
Family-friendly holiday rentals in Washington County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Washington County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Peaceful weekend or extended stay, full amenities
The Country Retreat at the historic Schmitz Family Farm is close to many attractions, ideal for couples, families, girls' weekends, extended stays, business travel, and is dog friendly. Enjoy a sunrise or sunset, get cozy at the fireplace, or indulge in the many activities our area has to offer. We feature two beautiful bedrooms, living room with two sleeper sofas (can also be used as a third bedroom, as door closes for privacy), laundry room, full kitchen, coffee nook, quiet deck and backyard.

Local Landmark KL / Coffeehouse / Kettle Moraine
One-of-a-kind, newly renovated, turn-of-the-century Coffee Corner Suites, located at the "Gateway to the Kettle Moraine". Step out your door and into the iconic Coffee House. West Bend -- 5 minutes, Foundry 45 -- 3 minutes, Lomira -- 15 minutes. Rest easy knowing we have thought of everything to make your stay worry-free! King bed, full kitchen, keyless entry, heated towel bars, and on-site laundry. GOOGLE "Kewaskum is somewhere I just feel at home" and check out CBS 58 Story on Kewaskum.

Bark Lake, Entire Home, Private Lake Frontage 50ft
A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

Big Red Barn with a basketball court
A beautifully transformed dairybarn turned into a rustic Lodge with all the accommodations. Enjoy a full kitchen and bar filled with a gas fireplace, dart board and pool table. Head upstairs to the basketball court and onto a wraparound deck that over looks acres of wetlands with wildlife A birdwatchers paradise. If you need to detox we have a wood-burning sauna with all the wood and kindling for you to enjoy. We are located 2miles outside historic Cedarburg Wi and 25 minutes north of Milwaukee.

Lace & Woods Farm "Hammer Hideaway"
HEATED POOL MAY-SEPT FOR ADDITIONAL CHRG. Cozy designer custom built guest house nestled amongst a 10 acre hobby farm. come for a relaxing getaway. This home is an artistic gem! Boasting an open concept, with a queen bed on main level and twin mattress underneath , a full kitchen, cozy living area, wood burning fireplace. The loft has extra sleeping with a double bed and twin bed.Custom designed. Great location winter and summer, enjoy snowmobiling trails and skiing near by or beaches & hiking

Founders House - view the slopes of Little Switz
Walk to the slopes of Little Switzerland Ski Area in the Founder's House located at the base of the hill. Recently renovated and designed to maximize beds, this is the perfect place for your ski weekend. Located just 12 miles from Erin Hills and seconds from the Slinger Speedway. This is an occasional use home free from any clothing and other items. This property is owned and operated by Little Switzerland. For lift tickets, rentals and lessons, book in advance and save at LittleSwitz.com

Countryside Escape with a View
Forget your worries in this spacious and serene space displaying original works of art and maintaining a clean and minimalistic furnished atmosphere. This is a two-bedroom, one-bathroom, open-concept apartment, unique in the fact that it is attached to the resident’s home. The apartment offers a brand-new kitchen completely furnished for functionality and simplicity. It showcases gorgeous hand-crafted cabinetry, as well as an expansive window, providing a lovely view of the countryside.

Lakefront Sunset
Welcome to the perfect lakeside retreat. This cozy lake house offers the ideal balance of comfort, relaxation, and adventure. Nestled on Pike Lake, the home features breathtaking water views, a private pier, and spacious outdoor areas to play and unwind. Inside, is a open-concept living, dining areas, kitchen (fully equipped), and comfortable bedrooms. Step out to the three season sunroom from the living room. The patio has a gas grill and patio table. Kayaks available. Bring your boat!

1853 Farmhouse Apartment
Welcome to a two-bedroom apartment. The space includes a private bathroom, kitchen and living area. There is no kitchen/dining table. The apartment is on the second floor of the house and has an outside staircase leading up to it. The entrance/staircase is not shared by the hosts and there are no shared spaces in the home. The staircase may be steep for persons who have difficulty navigating stairs. Guests are welcome to use the patio area on the property.

The Cozy Country Farmhouse, Eisenbahn Suite
This 1865 COZY COUNRY FARMHOUSE is set only 1 mile out of Kewaskum. You get the best of both worlds county and a small town. There are 2 SUITES available. 1. The EISENBAUN SUITE is an apartment on the second floor that is equipped with a laundry room and full kitchen. Sleeps 4-6 2. The NEUMANN SUITE is an efficiency apartment on the second floor also with a queen bed, efficiency refrigerator right next door. Sleeps 2-3 For a larger group I recommend using both.

Entire Use of Shalom House
Shalom House, a Frank Lloyd Wright style design, accommodates 1-12 guests with five bedrooms, 4 bathrooms, great room with fireplace, large kitchen, and labyrinth. NEW at Shalom House is WiFi, though the woods is a great place to connect with the world too. Wonderful drinking water and whole house water system. We have both!! *Shalom House is an experience-"a quiet place to be" *Enjoy the beauty of nature, friends, family, relaxation, celebration.

Family friendly farmstay just outside Milwaukee
The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.
Popular amenities for Washington County family-friendly rentals
Family-friendly home rentals with a hot tub

hot tub and sauna on 5 private acres

Happy Days Home close to all MKE attractions

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

The Little Gray House

Pewaukee Serenity Cottage: Whimisical by the Lake

Meracle Acres

Amazing view, Modern Space

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!
Family- and pet-friendly home rentals

Tranquil Lakefront Cottage

Convenient, NFL Draft,Holy Hill, Golf, Skiing

2 Bed/1 Bath Condo - West Bend

NY Loft Style 1 Bed PKG|30M to Airport & Downtown

The Lazy Dais Cottage on Pike Lake.

Amazing cottage Big Cedar Lake

Glacier Hills Rustic Cabin #8

The Pike Lake Cottage House
Family-friendly home rentals with a pool

Lilac Cottage

Lighthouse | 9BR Resort · Pool · Arcade · Hot Tub

Cute and cozy 2 bedroom house perfectly located!

Vacation home: heated inground pool on 4+ acres

Private Home 4 BR+2Ba, Heated Pool by Road America

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Dream Country Retreat on 15 acres

Modern Apartment/ 8mins to Stadium/ Parking
Destinations to explore
- Rentals with lake access Washington County
- Rentals with a patio Washington County
- Rentals with a firepit Washington County
- Rentals with breakfast Washington County
- Fitness-friendly rentals Washington County
- Rentals with a fireplace Washington County
- House rentals Washington County
- Rentals with outdoor seating Washington County
- Rentals with a washing machine and dryer Washington County
- Pet-friendly rentals Washington County
- Waterfront rentals Washington County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Harrington Beach State Park
- Milwaukee County Zoo
- The Golf Courses of Lawsonia
- West Bend Country Club
- Bradford Beach
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Pine Hills Country Club
- Discovery World
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- Pollock Community Water Park
- Sunburst
- Vines & Rushes Winery
- The Rock Snowpark
- Blue Mound Golf and Country Club
- Little Switzerland Ski Area
- Pieper Porch Winery & Vineyard
- Blackwolf Run Golf Course