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

Cozy 3BR Ranch Home Away From Home
Zelda's home provided much more than a space to rest. Her home was a safe space for my family and it provided the much needed comfort. Not only was Zelda's home spacious, clean and was in a convenient location, Zelda was super accommodating and easy to work with. Her communication with us was wonderful.

Serene modern home
The house is newer and makes you feel right at home. All the rooms are very spacious. We loved taking walks in the neighborhood and plenty of beautiful walking trails and beautiful park close by. The host was very accommodating and had great communication, always helpful. We would stay there again.

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!!

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
Beautiful lake home with incredible views of the lake. Accommodations were top notch. The house had anything you could possibly need for cooking, making drinks, sleeping comfortably, access to streaming services, access to kayaks, plenty of propane for the grill and outdoor fire table. This house was also walking distance from a fantastic park (Lion's club) that the kids loved. Cathy was very responsive and helpful at all times during the trip. Would definitely stay here again.

Pewaukee Lake Home steps from water & restaurants!
Kendra’s place went above and beyond our expectations for our weekend getaway. We had such a relaxing time with enough things to do around town to explore. Such great restaurants close by, we loved them all. The house was clean as can be and Kendra was responsive to all of our needs and questions. We will be back!!!!

Convenient & Spacious Suburban Escape w/ KING BED
Savannah’s home is great! I was in Waukesha for a wedding, with 4 of us we had MORE than enough space and room accommodations. This place is 7-8 min from downtown Waukesha, and everything was clean, organized and exactly what we needed. It is a a duplex house with a shared neighbor (thought it was a single house based on photos) but that didn’t matter at all or affect any part of the stay! Highly recommend staying here for a great price and a lovely little home :)

Tranquil Escape Private Hot Tub
We had a great weekend. Everything was exactly as expected, and we didn't have any problems!
Family-friendly apartment rentals

Stylish 1BR Downtown Oconomowoc
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.

Charming Historic Upper|Walk to Shops, Eats & Lake
The Blue Belle ranks up there with the best Airbnbs I've stayed in. The house is very cozy and unique. It was also extremely clean and stocked full of supplies. The hosts provided all the information needed to make our stay as simple as possible. They were also responsive and accommodating when we needed help. We would definitely recommend staying here.

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
The host was appropriately responsive. He contacted me before checking in and provided photos to assist me in finding the rental unit. He also reached out to me near checkout with some guidance about checking out. Was nice and helpful at every turn. I would certainly stay there again and advise others to do the same.

Charming 2BR/1BA Victorian
Jane’s place is truly beautiful! Anyone with an eye for design will appreciate this very intentionally decorated Victorian home, with incredible original woodwork and high ceilings. It was clean, cozy, and great for relaxing, but also just blocks from beautiful downtown Oconomowoc where you can shop, dine, and visit the lake. Highly recommend!

Studio in Okauchee lake fun
Brian was very responsive and had clear instructions to enter building smoothly. Everything in this rental was very clean and it was a great (quiet) place to stay for the long weekend. It’s right in town, if you don’t want to drive around, there is a variety of restaurants and shops within walking distance. The rental was also affordable and we would definitely stay again. Thanks Brian!

Sweet #2
Great communication, clean place and as described

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
Family-friendly apartment rentals

Charming, Cozy & Eclectic Condo in Lake Geneva!
Tricia's place was wonderful. It was a close 5 minute drive to William's Bay, where we spent most of our time. The home was perfect, quiet, and we'd love to stay here again!

Top location, no cleaning fee, everthings close G
Absolutely perfect! Great location. Everything is within 5 minutes. The host Nicholas was super responsive. I love the guide included that recommended restaurants and things to do. Also, the Great Eggs Bistro located directly across the hall from our suite was amazing!

Magnificent waterfront views & cozy fireplace
"5-star stay! Clean, convenient, and great value. Would book again!"

Luxe 3rd St Condo • Fiserv + Perks & Add-Ons!
Loved it! Loved the location, loved the apartment and loved everything about our experience! Thank you !

LakeView-SummerPool-FamilyFriendly-CloseToTown
We loved our stay at this beautiful location. It was close by to everything we wanted to do and the condo was exactly what we were hoping for! Rachel gave great recommendations and was so responsive to our questions. We will definitely stay here again!

Bay View - Lake View on the Park w/Secret Lounge
Beautiful home and incredible location. Every day we walked across the street to the South Shore beach to kick off the afternoon with beers by the lake. Club Garibaldi is an easy walk, where we had fantastic wings and caught a Thin Lizzy cover band. The apartment’s interior is stunning and simultaneously very cozy. We all enjoyed the fully stocked coffee and tea bar. Thank you, 10/10 highly recommend!

Big 2 bedroom/king beds/Corner Unit/ + parking
This was absolutely perfect for our girls trip. Right in the heart of downtown and we were able to walk everywhere!

Relaxing Villa with Amazing Amenities!
Lovely space! Very clean, Comfy bed, beautiful views of the lake, even better than the photos, nice private location. We did not have a chance to check out the amenities, like the hot tub and pool at the near by resort but will definitely stay again to check it out!
Destinations to explore
- Rentals with a patio Waukesha County
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- Milwaukee Public Museum
- Erin Hills Golf Course
- Six Flags Great America
- Wilmot Mountain Ski Resort
- Lake Kegonsa State Park
- Geneva National Resort & Club
- Grand Geneva Resort & Spa
- Alpine Valley Resort
- Racine North Beach
- Illinois Beach State Park
- Richard Bong State Recreation Area
- Milwaukee Country Club
- Moraine Hills State Park
- Heiliger Huegel Ski Club
- Springs Water Park
- Bradford Beach
- Harrington Beach State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee County Zoo
- Sunburst
- West Bend Country Club
- America's Action Territory
- Discovery World
- Blue Mound Golf and Country Club