Family-friendly holiday rentals in Madison
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Madison
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 Madison family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Wisconsin Dells
4.88 out of 5 average rating, 239 reviewsThe Docksider for Couples & Young Families
16–23 Feb
Holiday home in Galena
4.9 out of 5 average rating, 231 reviewsBeautiful 5-BR CountryViewHome w/jacuzzi
18–25 Dec
Home in Madison
4.94 out of 5 average rating, 34 reviews4BR Family Friendly House - Downtown Location!
27 Jan – 3 Feb
Cabin in Wisconsin Dells
4.76 out of 5 average rating, 83 reviewsChristmas Mountain Village Onsite SKI Tubing GOLF
12–19 Oct
Flat in Wisconsin Dells
5.0 out of 5 average rating, 5 reviewsKing Hotel Rooms @ Spring Brook Resort
18–25 Apr
Cabin in Lake Geneva
4.84 out of 5 average rating, 99 reviewsLuxury Log Cabin retreat home
29 Dec – 5 Jan
Cabin in Wisconsin Dells
4.73 out of 5 average rating, 75 reviewsCottage in a fantastic resort
1–8 Apr
Home in Galena
4.91 out of 5 average rating, 79 reviewsCogan Dr
25 Aug – 1 Sep
Family- and pet-friendly home rentals
Home in Madison
4.81 out of 5 average rating, 147 reviewsHouse on water! Near UW, Capital & Alliant Center
24–31 Jul
Home in Poynette
4.86 out of 5 average rating, 227 reviewsQuietwater-Hot Tub, Peaceful, On Water, Sandbars!
18–25 Oct
Loft in Belleville
4.98 out of 5 average rating, 379 reviewsMill House Retreat
31 Mar – 7 Apr
Guest suite in Madison
4.96 out of 5 average rating, 181 reviewsPrivate garden level flat in brand new house
18–25 Jan
Home in Madison
4.9 out of 5 average rating, 153 reviewsRichard's House
1–8 Apr
Guest suite in Waunakee
4.84 out of 5 average rating, 269 reviewsPrivate guest suite on beautiful Lake Mendota
20–27 Jan
Cottage in Fox Lake
4.85 out of 5 average rating, 285 reviewsThe Little White Cabin, Fox Lake WI
30 Jul – 6 Aug
Cabin in Fort Atkinson
4.91 out of 5 average rating, 352 reviewsCozy Lakeside Cabin on Lake Koshkonong
24 Apr – 1 May
Family-friendly home rentals with a pool
Cabin in Wisconsin Dells
4.88 out of 5 average rating, 196 reviewsLake-view 3-bedroom Cabin Home on Lake Delton
14–21 Oct
Home in Galena
4.92 out of 5 average rating, 108 reviewsBoulder Creek
19–26 Oct
Cabin in Galena
4.89 out of 5 average rating, 121 reviewsSerenity Cabins - A rustic, yet upscale cabin!
27 Apr – 4 May
Townhouse in Galena
4.88 out of 5 average rating, 154 reviewsGalena Territories 3 level Townhome Sleeps nine
17–24 Dec
Apartment in Lake Geneva
4.65 out of 5 average rating, 252 reviewsFlexible rental In Lake Geneva Area
5–12 Dec
Guest suite in Mount Horeb
4.98 out of 5 average rating, 64 reviewsRural Luxury w/pool in the heart of Wisconsin!
18–25 Sep
Home in APPLE RIVER
4.91 out of 5 average rating, 69 reviewsThe Ho Hum East on Apple Canyon Lake
20–27 Sep
Apartment in Fontana-on-Geneva Lake
5.0 out of 5 average rating, 49 reviews2 BD 2 BA Abbey Villa with Pool
3–10 Jun
Quick stats about holiday rentals that are family-friendly in Madison
Total rentals
320 properties
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
100 properties allow pets
Total number of reviews
14K reviews
Nightly prices starting at
$27 SGD before taxes and fees
Destinations to explore
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Wisconsin Dells Holiday rentals
- Schaumburg Holiday rentals
- Oshkosh Holiday rentals
- Galena Holiday rentals
- Lake Wisconsin Holiday rentals
- Appleton Holiday rentals
- Sheboygan Holiday rentals
- Dubuque Holiday rentals
- Rockford Holiday rentals
- Chicago Holiday rentals
- Family-friendly rentals United States
- Monthly Rentals Madison
- Rentals with outdoor seating Madison
- Rentals with a fireplace Madison
- Flat rentals Madison
- Private suite rentals Madison
- Waterfront rentals Madison
- Rentals with a patio Madison
- Rentals with a firepit Madison
- Pet-friendly rentals Madison
- Rentals with a hot tub Madison
- Cottage rentals Madison
- Rentals with lake access Madison
- Rentals with breakfast Madison
- Cabin rentals Madison
- Rentals with a washing machine and dryer Madison
- Rentals with beach access Madison
- House rentals Madison
- Family-friendly rentals Madison
- Rentals with pools Madison
- Family-friendly rentals Lake Geneva
- Family-friendly rentals Wisconsin Dells
- Family-friendly rentals Wisconsin
- Family-friendly rentals Dane County
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