Vacation rentals in Waukesha

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Popular amenities for Waukesha vacation rentals

Other great vacation rentals in Waukesha

Superhost
A spacious deck is shown featuring a circular table surrounded by six black, cushioned chairs. A green lawn with trees provides a scenic backdrop, while the clear sky enhances the inviting outdoor area.
Home in Waukesha
4.88 out of 5 average rating, 56 reviews

Cozy 3BR Ranch Home Away From Home

KylaRating, 5 stars1 week ago
Super clean and comfortable airbnb. Stayed with 4 adults and two infants. Back yard was nice!
Guest favorite
A serene waterfront view showcases a calm lake under a clear blue sky. A fire pit is placed on a stone patio, surrounded by several white adirondack chairs. A private pier extends into the water, providing a clear line of sight across the lake.
Home in Pewaukee
5 out of 5 average rating, 6 reviews

Waterfront on Pewaukee Lake |3BR/2BA|Private Pier

MandieRating, 5 stars3 months ago
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!
Guest favorite
The living area features a spacious light-colored sectional sofa paired with a warm leather armchair. A cozy gas fireplace is framed by a stone wall, and large French doors allow natural light to fill the space while providing access to the outdoor area.
Home in Pewaukee
5 out of 5 average rating, 8 reviews

Designer Home w/ Lake Views + Walk to Beachfront

JasonRating, 5 starstoday
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!
Superhost
The exterior of the stone farmhouse features a charming fenced area with a patio, shaded by an umbrella. Large windows adorn the building, allowing natural light to illuminate the inviting stone facade. Lush greenery surrounds the entrance, enhancing the serene atmosphere.
Home in Waukesha
5 out of 5 average rating, 4 reviews

Farmhouse "The Inn"

SaraRating, 5 stars10 months ago
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.
Top guest favorite
A serene garden area features twinkling string lights hung above a small round table and a chair, set on lush green grass. A wooden lattice fence provides privacy, while dense greenery surrounds the space, enhancing the peaceful atmosphere.
Guest suite in Wauwatosa
4.9 out of 5 average rating, 63 reviews

Private Tosa Guest Suite, Hidden Gem in Paradise

JQRating, 5 stars1 week ago
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!
Superhost
A modern kitchen is presented with bright cabinetry and sleek stainless-steel appliances. A central island with seating is highlighted, complemented by wooden beams above. Natural light is enhanced by large windows, and an inviting atmosphere is created with simple decor.
Cottage in Pewaukee
5 out of 5 average rating, 11 reviews

Lakeside Pewaukee Cottage

LaurelRating, 5 stars8 months ago
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.
Top guest favorite
Cabin in Pewaukee
5 out of 5 average rating, 62 reviews

Pewaukee Serenity Cottage: Whimisical by the Lake

LeannRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in Waukesha
4.93 out of 5 average rating, 40 reviews

Beautiful Home in Waukesha

SusanRating, 5 stars1 week ago
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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