Waukesha holiday rentals

We found 247 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Waukesha that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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The riverfront setting of Waukesha is ready to explore

Take a holiday to Waukesha and enjoy the area's architecture, live music and churches. This city's shopping, sporting events and university setting draw many visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Waukesha

Do you want to discover things to do while you're in the area? Venture out of your cosy holiday rental and experience everything that Waukesha has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Springs Water Park (3.4 mi / 5.5 km)
  • Milwaukee County Zoo (9.7 mi / 15.7 km)
  • Milwaukee Mile Speedway (11.2 mi / 17.9 km)
  • Ray's MTB Indoor Mountain Bike Park (15.8 mi / 25.5 km)
  • Henry W. Maier Festival Park (16.9 mi / 27.2 km)
  • Kettle Moraine Ranch (16.9 mi / 27.2 km)

Exploring the natural landscape of Waukesha

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Waukesha is a great spot to appreciate mother nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Frame Park Formal Gardens (0.6 mi / 1 km)
  • Fox River Park (3.9 mi / 6.2 km)
  • Pewaukee Lake Beach (5.3 mi / 8.5 km)
  • Pewaukee Lake (5.7 mi / 9.2 km)
  • Boerner Botanical Gardens (11.4 mi / 18.4 km)
  • Mitchell Park Horticultural Conservatory (14.4 mi / 23.2 km)

Transport to and around Waukesha

The nearest airport is in Waukesha, WI (UES-Waukesha County), located 1.8 mi (3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Milwaukee, WI (MKE-General Mitchell Intl.), which is 17.2 mi (27.7 km) away.

Frequently asked questions

What is the best area to stay in Waukesha when booking a holiday rental?
One of the best areas to stay in Waukesha is the charming downtown district. This vibrant neighbourhood offers a delightful blend of historic architecture and modern amenities, making it an attractive location for holiday rentals. Here, you'll find an array of properties, from quaint cottages to contemporary apartments, which often boast easy access to local attractions. A standout feature of downtown Waukesha is the beautiful Riverwalk, where visitors can enjoy leisurely strolls along the banks of the Fox River, surrounded by picturesque scenery.Another appealing neighbourhood is the area surrounding the Waukesha County Museum. This locale not only provides a variety of rental options but also places you near fascinating attractions. The museum itself showcases the rich history of the region, and the nearby Frame Park offers lovely green spaces for relaxation and outdoor activities.
Where are the best Waukesha ski resort rentals?
For skiing near Waukesha, the closest resort is in the nearby Kettle Moraine State Forest, approximately a 30-minute drive away. In this region, travellers can find various rental options in towns like Delafield and Hartland, where charming cabins and cozy lodges are available. Many of these properties come with amenities such as fireplaces, fully equipped kitchens, and outdoor spaces great for enjoying the winter scenery.In Delafield, visitors can expect to find rentals that often include access to hot tubs or communal fire pits, ideal for relaxing after a day on the slopes. The area is also home to several local restaurants and shops, providing convenient dining and shopping experiences.For those interested in more than just skiing, the Kettle Moraine State Forest offers beautiful trails for snowshoeing and cross-country skiing, enriching the winter getaway experience. Properties in the vicinity usually feature heating, Wi-Fi, and comfortable living areas, making them suitable for families or groups looking to enjoy a winter retreat.
What is the most popular type of holiday rental accomodation in Waukesha?
In Waukesha, holiday houses are the most popular type of holiday rental, with around 12 available throughout the area. These homes typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many properties also feature outdoor spaces for relaxation, such as patios or gardens. Additionally, there are several apartments available, providing a more compact accommodation option for couples or solo travellers.
Are there any family house rentals in Waukesha?
In Waukesha, Wisconsin, there are several family-friendly rental homes available for those seeking a comfortable stay. This charming city offers a variety of options, particularly in neighbourhoods close to parks and recreational areas. Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.Visitors will appreciate the proximity to local attractions such as the scenic Fox River and the historic downtown area, which boasts shops, restaurants, and cultural experiences. Outdoor enthusiasts can enjoy nearby parks with playgrounds, walking trails, and picnic areas, making it an ideal destination for families.
Are there pet-friendly house rentals in Waukesha?
In Waukesha, there are several pet-friendly house rentals available, providing a comfortable and welcoming environment for travellers with pets. Many of these homes come equipped with amenities such as spacious backyards, allowing your furry friends to roam freely, as well as fully equipped kitchens for convenient meal preparation. Some properties may also feature modern living areas, laundry facilities, and outdoor spaces like patios or decks, great for relaxing after a day of exploring.Waukesha is a charming city with access to several parks where pets are welcome. The nearby Minooka Park offers ample trails for walking and enjoying nature, while the expansive frame of the Fox River provides picturesque spots for leisurely strolls with your pets. The city also boasts a variety of pet-friendly cafes and shops, ideal for those travelling with their four-legged companions.
Are there any remote work holiday rentals in Waukesha?
In Waukesha, there are remote work holiday rentals available, with around 16 options for travellers seeking a productive environment. This charming city, located just outside Milwaukee, offers a variety of accommodations that cater to those needing a workspace. Many properties feature essential amenities such as free Wi-Fi, desks, and ergonomic chairs, ensuring a comfortable setup for remote work.The city itself boasts a vibrant downtown area with shops and restaurants, providing a pleasant backdrop for breaks between work sessions. In addition, Waukesha is known for its scenic parks and the beautiful Fox River, offering opportunities for outdoor activities during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Waukesha?
In Waukesha, popular holiday rental amenities typically include kitchens, making it easy for guests to prepare their own meals. Many properties also feature coffee and tea makers for a convenient morning brew. For those needing to work during their stay, rentals often come equipped with desks and desk chairs, allowing for a comfortable workspace. Additionally, onsite parking is commonly available, providing easy access for travellers with vehicles.
When is the best time to visit Waukesha for a holiday rental?
The peak season for holiday rentals in Waukesha is during the vibrant summer months of June to August, with July being particularly popular. This time of year attracts families and outdoor enthusiasts eager to explore the area's beautiful parks, take part in local festivals, and enjoy various water activities on the scenic Fox River.Visitors can expect warm temperatures, typically ranging from the mid-teens to low 30s Celsius, creating an inviting environment for outdoor adventures such as hiking, biking, and picnicking. The lively option during these months is superb for those seeking a community vibe, with events like the Waukesha County Fair drawing crowds and adding to the festive spirit.If you're looking for a more budget-friendly option, consider visiting in November. This month offers a quieter experience, ideal for those who prefer a peaceful getaway while still enjoying the late autumn beauty of the area. The crisp air and colourful foliage provide a picturesque setting for leisurely strolls and exploration.Ultimately, the best time to visit Waukesha depends on your travel preferences—whether you crave the buzz of summer activities or the tranquillity of the shoulder season.
What are the top attractions in Waukesha?
In Waukesha, visitors can explore a variety of attractions that highlight the area's charm and history. The historic downtown area features beautiful architecture and the vibrant Riverwalk along the Fox River, great for leisurely strolls and local dining options. Here, you can find the iconic Waukesha County Museum, which showcases the region's history and culture.Another top attraction is the picturesque Minooka Park, offering expansive trails, picnic areas, and opportunities for wildlife viewing. The nearby Lapham Peak State Park is ideal for hiking and enjoying nature, particularly in the autumn when the foliage is stunning.For those interested in local events, the Waukesha Farmers' Market, held in the summer months, showcases local produce, crafts, and live music, making it a great way to experience the community spirit.
Are all fees included in the Waukesha holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Waukesha holiday homes with parking?
Stayz offers a wide selection of holiday homes in Waukesha with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Waukesha holiday homes?
You can find great discounts on holiday homes in Waukesha on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Waukesha holiday home booking on Stayz?
To find Waukesha holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Waukesha?
A long-stay holiday home in Waukesha is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Waukesha holiday home?
Book your Waukesha holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Waukesha?
Prices for holiday homes in Waukesha vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Waukesha to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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