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
Home in Milwaukee
4.95 out of 5 average rating, 224 reviewsSpacious house, yard & hot tub easy drive downtown
4–11 Oct
Home in Kenosha
4.91 out of 5 average rating, 236 reviewsCoastal Style Estate
7–14 Jan
Home in Kenosha
4.93 out of 5 average rating, 125 reviewsThe Retreat on Lake Michigan 6 bd/4bth 4000 sq ft
11–18 Apr
Home in Lake Geneva
4.69 out of 5 average rating, 118 reviewsRestored Victorian w Hottub , 1block to shops
10–17 Nov
Apartment in Lake Geneva
4.5 out of 5 average rating, 10 reviewsGrand Geneva in Lake Geneva
9–16 Dec
Apartment in Lake Geneva
4.82 out of 5 average rating, 61 reviews2 Bedroom villa at Lake Geneva's GRAND Resort
27 Feb – 6 Mar
Apartment in Lake Geneva
Condo onsite Grand Geneva Resort Golf Ski Spa
22–27 Jan
Apartment in Lake Geneva
4.57 out of 5 average rating, 131 reviewsNEW! Updated Lake Geneva Resort Luxury Suite
30 Aug – 6 Sept
Family- and pet-friendly home rentals
Guest house in Milwaukee
4.86 out of 5 average rating, 274 reviewsCozy Brewer's Hill Coach House
5–12 Jun
Flat in Milwaukee
4.86 out of 5 average rating, 370 reviewsRiverwest Loft with city skyline view
9–16 Apr
Chalet in Williams Bay
4.87 out of 5 average rating, 211 reviewsThe Bay Chalet
2–9 Dec
Home in Milwaukee
4.94 out of 5 average rating, 169 reviewsHGTV Renovated Home with GREAT backyard!
25 Dec – 1 Jan
Flat in Milwaukee
4.85 out of 5 average rating, 249 reviewsBest location in Milwaukee! Lower Duplex Unit
1–8 Oct
Flat in Milwaukee
4.93 out of 5 average rating, 111 reviewsAllis in Dairyland-2 Bdm flat in heart of Bay View
18–25 Jul
Home in Milwaukee
4.96 out of 5 average rating, 367 reviewsCharming English Tudor near airport
9–16 Jan
Flat in Milwaukee
4.9 out of 5 average rating, 227 reviewsClassic Riverwest 3BR Upper Apartment
3–10 Jun
Family-friendly home rentals with a pool
Home in Waukesha
4.94 out of 5 average rating, 16 reviewsFrank Lloyd Wright style home near Milwaukee
10–17 Apr
Flat in Milwaukee
4.64 out of 5 average rating, 130 reviewsDowntown One Bedroom Apartment #305
12–19 Jul
Home in Sussex
HARLEY RIDERS WELCOME!! 30min from all dealers
21–28 Jun
Home in Sussex
2017 US Open Erin Hills Home
21–28 Jan
Apartment in Lake Geneva
5.0 out of 5 average rating, 5 reviews2 Bedroom villa at Lake Geneva's GRAND Resort
8–15 Nov
Villa in Lake Geneva
4.88 out of 5 average rating, 69 reviews2 Bedroom Villa at Lake Geneva's GRAND Resort
8–15 Sept
Apartment in Lake Geneva
4.71 out of 5 average rating, 7 reviews2 Bedroom villa at Lake Geneva's GRAND Resort
20–27 Feb
Apartment in Oconomowoc
4.22 out of 5 average rating, 18 reviewsOlympia VOA Oconomowoc WI Great getaway for fun
24–31 May
Quick stats about holiday rentals that are family-friendly in Waukesha
Total rentals
20 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
20 properties include access to wifi
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
- Pet-friendly rentals Waukesha
- House rentals Waukesha
- Family-friendly rentals Waukesha County
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