Family-friendly vacation rentals in Waukesha

Such a great home for our small staff retreat! Will definitely check availability for this home for future needs! Joe and Shelly are great hosts!!

If i could give Paul and his home 6 stars I would. He was an excellent host. The home had everything and more than our group expected. It was close enough to down town but far enough to feel like we were away from the city.

Sarah was a wonderful host with a beautiful home! My friends and I had a great time at this spot. It was clean and comfortable. Sarah was accommodating and responsive. Also super easy to get around Tosa or easy to get downtown!

Clean, roomy place. Short drive to stores or walk/shuttle to resort pool/restaurants. We enjoyed our stay and would definitely stay again. The only disappointment was the golf course was closed.

This house looks like it does in the photos. It is an easy walk to downtown in a safe area. Had a great stay overall!

Debbie was very communicative before and during our stay. The property has plenty of yard room for outdoor activities and we loved that we didn’t feel stacked up against a bunch of other houses. The driveway can accommodate a group of cars and we loved the reclining couch in the basement. I’d highly recommend this property.

We had a wonderful stay at Daniel’s place! The house is beautiful and the view is stunning. It was really clean and felt very welcoming. We traveled with grandparents and kids and everyone found something to enjoy. The pool table was a huge hit, as was the badminton set and the multiple outdoor seating areas. This one is highly recommended!

We had a wonderful stay at the lake cabin. It was a great spot for our family of 5. We brought our children, ages 4, 2, and 4 months old and thought the cabin worked well for our needs. It is not particularly childproof, but we had no issues and our children loved the yard and the lake. I loved sitting on the back deck to enjoy the beautiful view in the early mornings when my infant had woken me up :) The bathroom was spacious, and the beds were comfortable. The kitchen had everything we needed and more. Everything about the stay was smooth and easy.

This place was stunning and Jenni was fabulous to work with. Literally zero complaints! Thank you so so much for everything ❤️

Always love staying with Daniel and Anne's place! Not only are they always super responsive, but their property is beautiful and well set up for large groups. walk friendly, and lots of nearby food options. 100% would recommend, and we definitely hope to be back in the future!

The cabin is very cute great location. right by Kenosha harbor. They have great amenities, shampoo, snacks. we got to enjoy our favorite restaurant Carl's pizza. ♥️

Easy to access beautiful home which looks just like the photos. The host was extremely responsive when I had questions - would absolutely stay again.

My husband, two dogs and I thoroughly enjoyed our stay at the cabin! The point of my vacation was going somewhere we could take our dogs and this was the perfect spot to relax with them for a few days. Everything was clean and there was a perfect amount of space for us to relax. It was very quiet in the neighborhood and most of the time it felt like we were the only ones around. It was great to be able to walk to a very nice restaurant and bar a minute or two down from the cabin since we wanted to stay close. The only thing that bummed me out was we went at the end of May and the dock wasn’t put out - and I was hoping to spend time sitting out on the water. That could have been me not realizing the typical “season” but had assumed it’d be out so I recommend checking if that’s important to you :)

We really enjoyed our stay. Very convenient and could walk to the water. The little deck in back was a nice spot to have coffee.

The perfect location for my stay!! The hosts were quick to respond if I had any issues and the actual place itself was so cute.

Great weekend stay! The house was spacious, clean, and had everything we needed for a home away from home. Loved the outdoor space, plus it was dog-friendly with kayaks, games, and a ping pong table. Peaceful location and great communication—would definitely stay again!

We were in town for a wedding and Juneau Village was the perfect choice for us. The church was only 2 blocks away and the reception was about 5 so we could walk to both. Although we explored the downtown area by car the free HOP transit line is close by Juneau Village and a great option. The kitchen was very clean and equipped with all the basics. It was nice having coffee provided to brew. I liked all the windows to let in sunshine and to enjoy the view. The bed and linens were comfy. We liked the security of the building and offstreet parking spots for our vehicle. Although we didn't have time to relax by the pool it looked nice. The hotels downtown Milwaukee were expensive (and booked) so we felt this unit was a good value and convenient for us.

Great spot! The condo was clean, comfortable, and quiet. It was a short walk to the beach and restaurants. Mandy’s detailed directions and instructions made checking in a breeze. Our group of four had a fantastic time.

What a lovely and hospitable place! We loved our time there. The level of comfort was unmatched. We would happily return. Truly a wonderful experience!

We had a fantastic time here! The property has an incredible deck that extends into the surrounding forest. We had breakfast outside every morning! If you love wildlife, you'll love this place.

Charming and comfortable - In the heart of Geneva close to cute shops and many restaurants! Very clean with convenient parking. Wonderful stay!

Spent a good week at this apartment with my sister, and everything was clean, well ordered, and comfortable. Everything you need is provided. Check in and check out was a breeze, and communication with Jerry was smooth and prompt. Highly recommended for a stay in the Pewaukee/Waukesha area.

We absolutely loved this location. We ended up not even going into Lake Geneva until we were driving out. Close to Williams Bay for the Shoreline Trail. Close to restaurants and walking distance to activities. We fished right from the dock and caught a lot of Blue Bill, Northern Pike and Bass. We encountered a lot of wild life; turtles (we watched her laying eggs, cranes, deer, a snake) Pool was fun, listened to music up at the Lodge by the fire and enjoyed the condo. It was very comfortable and welcoming. We will be back!

The rooms were very nice and seemed to have been well kept and updated. All questions were answered promptly and fully. Would recommend to anyone needing a room there.