Kid-friendly vacation rentals in Waukesha County

We really enjoyed our stay. Denise was communicative and everything was easy. The house is beautiful. Its on a quiet street with lovely neighbors. Its directly off bike/walking trails, whis is why we chose it. The house is right off of the highway but it was never intrusive. We hung out at the fire pit and it was honestly just quiet background noise. The kitchen is perfect and had everything we needed and wanted. We cooked simple meals and everything was easy. The bed in the main bedroom was so comfy, all the linens and towels were plush. The hot tub was such a nice luxury. We were about 18-20 minutes from every restaurant we tried. Denise was super flexible about our timing, which we really appreciated. All in all it was a great experience and a place we would return.

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!

We had a great stay while visiting Wisconsin

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!!

We had such a wonderful Christmas at The Paddle House! The house was beautiful and Maria even had a Christmas tree set up for us! The view of the lake out of the huge living room window was amazing especially as it snowed! I would definitely recommend this property to anyone looking for a cozy oconomowoc getaway!

Perfect place for our family! Will definitely be back.

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.

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.

Spacious one-bedroom accommodation in the centre of Oconomowoc; well equipped and I didn't feel it was lacking anything. The pull down bed in the living adds even more flexibility if there's an extra person or two. The apartment is situated on the main street and is on the doorstep of shops, restaurants, cafes and bars. A little noise can be heard on the weekend evenings but nothing over the top, and pretty quiet the rest of the time. Communication for the most part was great, though did not have any direct contact with the host themselves, rather one the co-hosts, Feliccia, who was prompt in responding to any queries I had. Would definitely stay here again.

The Blue Belle was perfect for our family of four adults during a wedding we attended in the area. There are two lakes and a cool upscale town area that's super walkable from the house. You'll find many restaurants, coffee shops and huge homes there plus a big friendly farmer's market Saturday mornings. Jason and Melissa were so easy to communicate and even checked in with us on the second day to make sure we had all we needed. I would stay here again!

This is our fifth time staying at Cheryl’s Elm Grove apt. It was fabulous. The house is well stocked and in a great location for us. Cheryl is always available and easy to communicate with. She is so nice! The apt. Is perfect for us! We will be back.

Al was a great host and very responsive to any questions we had. 10/10 experience

Great communication, clean place and as described

Dominque's place was one of the most spotless places I've stayed in! She was also super responsive and the place was a great deal. Would definitely stay again!

It is a perfect spot for walking to everything. From shops, restaurants and lake. The space itself was exactly as pictured and described. The 2nd bedroom is only a twin but with a great mattress. I will be back

We had a lovely stay at Lulu’s place. The location was so convenient to downtown Delafield and surrounding areas. The place itself is lovely. We enjoyed both enclosed patios/sunrooms during our stay! Highly recommend.

Loved our stay here - host was helpful with clear instructions. Location is great - right next to an awesome donut shop and a 10 minute drive from everything else! Check-in and check-out was a breeze and the bed was very comfortable. Would love to stay here again.

Exactly what we were looking for-- a quiet place to land at the end of adventuring in the city. Michael is a pro. We had everything we needed for a great stay. Location is very walkable with many cute neighborhood restaurants.

We were lucky to find Amy's place as many only book two-night minimum and we were only in town for one. Her condo was clean and comfortable. We entered on a hot day to a well-air-conditioned home and to jazz music playing. It was such a great way to start our stay. She gave recommendations for the area and had very few requests for checkout - just take trash and start the dishwasher. We three women took a late-night walk in the area and felt perfectly safe. Be aware that check-out is 10AM while most places are 11:00. It was fine with us as we were getting on the road by then but some would care. I don't know if there's any flexibility as it didn't matter. Amy was very proactive about ensuring we were all settled in and asked if there were questions. We had a great stay and recommend Amy's condo.

Our group of 10 girlfriends (55ish) spent a weekend experiencing the local bars and restaurants along with some shopping and the Pabst Best tour. The location was perfect walking distance for all of our activities. Nikki was extremely helpful in assisting us with some special requests FYI We preferred the little bakery/coffee shop right next door for paninis and the best chocolate brownie I’ve ever had! One thing to note , the area transforms a little bit after 11pm, but we felt safe with all of the police presence. We would stay again

The place was fantastic, had a lovely stay Amy and David were fantastic with communication! the parking was easy once we figured out how to use the card (you need to hold it for about 3 seconds over the ticket machine. great location if you have transportation handy!

This cozy little condo on lake Como/Geneva was outstanding! Easy access to all the things in the area! Lori was extremely communicative and we enjoyed her as a host. If we find ourselves in Geneva again we will certainly stay here on repeat!

We rented this entire house, both upper and lower units (separate listings) for our wedding across the street at South Shore Pavilion. This rental was outstanding and created a beautiful and stress free home-base for our wedding guests and weekend. The bridal party was able to get ready here before the ceremony and guests from out of town had clean private bedrooms to stay in. Awesome eclectic vibe and plenty of places to relax, with plenty of extra room. I recommend this rental to anyone spending an important weekend in Bayview, like a wedding. The next door neighbors were courteous and very tolerant of our busy weekend. Instructions were clear for how to stay out of their way and how to be good guests in the neighborhood of mostly homeowners. I would not consider this a “party house” given the context of the neighborhood and rather a beautiful relaxing domain to enjoy the best neighborhood in Milwaukee.

The Airbnb was great—more spacious than it looks in the photos! Check-in was smooth with clear instructions, and it was super convenient having parking included. The parking lot entrance is right by the elevator, which made coming and going really easy. The unit itself had plenty of space for a one-bedroom and could comfortably fit 4+ people. It’s also in a nice, convenient area with easy access to everything we needed. Would definitely recommend!