
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

Brew City Inn with Hot Tub

Happy Days Home close to all MKE attractions

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

The Little Gray House

Amazing view, Modern Space

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

Barclay House in Walker's Point

Retro Riverside Retreat, Backyard Oasis, Hot Tub
Family- and pet-friendly home rentals

Historic East Side Duplex, 3BD. No Cleaning Fee!

Spacious & Private 2 bdrm in the heart of Bayview

The Carriage House in Sanger House Gardens

Entire Wauwatosa Home!

Lavish tub, parking spot near music/wedding venues

Cozy Basement Space In Bay View by Lake Michigan

KING BED/Amazing Location/Free parking/Wi-Fi

The Cheese House
Family-friendly home rentals with a pool

Lilac Cottage

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!

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!

Modern Apartment/ Gym/Pool/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
- Downtown Chicago Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Platteville Holiday rentals
- Traverse City Holiday rentals
- Windsor Holiday rentals
- Wisconsin River Holiday rentals
- Lake Geneva Holiday rentals
- Madison Holiday rentals
- Smoking-friendly rentals Milwaukee
- Rentals with beach access Milwaukee
- Waterfront rentals Milwaukee
- Apartment rentals Milwaukee
- Flat rentals Milwaukee
- Fitness-friendly rentals Milwaukee
- Pet-friendly rentals Milwaukee
- Rentals with a hot tub Milwaukee
- Rentals with an EV charger Milwaukee
- Rentals with a patio Milwaukee
- Rentals with a firepit Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Lakehouse rentals Milwaukee
- Rentals with a fireplace Milwaukee
- House rentals Milwaukee
- Rentals with lake access Milwaukee
- Rentals with pools Milwaukee
- Private suite rentals Milwaukee
- Loft rentals Milwaukee
- Rentals with outdoor seating Milwaukee
- Beachfront rentals Milwaukee
- Hotel rentals Milwaukee
- Cabin rentals Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals 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
- Grand Geneva Resort & Spa
- Racine North Beach
- Wilmot Mountain Ski Resort
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- 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