Family-friendly holiday rentals in Brookfield

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Brookfield family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Elkhorn
4.97 out of 5 average rating, 302 reviews

The Retreat: 5 Acre Log Cabin

AllisonRating, 5 stars3 weeks ago
I cannot recommend this Airbnb enough! Our group of 9 loved staying in this private, spacious lodge over Memorial Day weekend. A short 20 minute drive from Lake Geneva and only 5 minutes away from town, you can't find this kind of privacy and charm anywhere else. Check in/check out was seamless, and we were delighted by our host leaving us snacks, pancake mix, and coffee to enjoy. We enjoyed many beach volleyball games and bonfires, and the hot tub was an added bonus! Yecenia was friendly and responsive, and even dropped off an Apple TV console when our WiFi connection was unstable. Our large group never felt crowded in the space. I would absolutely book again!
Guest favourite
Home in Milwaukee
4.95 out of 5 average rating, 233 reviews

6BR house, yard, hot tub - 5 min drive downtown

FrankRating, 5 stars2 weeks ago
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.
Apartment in Wauwatosa
4.63 out of 5 average rating, 114 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

IrelandRating, 5 stars10 months ago
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!
Home in Oconomowoc
4.77 out of 5 average rating, 30 reviews

Lake home on Lower Nehambin Lake

KappieRating, 5 stars2 weeks ago
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.

Family- and pet-friendly home rentals

Guest favourite
Home in Walker's Point
4.93 out of 5 average rating, 188 reviews

HGTV Renovated Home with GREAT backyard!

JoshRating, 5 stars2 weeks ago
This place was stunning and Jenni was fabulous to work with. Literally zero complaints! Thank you so so much for everything ❤️
Superhost
Home in Walker's Point
4.89 out of 5 average rating, 231 reviews

Historic Home Sleeps 16 in MKEs Best Neighborhood

LynneRating, 5 stars8 months ago
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!
Superhost
Flat in Lower East Side
4.83 out of 5 average rating, 275 reviews

Best location in Milwaukee! Lower Duplex Unit

JamesRating, 5 stars2 months ago
everything you need. just a few steps from one of the greatest streets in the world
Superhost
Home in Cudahy
4.83 out of 5 average rating, 103 reviews

Wonderful Family Home Across from Park

AustinRating, 5 stars2 weeks ago
Matthew was very helpful and friendly… the house was amazing had everything you need to feel right at home and top of that the park was across the street.. very nice and relaxing would definitely recommend this place to anyone!
Superhost
Flat in Bay View
4.92 out of 5 average rating, 117 reviews

Allis in Dairyland-2 Bdm flat in heart of Bay View

ninaRating, 5 stars5 months ago
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.
Guest favourite
Flat in Racine
4.91 out of 5 average rating, 291 reviews

WAVES : Steps to the Harbor ~ Crash Here!

MaryRating, 5 stars5 days ago
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.
Guest favourite
Home in Racine
4.94 out of 5 average rating, 161 reviews

Root River Home - Waterfront property - Sleeps 8+

LyRating, 5 stars5 days ago
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!
Superhost
Home in West Allis
4.86 out of 5 average rating, 37 reviews

Spacious 1BR Upper Duplex Close to the City

AndyRating, 5 stars7 months ago
We originally planned to stay for just about a month but then we ended up extending a couple of times to a total of 90 days. Overall Jessica was a great host. Was pretty quick to reply and did a great job with communication. A couple of small issues came up over our time there, and we were always able to get it resolved quickly without much hassle on our part.

Family-friendly home rentals with a pool

Flat in Milwaukee
4.65 out of 5 average rating, 136 reviews

Downtown One Bedroom Apartment #305

RebeccaRating, 5 stars8 months ago
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.
Flat in Pewaukee

SB 309-4 2BD2BA Apartment-Pewaukee WI

RyRating, 5 stars40 months ago
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.
Apartment in Oconomowoc
4.22 out of 5 average rating, 18 reviews

Olympia VOA Oconomowoc WI Great getaway for fun

ChrisRating, 5 stars44 months ago
Great condo. Clean and awesome location. Bill made the check in process simple since there is an actual office and the ladies there were friendly.
Home in Sussex

HARLEY RIDERS WELCOME!! 30min from all dealers

Quick stats about holiday rentals that are family-friendly in Brookfield

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹3,462 before taxes and fees

  • Total number of reviews

    410 reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore