
Family-friendly holiday rentals in Milwaukee
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Milwaukee
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Milwaukee family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious Bayview Studio - King Bed w/ 70” 4k TV

Happy Days Home close to all MKE attractions

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

5th St. Retreat - Outdoor Oasis, Hot Tub, 8 Beds

The Little Gray House

Amazing view, Modern Space

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

Barclay House in Walker's Point
Family- and pet-friendly home rentals

Guesthouse on Clover - Historic Greendale

Spacious & Private 2 bdrm in the heart of Bayview

Entire Wauwatosa Home!

Charming Bayview House, steps from MKE Merriment!

Charming Pet-Friendly 3-BR Home, Firepit, Backyard

Wonderful Family Home Across from Park

Eastside 4BR w Parking, Treadmill

The Art Lodge
Family-friendly home rentals with a pool

Lilac Cottage

Spacious and Bright Oak Creek 2BD Condo

Vacation home: heated inground pool on 4+ acres

Lace & Woods Farm "Hammer Hideaway"

Modern Luxe 1BR Apt NO1 with Balcony+Pool+Gym

Discover Wauwatosa! Indoor Pool, Free Parking!

Modern Work-Friendly Stay/10 Min Downtown

2 Story - 2Br Condo
Quick stats about holiday rentals that are family-friendly in Milwaukee
Total rentals
1.5K properties
Total number of reviews
65K reviews
Pet-friendly rentals
580 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
880 properties have a dedicated workspace
Wifi availability
1.5K properties include access to wifi
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Traverse City Holiday rentals
- Wisconsin River Holiday rentals
- Windsor Holiday rentals
- Lake Geneva Holiday rentals
- Ann Arbor Holiday rentals
- Waterfront rentals Milwaukee
- Fitness-friendly rentals Milwaukee
- Rentals with pools Milwaukee
- Pet-friendly rentals Milwaukee
- Flat rentals Milwaukee
- Rentals with a patio Milwaukee
- Rentals with lake access Milwaukee
- House rentals Milwaukee
- Apartment rentals Milwaukee
- Rentals with a hot tub Milwaukee
- Cabin rentals Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
- Rentals with a fireplace Milwaukee
- Rentals with a firepit Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Rentals with beach access Milwaukee
- Smoking-friendly rentals Milwaukee
- Beachfront rentals Milwaukee
- Lakehouse rentals Milwaukee
- Rentals with outdoor seating Milwaukee
- Loft rentals Milwaukee
- Rentals with an EV charger Milwaukee
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Geneva National Resort & Club
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Grand Geneva Resort & Spa
- Wilmot Mountain Ski Resort
- West Bend Country Club
- Richard Bong State Recreation Area
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Springs Water Park
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- America's Action Territory
- Sunburst
- The Rock Snowpark