
Kid-friendly holiday rentals in Waukesha County
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Top-rated kid-friendly rentals in Waukesha County
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Popular amenities for Waukesha County kid-friendly rentals
Child-friendly house rentals

The Good Land Getaway: Ideal location, hot tub
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.

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!

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!!

The Paddle House
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!

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.

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!
Kid-Friendly apartment rentals

Stylish Historic Upper+King Bed/ Walk to Downtown
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!

Charming 1 bdrm lower in the Grove
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.

Nice safe clean super quiet and comfy studio
Al was a great host and very responsive to any questions we had. 10/10 experience

Sweet #2
Great communication, clean place and as described

Free Parking/Long Stay Discounts/Washer&Dryer
We had a wonderful stay at Dominque's. This was actually our second stay at her place and we hope to make it back again. It's very clean and cozy and in a great central area. Dominique is a kind host and quick to respond! Thank you for another great stay.

Cozy Delafield Apartment - Walk to Lake!
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

Historic Luxury |Walk to Downtown| King bed |Shops
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.

Historic Downtown Gem| Walk to Dining, Shops, Lake
Great place to stay in Delafield. You can walk to everything and the apartment is very nice. Would stay at again for sure.
Child-Friendly Holiday Condos

Private East Side Milwaukee flat with fenced yard
Amazing place! Beautifully decorated and tons of amenities. We loved the location and being able to walk to lots of restaurants. Would love to stay again!

"Perfect" | Spotless Private Studio Walker's Point
Nice clean small space. Colorful neighborhood biked to a Brewers game with bikes in the garage!

Belle City Lofts Unit 1
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!

Magnificent waterfront views & cozy fireplace
Lori’s place was amazing! The location was perfect, peaceful, yet centrally located near tons of things to do. Whether you want to explore or just head back to relax, it’s the ideal spot. I highly recommend taking your coffee out onto the balcony to enjoy the beautiful view, it was one of my favorite parts of the stay. Lori was incredibly responsive and checked in often to make sure I had everything I needed. I would 100% stay here again in a heartbeat!

LakeView-SummerPool-FamilyFriendly-CloseToTown
We had an incredible stay at this beautiful Lake Geneva Airbnb! The home felt so welcoming from the moment we walked in. The location couldn’t have been better. Just minutes from the lake and downtown, we were able to enjoy charming local shops, great restaurants, and stunning lakeside views without needing to drive far. It was the perfect blend of peaceful retreat and convenient access to everything Lake Geneva has to offer. Our host was outstanding—friendly, responsive, and truly committed to making our stay comfortable. They provided excellent local recommendations and made sure we had everything we needed. Whether you're looking for a romantic weekend, a family getaway, or just some time to relax by the water, this place is a gem. Wehighly recommend it to anyone visiting Lake Geneva!

Bay View - Lake View on the Park w/Secret Lounge
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.

Luxury 3rd Ward Condo - w/ parking / exec/ family
I had such a wonderful stay at Jake's place. The apartment is spacious, clean and comfortable. High end kitchen you could cook a gourmet dinner!!! The unit comes with a free and private parking space (which is a big plus for me). Located right in the heart of 3rd Ward. 2 blocks away from Milwaukee Public Market. Walkable distance to the Riverwalk, the Lakeshore State Park, Milwaukee Art Museum and many other local landmarks. Milwaukee free (Hop) train is just a block away from the apartment. It could take you all over the City. 3rd Ward have great shopping, excellent restaurants and eateries. I absolutely enjoy my stay. Highly recommend!! Much better than staying in a hotel!!!

Relaxing Villa with Amazing Amenities!
Great place! Loved that we were tucked away in a more quiet area but still a short drive away from the hustle and bustle of Lake Geneva. Quiet, clean, and spacious.
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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
- Lake Kegonsa State Park
- Bradford Beach
- Racine North Beach
- Grand Geneva Resort & Spa
- Milwaukee County Zoo
- Moraine Hills State Park
- 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
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Blue Mound Golf and Country Club
- America's Action Territory
- Sunburst