
House holiday rentals in Waukesha
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Top-rated house rentals in Waukesha
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Popular amenities for house rentals in Waukesha
House rentals with a pool

Cute and cozy 2 bedroom house perfectly located!
Our first time in Delafield and loved it!! Adorable little lake town with so many cute restaurants, coffee shop and ice cream just a short walk away. Elizabeth's home was exactly what we needed for a month long mother/daughter stay while attending treatment in the area. Meticulously clean at check-in and decorated so cute with finest attention to detail! So warm and cozy providing a perfect sanctuary. Elizabeth was flexible and responsive in all communication prior to and during our stay, and quickly addressed an Internet hiccup, ensuring the issue was resolved for us. Can't wait to return and highly recommend Elizabeth and this adorable gem of a home!!

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!

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.

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!

Newly Updated Modern Lake Condo
Loved this house! It was in a great location, a few mins away from town, walking distance to Lake Como and super easy to find and navigate. Everyone had a great time. Only drawback was a tiny kitchen for multiple people but the rest of the living areas were great!

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
We had a great stay at Steven’s lake condo! The place was exactly as described and had everything we needed. Steven was a great host and provided a very helpful guide ahead of time with information about check-in, the condo, and the surrounding area. We would definitely stay here again!

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.
Weekly house rentals

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee
Amanda and Troy’s place was a great little bungalow for our first trip to Milwaukee. It was quick and easy to get to the highway, yet far enough to be situated it a quiet little neighborhood. Amanda and Troy really thought of everything! We took their recommendation and enjoyed walking to Blue’s Egg Cafe & Bakery. Would recommend their place for your next trip!

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

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!!

Brew City Boho - Wauwatosa
Tc’s house was a perfect place for us to stay while visiting family in Wauwatosa. The location was great, close to everything. The house was very clean and exactly as described. We will definitely stay there again in the future.

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
Jen was absolutely fantastic getting back to me with the information or answers to my questions. Honestly the pictures in the Airbnb app. do not do this place Justice. The detail that Jen has taken to make it comfortable and beautiful, amazing.

Auburn Place: Cozy 3BR Home in Wauwatosa
Nice property with off street parking, close to everything you want to do in Milwaukee. *Almost* walking distance to watch a Brewers game (2.5 miles). Great grocery stores and restaurants nearby - some within walking distance. Check in earlier than most properties - and check out instructions were easy and reasonable. The hosts communicate well and any questions or concerns I had were answered promptly. Tosa is a quiet, safe, family suburb. This is a good option if your plans bring you to Milwaukee.

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!
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!

Whitefish Bay Beauty!
This cute street is everything you are looking for a peaceful enjoyable getaway! This property is not just a rental property, but a home that is being shared by a wonderful host! The kitchen and backyard are fully equipped beyond expectations. This historical house has amazing charm and very comfortable beds. The backyard is a slice of heaven and a great retreat away. The host is very responsive and was able to tend to any request! I am a property manager with 19 properties in upstate NY and I only wish would be if this house was in my area so I could be part of this wonderful rental.

Cozy Cabin On Lake
Cozy Cabin on the Lake was perfect for our stay during the week of the US Women’s Open as it was very close to Erin Hills Beautiful lake right out your front door was very peaceful George and Noreen were very nice and would do anything that was needed and their dog was so happy to see us when going on his walks Very nice little cabin

The Stallis Palace
We had a wonderful stay for our family of 6 and dog! Michael was super responsive and is an excellent host. Beds were heavenly and comfortable. It took us an extra couple of minutes to find the lockbox, as it wasn't next to the front door and we checked in at night, with everything dark, but once found, we had no problems at all.

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

Luxury Lake Home-Miles of Lake Views-Private Pier
it's a beautiful property right on the water. it's unfortunate how close it is to the bar across the street and the neighbors homes, but that's lake living, I suppose! this property is sensational, well maintained. superb kitchen. wildlife is amazing. enjoy!

The Rawson House
Beautiful home inside. everything was perfect. no complaints, maybe just a preference to have grass cut before the guests arrive..other than that, again EVERYTHING WAS PERFECT!!!! We would stay again if we ever come back to this city for baseball, thanks again for everything and being so responsive when needed!!

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
Destinations to explore
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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
- Racine North Beach
- Grand Geneva Resort & Spa
- Moraine Hills State Park
- Milwaukee County Zoo
- Richard Bong State Recreation Area
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee Country Club
- West Bend Country Club
- Springs Water Park
- Heiliger Huegel Ski Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Sunburst
- America's Action Territory
- Blue Mound Golf and Country Club