
Vacation rentals in Waukesha
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Top-rated vacation rentals in Waukesha
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Other great vacation rentals in Waukesha

Cozy 3BR Ranch Home Away From Home
Super clean and comfortable airbnb. Stayed with 4 adults and two infants. Back yard was nice!

Waterfront on Pewaukee Lake |3BR/2BA|Private Pier
This cottage on Lake Pewaukee was a perfect place for our visit. We wanted to spend a few nights close enough to my mom's house that she could visit and spend some time with us on a trip back home after moving away from Wisconsin, and this place was wonderful! The deck was lovely, even in colder weather, and the kitchen had everything we needed to prepare a taco dinner and enjoy a night of games and quality time. I loved that there are two king beds and two full bathrooms. Pet friendly also for our two small dogs! Ample parking was great since we had a truck and a trailer. Kristen was responsive, kind, and professional- we will definitely rent here again and may make it a regular stop!

Designer Home w/ Lake Views + Walk to Beachfront
What a wonderful stay! It’s was the living room and patio overlooking the lake that got us and it did not disappoint! The sleeping quarters and bathrooms were 5 star given comfort and amenities. While we did not use the garage due to the size of our vehicle, a huge plus that are driving personal vehicles. Jason and Melissa were very responsive with a few questions and guidance. While it was a homecoming for us, a definite recommendation for those that are visiting from out of town!

Farmhouse "The Inn"
Beautiful and cozy historic location! We had a great time and Karen was a wonderful, responsive, and friendly host. Our group had a wonderful reunion there.

Private Tosa Guest Suite, Hidden Gem in Paradise
It’s a nice and clean room in a quiet neighborhood. The room was bigger than I thought and had everything I needed. Amanda was friendly and helpful. Totally recommended!

Lakeside Pewaukee Cottage
We were impressed by the cleanliness and open feeling of the place. It was a little smaller than we expected and had very limited seating but fit our group of 3 ok. I can’t imagine it being comfortable for a larger group though unless you’re only using the place to sleep! Overall it was a pleasant experience, beds were comfortable, kitchen well-appointed and the hot tub was nice, but we did feel that the price, once the cleaning fee was added on, was a little steep.

Pewaukee Serenity Cottage: Whimisical by the Lake
We stayed five nights at Ginger's place, and we could have stayed five years! The location was perfect -- across the street from Mugshotz, which is a very fun place, but not loud. We could see the lake from the front yard, and the backyard was absolutely gorgeous. The house had everything we could have possibly needed, and we were close to Pewaukee's cute little main street. We are so happy to have found this place!

Beautiful Home in Waukesha
Much cozier than a few hotel rooms for our event. Kitchen is well outfitted, and living room has plenty of seating. Nice quiet neighborhood.
Quick stats about vacation rentals in Waukesha
Total rentals
50 properties
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Frequently Asked Questions
Where should I stay in Waukesha?
Make yourself at home in Waukesha by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in Meadowbrook Heights, over 10 vacation rentals in Springbrook, and over 50 vacation rentals in Thielemans Heights.
Are there vacation rentals with a dedicated workspace in Waukesha?
Yes! Work meets play with ease at over 20 vacation rentals in Waukesha featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Waukesha?
Four-legged friends are welcome in Waukesha. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly house rentals in Waukesha?
Waukesha has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Six Flags Great America
- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Geneva National Resort & Club
- Illinois Beach State Park
- Bradford Beach
- Grand Geneva Resort & Spa
- Racine North Beach
- Richard Bong State Recreation Area
- Moraine Hills State Park
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Milwaukee Country Club
- Harrington Beach State Park
- West Bend Country Club
- Springs Water Park
- Heiliger Huegel Ski Club
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Sunburst
- Blue Mound Golf and Country Club
- America's Action Territory