
House vacation rentals in Waukesha
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Top-rated house rentals in Waukesha
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Waukesha house rentals
House rentals with a pool

Cute and cozy 2 bedroom house perfectly located!
I cannot say enough how clean, comfortable and convenient Elizabeth’s place is! I spent a month here and felt right at home instantly - I cannot wait until my next stay. Elizabeth is so accommodating and responsive which is an added bonus! Cannot recommend enough!!

Cozy cabin getaway near Lake Como and Lake Geneva
Sasha’s place was even better than expected. We all felt at home and it was very relaxing. We had plenty of room to accommodate all of the guests.

Abbey Springs Home! Hot Tub + Golf Cart
A wonderful home that was well appointed, clean & a great location! We hosted Easter here with my adult Kids and grandson. We all enjoyed the beautiful surroundings and all the wildlife-many deer and even a coyote! So much room and a great layout for us to enjoy the home together!

Vacation home: heated inground pool on 4+ acres
Was a wonderful stay at the home, will definitely go back again in the summer for a nice swim in the beautiful pool! If you are looking for a little getaway in a quiet area with a home that's both comfortable and modern I highly recommend this stay!

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
We only stayed for one night so weren't able to take advantage of all the community amenities, but the house was very comfortable and we had a good night's sleep. Seemed like a peaceful retreat just outside of the main shopping/dining area of Lake Geneva. We would return!

Oasis on Oak | Private In-Ground Pool | Hot Tub
House was great and matches the description and photos. House is spacious, good for a group of 6-7 people and private from other neighbors. It’s also less than 10 minutes from downtown Lake Geneva. It is an ideal house if you are looking for a quiet weekend retreat, close to the areas activities. In addition, the host is responsive and helpful. Looking forward to our next stay with you all!

Nestled in the Southern Kettle Moraine Forest
The property was better than the description… Chris and Jarvis made us feel “like we were staying with friends” … The landscaping on the property is gorgeous and everywhere you went there would be something interesting to see … The animals on the property were wonderful for me, I left my “mini-farm” for this trip, it was very soothing to walk out and watch the animals as I was missing mine. The interior design was very tasteful, slightly different, but much better than the pictures. The extra’s - muffins, bread, bacon, fresh farm eggs, and an assortment of drinks - were above and beyond any Airbnb property I have stayed at!! I have to add … if you’re planning to stay for the Kettle Moraine 100 - this property is less than 10-minutes to the start/finish and within 25 minutes or less to all crew accessible aid stations! I really hope to have another opportunity to stay at this property and explore the surrounding areas.

Relaxing Summer Getaway near Lake Geneva w/ Pool
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.
Weekly house rentals

Oconomowoc Downtown River View
What a fantastic place! Clean! Has all you could need and then some! Great location to everything in town! We would definitely rent this place again!

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee
Absolutely loved our stay! The place was beautiful—clean, cozy, and stocked with all the essentials. The location was perfect, super close to the cutest local cafés and restaurants. There was even a super helpful binder with local recs and info that made getting around easy. The host was warm and welcoming from the start. I’d 10/10 recommend this spot and would definitely stay here again!

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.

Beautiful home on Okauchee Lake, WI
Cathy’s lake home is lovely. We stayed for one week. We were able to bring our boat and keep it in the water the entire time. Okauchee Lake is incredible. We enjoyed water ski practice show two evenings and there was room for our daughter and our friends to visit for the day. Grocery store was very close and we ate at a couple of the restaurants on the water. We had a great week! Thank you, Cathy.

Spacious Fully Equipped 3BR | Waukesha
Perfect place for our family! Will definitely be back.

Convenient & Spacious Suburban Escape w/ KING BED
Savannah’s place was great. Myself and my family visiting enjoyed the space and felt right at home. It is close to pickleball courts and other parks nearby. We had a little issue when we first arrived but we were able to chat with Savannah immediately who came by to fix the problem right away. My family said multiple times, “We should reserve this place again when we come into town!” That says a lot! Thank you for such a wonderful, cozy spot. It fit our needs perfectly.

Pewaukee Lake Home steps from water & restaurants!
The house was super cute and cozy! It had two bedrooms, one bathroom, and an extra space in the basement. The kitchen was spacious, and it was perfect for three people to stay comfortably for a week. We really enjoyed our time here!

Bougie by the Beach
My favorite Air B&B ever! The house was absolutely gorgeous and designed with thoughtfulness and creativity. We absolutely did not want to leave! My kids loved the yard and the kitchen had everything we needed for summer family cooking. We walked to the lake easily and downtown area with kids and enjoyed ice cream at The Chocolate Factory. We can wait to return. Our host was so responsive and helpful. Highly recommend.
Private house rentals

Okauchee Lakefront Cabin Escape
This is an amazing spot with a great view! Aaron's home felt so cozy. Very comfy and unique. The jukebox was a hit! Thanks Aaron!

Fully Furnished 2BR+Study Home in Menomonee Falls
Nice house with a great backyard for our dog and attached garage! Lots of room. Convenient location. Minimal furnishings/decor, but comfortable. No shampoo/conditioner, bar soap or body wash, kitchen staples (no foil, plastic wrap, oil, coffee, etc.) so if you're staying for any length of time, you might want to plan ahead and bring your own. Otherwise a good value for the money!! Vijay was great to work with and very responsive!!

Relaxing Lake House Getaway on Phantom Lake
We had a great stay while visiting Wisconsin

The Stallis Palace
Great location for all the attractions we were interested (Milwaukee county zoo, downtown, American Family Field). Easy to find. Easy parking. One small hiccup with the AC but Michael was quick to respond to messages about the issue and quick to get the problem solved. By the time we had returned from our days activities the repairs had been made!

Brew City Boho - Wauwatosa
We really enjoyed our stay at this house. The location was great and was close to grocery stores, parks, restaurants, and attractions such as the zoo. It was also very quiet. We really appreciated the off street parking. Overall a great experience.

A-Frame in forest on bike trail!
Really a special place. It felt as though I was 100 miles away from civilization. Very quiet and peaceful. Lots and lots of migrating songbirds. 😍 The fenced yard was a real plus for me - traveling with two large dogs. Everything was super easy and very comfortable. Would definitely recommend!

Beautiful home with amazing Lake Michigan views
Really enjoyed the spacious location with views of the water and a well supplied kitchen (you don't see that often, all the tools ready to go and a beautiful space to cook in!) The four of us had fun and were comfortable the entire stay, great place!

Relax at Muskego Lakehouse – 30 mins to Downtown!
This was our second time staying here and it was just as perfect as the first stay. So peaceful, clean and felt right at home!
Quick stats about house rentals in Waukesha
Total rentals
30 properties
Total number of reviews
760 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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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
- Racine North Beach
- Bradford Beach
- Grand Geneva Resort & Spa
- Moraine Hills State Park
- Richard Bong State Recreation Area
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee Country Club
- West Bend Country Club
- Heiliger Huegel Ski Club
- Springs Water Park
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Sunburst
- America's Action Territory
- Blue Mound Golf and Country Club