Waukesha holiday rentals

We found 239 holiday rentals — enter your dates for availability
Discover a selection of 6 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.

Holiday rentals with weekly discounts – Waukesha

Showing deals for:6 Nov - 13 Nov

Living area
Property grounds
Living area
Dining
Exceptional
(10 reviews)

Serene 4-bedroom Lake House in Pewaukee-Hot Tub!

Pewaukee

8% off
AU$10,021
for 7 nights, 1 home
AU$1,432 per night
includes taxes & fees
Serene 4-bedroom Lake House in Pewaukee-Hot Tub!
Living area
Private kitchen
Room
Property grounds
Excellent
(5 reviews)

Quiet Retreat in Morgan Heights, Sleeps 6, 1.5 baths

Milwaukee

17% off
AU$2,054
for 7 nights, 1 home
AU$293 per night
includes taxes & fees
Quiet Retreat in Morgan Heights, Sleeps 6, 1.5 baths
Interior
Private kitchen
Living area
Room
Exceptional
(22 reviews)

Cottage near Mt. Mary College

Milwaukee

7% off
AU$2,656
for 7 nights, 1 cottage
AU$379 per night
includes taxes & fees
Cottage near Mt. Mary College
Lake is behind the photographer. Screened porch on left. Patio and firepit.
Lakeside Screen Porch and Great Room of the Main House
Property grounds
Stairwell down to first floor in main house.
Exceptional
(59 reviews)

Family Retreat, private, large, great for multi-family, company retreat, wedding

Mukwonago

8% off
AU$14,258
for 7 nights, 1 home
AU$2,037 per night
includes taxes & fees
Family Retreat, private, large, great for multi-family, company retreat, wedding
Private kitchen
Living area
Exterior
Interior
Exceptional
(5 reviews)

Tosa Village Bungalow: Cozy, Charming, Walk to Tosa Village, Parks, and Stores

Milwaukee

7% off
AU$3,484
for 7 nights, 1 home
AU$498 per night
includes taxes & fees
Tosa Village Bungalow: Cozy, Charming, Walk to Tosa Village, Parks, and Stores
Room
Private kitchen
Living area
Exterior detail
Exceptional
(41 reviews)

3 BR-2Q 2T Beds, 1 bath home walk to State Fair, close to Brewers, & Zoo.

Milwaukee

10% off
AU$1,647
for 7 nights, 1 home
AU$235 per night
includes taxes & fees
3 BR-2Q 2T Beds, 1 bath home walk to State Fair, close to Brewers, & Zoo.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Milwaukee County Sport Complex (15.5 mi / 25 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)

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)
  • 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)
  • Fowler Lake Park (15 mi / 24.1 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 most popular type of holiday home accommodation in Waukesha?
The most desirable types of holiday homes in Waukesha are studios. Want something different? Stayz has numerous options to match the needs of our guests, so you'll see holiday properties in loads of sizes and shapes. The perfect fit is waiting for you — get yours today.
How much does it cost to rent a holiday home in Waukesha?
Property type, length of stay and time of year are some of the conditions that can influence the price of a holiday home. Simply click on your travel dates to find your perfect fit. From cosy chalets to sprawling villas, all Stayz holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Waukesha?
The average price for a holiday home close to the beach in Waukesha depends on when you're visiting the area and the style and size of property you're searching for. You can find prices quickly and easily on Stayz by entering your destination and preferred travel dates. Then use the handy filter tool to pick the number of bedrooms and amenities that you prefer, such as a pool, WiFi and air conditioning.
Are there pet-friendly holiday homes in Waukesha?
Yes. You can choose from three holiday homes that allow pets in Waukesha. Many of our pet-friendly holiday homes have space outdoors for your furry pal to run around in, dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect pad on Stayz.
What are popular home amenities in Waukesha?
Some of the most popular home amenities guests are looking for in Waukesha are a barbecue grill, a fireplace and a garden. Whether you're taking a trip with friends, family or even pets, Stayz holiday homes have the best amenities for hanging out with the people closest to you.
Are there holiday homes in Waukesha that welcome kids?
Waukesha has three family-friendly holiday homes to pick from. And discovering a stay that welcomes kids is super easy with Stayz's "Properties good for families" filter. In addition to having the whole place to yourselves, you'll also enjoy access to perks and conveniences such as dining rooms, full kitchens and private pools.
What are the top attractions for families in Waukesha?
Keeping the kids happy during your holiday in Waukesha is easy with these cool family-friendly attractions:
  • Springs Water Park
  • Monkey Joes
  • Waukesha County Museum
How can I find holiday homes with air conditioning in Waukesha?
Pick your travel dates and then use our filter tool to search for holiday homes with ac in Waukesha on Stayz. With two air-conditioned properties on offer here, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a holiday home in Waukesha?
The minimum age allowed can differ across properties on Stayz, so look at the rules of the holiday home in Waukesha you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Waukesha for?
It's down to the Waukesha property. To view a list of options offering extended stays, just enter your dates and number of people into the Stayz search page. Look forward to having the place to yourself, along with home comforts like air conditioning, a kitchen and outdoor spaces to play in. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

More holiday ideas