Condos/Apartments in Waukesha?

Yes, of course. Vrbo has 18 Condos/Apartments in Waukesha. Our other popular types of vacation rentals in Waukesha include:

  • Houses: 72 rentals available
  • Studios: 14 rentals available
  • Cabins: 6 rentals available

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

Can I find a vacation rental with pool in Waukesha?

Yes, you can select your preferred vacation rental with pool among our 15 vacation rentals with pool available in Waukesha. Please use our search bar to access the selection of vacation rentals available.