
Family-friendly vacation rentals in Pewaukee
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pewaukee
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Pewaukee family-friendly rentals
Family-friendly home rentals with a hot tub

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft
It was comfortable and everything was clearly labeled. There were tons of amenities that were not expected from the games in the closet to the extra seasons for cooking and counter top ice maker. This place really truly felt like a home, not one complaint from this group of 10 women. I would highly recommend this place.

Spacious house, yard & hot tub easy drive downtown
Paul was flexible and super easy to communicate with. Check in and out are simple. Neighborhood was a quiet cul-de-sac and close to downtown. So convenient. We were a party of 9 and had plenty of room to gather and lounge. LOVED the saltwater hot tub. So relaxing at the start and end of our days 😊

Stylistic Condo Hot Tub Tosa Village 2 blocks away
We booked for 2 weeks and enjoyed each day! Great neighborhood for walking our dog and loads of restaurants nearby to try out. The home was furnished with everything you could need. Sarah was accommodating to meet our needs and we would definitely come back here.

Lake home on Lower Nehambin Lake
Andrew and Lance are great hosts! We also stayed here last year and it’s always a nice and peaceful time. We kayaked and paddle boarded around the lake. My husband fished off the pier. The lake water was a nice temp. I also wfh during this time and WiFi worked well.

The Retreat: 5 Acre Log Cabin
Omg!!! All I can say, it's well worth it. The place is BEAUTIFUL, Yecenia put so much thought in decorating. You don't need to bring anything, but your change of clothes. Everything you need is there. Yecenia thank you so much, for taking the time and effort to make your guests feel at home. I'm definitely coming back, and please whoever book this airbnb, treat the place as if it's your home.

Amazing view, Modern Space
We booked the entire house—both units—for a bachelorette party, and I was able to do early check in to decorate. The girls loved staying there, and there was plenty of room for all 14 of us. It was the perfect location since we did a Lakefront Brewery tour, and the view was great! Riverwest is a great neighborhood in the heart of the city with a lot of wonderful local places, and eclectic charm!
Family- and pet-friendly home rentals

HGTV Renovated Home with GREAT backyard!
Jenni and David’s place was exactly as described, it was wonderful! Jenni was so responsive, respectful and flexible! We LOVED the location of the home, it was very walkable, we always felt safe. It was close to some great restaurants and bars that we visited. I would highly recommend staying here!

The Carriage House in Sanger House Gardens
Look no further. The Carriage House is exceptional… a comfortable space with artifacts harkening back to its origins. The Gardens are spectacular… winding pathways, fountains, benches, pools, statuary. Peace, tranquility, and serenity abound. Steve is a wealth of information and willingly engages with guests. Staying at Sanger House Gardens is reason enough to come to Milwaukee!

Riverwest Loft with city skyline view
Nathan’s place was great. Felt right at home and the art and quirkiness feels like your staying in an art installation. Which was much appreciated! Also love that it’s pet friendly as well will have to return with my dog so they can enjoy the place as much as I did. Would recommend for anyone to stay close enough to downtown to be able to go out and about and just far enough in residential area where it’s nice and quaint.

Mequon Wedding Retreat
David met us for check in and walked through everything! Throughout the reservation process and when we left he was very responsive. It was a beautiful home!!

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

WAVES : Steps to the Harbor ~ Crash Here!
Angela was a good communicator and the place was just what we needed for the weekend.

Cozy Basement Space In Bay View by Lake Michigan
Very nice. Thank you!

3BR Duplex With Garage Just Outside of the City
We felt very comfortable in this house. It was perfect for our family and close to everything we needed. Jessica was accurate in her description of the house. The upstairs neighbor was really quiet. I will definitely stay here again when in the area.
Family-friendly home rentals with Wifi

Downtown MKE Vibes • Roomy Stay + Cool Perks
Very nice place got it last minute and nikki was very helpful

The Loft @ The Butler Place. 1846 homestead.
This was my second time staying at this Airbnb, and it was just as enjoyable the second time as it was the first! I will definitely be back again in the future! The place is clean, welcoming, relaxing, and overall a very enjoyable experience!

Homeport
Amy's place was comfortable, peaceful and relaxing. Everything in the apartment worked great - there was nothing to need. Amy's place is within walking distance to many restaurants and shops in Port Washington and has a great view of the lake and marina. I highly recommend staying at Amy's Homeport.

Beautiful Luxury Suite A of Shorewood Home
We really enjoyed our visit to Shorewood in Corey’s home. It was comfortable, clean and the kitchen was stocked with everything we could possibly need. We had a family of 6 and the layout was perfect, with plenty of room for everyone. Corey was helpful and flexible and I highly recommend Corey’s home for your next visit to Shorewood.

English Tudor - Upper Flat blocks from the beach
These accommodations were fantastic! It was comfortable, homey, and was a great place for us to hang out and celebrate Christmas with our family. I can honestly say this is the first time I've been on a family vacation where i was NOT itching to go home, and i attribute that to Jodi's excellent hospitality. We were sorry to leave!

Vintage Bay View - Big Backyard, Big 1 Bedroom
Had an amazing long weekend here! Amazing recommendations, accommodations and such an amazing space! Thank you!

AVL-Entire Home-MKE/Tosa (next to Hart Park)
This place was very nice and clean. It was set up very well. It’s also in a great neighborhood and within walking distance to some great restaurants. Marc was very responsive and helpful.

Creekside Apartment
Our stay at Jackie's place in Cedarburg was perfect. Location is walkable to everything and the unit was comfortable and clean.
Quick stats about vacation rentals that are family-friendly in Pewaukee
Total rentals
30 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
750 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Milwaukee Public Museum
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