Family-friendly holiday rentals in Washington County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Washington County family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Plymouth
4.92 out of 5 average rating, 13 reviews

the getaway at crystal lake!

MikeRating, 5 stars46 months ago
This is a warm, inviting home with a terrific location in the lake. Jana and Josh’s house was very comfortable, clean, spacious and stocked with everything we needed for our vacation. An absolutely beautiful spot on the lake. Jana and Josh were extremely helpful and generous hosts who really anticipate what guests may need. We loved our stay!
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.
Condo 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.
Home in Plymouth
5 out of 5 average rating, 15 reviews

Country Retreat, Close to Road America and Golfing

RandyRating, 5 stars23 months ago
Matt's house was awesome! Everything you needed for your stay and more. He made us feel more than welcome and we felt right at home. Thank you again for a great stay.

Family- and pet-friendly home rentals

Guest favourite
Home in Milwaukee
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 ❤️
Top Guest favourite
Apartment in Waldo
4.98 out of 5 average rating, 279 reviews

The Blue Cobb House

MikeRating, 5 stars1 month ago
My wife and I were celebrating our 45th Wedding Anniversary- Jewel made it so special for us! And her place? WOW! We’ve stayed in AirBnb’s from Olympia to Siesta Key, from Zagreb to Dubrovnik- and Jewel’s place and her hospitality outshines them all! Beautiful accommodations, spotless, every possible provision, comfortable and supportive bed, - it was simply heavenly!!! Thanks to Jewel!!!
Superhost
Home in Milwaukee
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!
Guest favourite
Home in Milwaukee
4.95 out of 5 average rating, 116 reviews

This Must Be the Place- Bayview Bohemian Vibes

KristenRating, 5 stars1 week ago
Easy to access beautiful home which looks just like the photos. The host was extremely responsive when I had questions - would absolutely stay again.
Guest favourite
Apartment in Milwaukee
4.87 out of 5 average rating, 419 reviews

Riverwest Loft with city skyline view

HannahRating, 5 stars3 weeks ago
Great dog-friendly Airbnb with free parking. Easy walk to the downtown areas and a very nice park. Only downside was the location can feel a bit dodgy later at night if you decide to walk back. Otherwise, we loved our stay and we loved Milwaukee.
Guest favourite
Home in Plymouth
4.94 out of 5 average rating, 470 reviews

Country Guest House - Beautiful Gardens!

PahouaRating, 5 stars1 week ago
Joe and Alyssa 's property was amazingly beautiful ! All my siblings us came from out of town and state , to see our baby brother walk for his high school graduation in Sheboygan . This home housed us all with the main house and guest house . Very fast communication with the owners and they were able to adjust our reservation so quick for us to book the guest house that last minute too . The grilling space was wonderful , as we had kids who ran around the yard - Safely without any concerns . Will definitely look forward to booking with Joe and Alyssa again in the future !
Superhost
Home in Cudahy
4.83 out of 5 average rating, 102 reviews

Wonderful Family Home Across from Park

TimerieRating, 5 stars2 months ago
We loved this house!!! It had absolutely everything we needed. Great location in a nice neighborhood across the street from a park, but just a few minutes from all the fun in Bay View and a very easy drive to downtown. The house was spotless and comfortable, and it was so nice being able to bring our dogs. We really felt at home. Thank you!
Superhost
Apartment in Milwaukee
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.

Family-friendly home rentals with a pool

Apartment 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.
Apartment 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.
Condo 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

Destinations to explore