Kid-friendly holiday rentals in Waukesha County

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Waukesha County family-friendly rentals

Kid-friendly house rentals

Superhost
Home in Waukesha
4.87 out of 5 average rating, 52 reviews

Cozy 3BR Ranch Home Away From Home

TonyRating, 5 stars1 week ago
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.
Superhost
Home in Waukesha
4.5 out of 5 average rating, 6 reviews

Serene modern home

SethRating, 5 stars8 months ago
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.
Top guest favourite
Home in Delafield
4.95 out of 5 average rating, 39 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars1 month ago
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!!
Superhost
Home in Waukesha
5 out of 5 average rating, 4 reviews

Farmhouse "The Inn"

SaraRating, 5 stars9 months ago
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.
Guest favourite
Home in Nashotah
4.95 out of 5 average rating, 73 reviews

Beautiful home on Okauchee Lake, WI

KyleRating, 5 stars6 days ago
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.
Guest favourite
Home in Pewaukee
4.9 out of 5 average rating, 20 reviews

Pewaukee Lake Home steps from water & restaurants!

KellyRating, 5 stars4 months ago
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!!!!
Guest favourite
Home in Waukesha
4.96 out of 5 average rating, 56 reviews

Convenient & Spacious Suburban Escape w/ KING BED

ConnorRating, 5 stars2 months ago
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 :)
Superhost
Home in Muskego
4.76 out of 5 average rating, 17 reviews

Tranquil Escape Private Hot Tub

ClaireRating, 5 stars1 week ago
We had a great weekend. Everything was exactly as expected, and we didn't have any problems!

Family-friendly apartment rentals

Guest favourite
Flat in Oconomowoc
5 out of 5 average rating, 5 reviews

Stylish 1BR Downtown Oconomowoc

Iain & JillRating, 5 stars3 months ago
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.
Top guest favourite
Flat in Oconomowoc
5 out of 5 average rating, 76 reviews

Charming Historic Upper|Walk to Shops, Eats & Lake

KyleRating, 5 stars3 months ago
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.
Superhost
Flat in Elm Grove
4.88 out of 5 average rating, 41 reviews

Charming 1 bdrm lower in the Grove

CherrillRating, 5 stars9 months ago
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.
Flat in Menomonee Falls
4.77 out of 5 average rating, 31 reviews

Nice safe clean super quiet and comfy studio

SteveRating, 5 stars3 weeks ago
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.
Guest favourite
Flat in Oconomowoc
4.94 out of 5 average rating, 17 reviews

Charming 2BR/1BA Victorian

SarahRating, 5 stars19 months ago
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!
Flat in Okauchee Lake
3.5 out of 5 average rating, 4 reviews

Studio in Okauchee lake fun

KaraRating, 5 stars11 months ago
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!
Top guest favourite
Flat in Waukesha
4.94 out of 5 average rating, 16 reviews

Sweet #2

AustinRating, 5 stars2 months ago
Great communication, clean place and as described
Flat in Delafield
4.86 out of 5 average rating, 7 reviews

Cozy Delafield Apartment - Walk to Lake!

DanaRating, 5 stars10 months ago
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

Guest favourite
Apartment in Lake Geneva
4.92 out of 5 average rating, 518 reviews

Charming, Cozy & Eclectic Condo in Lake Geneva!

EricRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Lake Geneva
4.92 out of 5 average rating, 110 reviews

Top location, no cleaning fee, everthings close G

JenniferRating, 5 stars4 months ago
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!
Top guest favourite
Apartment in Lake Geneva
4.97 out of 5 average rating, 148 reviews

Magnificent waterfront views & cozy fireplace

xueRating, 5 stars6 days ago
"5-star stay! Clean, convenient, and great value. Would book again!"
Guest favourite
Apartment in Milwaukee
4.95 out of 5 average rating, 132 reviews

Luxe 3rd St Condo • Fiserv + Perks & Add-Ons!

KasiaRating, 5 stars3 weeks ago
Loved it! Loved the location, loved the apartment and loved everything about our experience! Thank you !
Guest favourite
Apartment in Lake Geneva
4.96 out of 5 average rating, 138 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

DaynaRating, 5 stars1 month ago
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!
Top guest favourite
Apartment in Milwaukee
4.99 out of 5 average rating, 217 reviews

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

CarolynRating, 5 stars1 week ago
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!
Superhost
Apartment in Milwaukee
4.85 out of 5 average rating, 286 reviews

Big 2 bedroom/king beds/Corner Unit/ + parking

LeaRating, 5 stars3 weeks ago
This was absolutely perfect for our girls trip. Right in the heart of downtown and we were able to walk everywhere!
Guest favourite
Apartment in Lake Geneva
4.97 out of 5 average rating, 182 reviews

Relaxing Villa with Amazing Amenities!

ErickaRating, 5 stars2 weeks ago
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