Family-friendly holiday rentals in Waukesha
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Waukesha
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 Waukesha family-friendly rentals
Family-friendly home rentals with a hot tub
Cabin in Elkhorn
4.97 out of 5 average rating, 265 reviewsThe Retreat: 5 Acre Log Cabin
8–15 Nov
Home in Kenosha
4.93 out of 5 average rating, 125 reviewsThe Retreat on Lake Michigan 6 bd/4bth 4000 sq ft
23–30 Jan
Home in Kenosha
4.91 out of 5 average rating, 235 reviewsCoastal Style Estate
10–17 Feb
Home in Milwaukee
4.95 out of 5 average rating, 224 reviewsSpacious house, yard & hot tub easy drive downtown
18–25 Feb
Condo in Lake Geneva
4.5 out of 5 average rating, 10 reviewsGrand Geneva in Lake Geneva
5–12 Dec
Home in Lake Geneva
4.69 out of 5 average rating, 118 reviewsRestored Victorian w Hottub , 1block to shops
25 Mar – 1 Apr
Condo in Lake Geneva
4.82 out of 5 average rating, 61 reviews2 Bedroom villa at Lake Geneva's GRAND Resort
23 Feb – 2 Mar
Cabin in Lake Geneva
4.84 out of 5 average rating, 99 reviewsLuxury Log Cabin retreat home
24 Sep – 1 Oct
Family- and pet-friendly home rentals
Home in Wauwatosa
4.85 out of 5 average rating, 222 reviewsWonderful craftsman home in Wauwatosa
14–21 Feb
Apartment in Milwaukee
4.86 out of 5 average rating, 370 reviewsRiverwest Loft with city skyline view
23 Feb – 2 Mar
Apartment in Racine
4.91 out of 5 average rating, 239 reviewsWAVES : Steps to the Harbor ~ Crash Here!
8–15 Dec
Chalet in Williams Bay
4.87 out of 5 average rating, 210 reviewsThe Bay Chalet
2–9 Dec
Home in Milwaukee
4.94 out of 5 average rating, 169 reviewsHGTV Renovated Home with GREAT backyard!
6–13 Dec
Apartment in Milwaukee
4.85 out of 5 average rating, 249 reviewsBest location in Milwaukee! Lower Duplex Unit
23–30 Mar
Home in Milwaukee
4.96 out of 5 average rating, 367 reviewsCharming English Tudor near airport
9–16 Jan
Apartment in Milwaukee
4.93 out of 5 average rating, 111 reviewsAllis in Dairyland-2 Bdm flat in heart of Bay View
18–25 Jul
Family-friendly home rentals with a pool
Condo in Lake Geneva
4.65 out of 5 average rating, 252 reviewsFlexible rental In Lake Geneva Area
1–8 Apr
Condo in Fontana-on-Geneva Lake
4.84 out of 5 average rating, 87 reviewsAbbey Villa D
20–27 Apr
Condo in Lake Geneva (Town of Geneva)
4.93 out of 5 average rating, 242 reviewsPrivate & Cozy Villa on Zurich in LG
17–24 Dec
Condo in Lake Geneva
4.9 out of 5 average rating, 187 reviewsLakeview at CasaComo
7–14 Mar
Apartment in Milwaukee
4.64 out of 5 average rating, 130 reviewsDowntown One Bedroom Apartment #305
14–21 Jan
Home in Waukesha
4.94 out of 5 average rating, 16 reviewsFrank Lloyd Wright style home near Milwaukee
7–14 Apr
Villa in Lake Geneva
5.0 out of 5 average rating, 6 reviewsLake Geneva Relaxing Retreat
8–15 Apr
Home in Sussex
HARLEY RIDERS WELCOME!! 30min from all dealers
18–25 Jun
Quick stats about holiday rentals that are family-friendly in Waukesha
Total rentals
20 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
280 reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Madison Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Wisconsin Dells Holiday rentals
- Evanston Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
- Oshkosh Holiday rentals
- Oak Park Holiday rentals
- Chicago Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Chicago
- Family-friendly rentals Downtown Chicago
- Family-friendly rentals Madison
- Family-friendly rentals Wisconsin
- Monthly Rentals Waukesha
- Rentals with a patio Waukesha
- Rentals with a washing machine and dryer Waukesha
- House rentals Waukesha
- Pet-friendly rentals Waukesha
- Family-friendly rentals Waukesha County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom