Family-friendly holiday rentals in Madison

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Madison family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost

Guest suite in Waunakee

4.84 out of 5 average rating, 269 reviews

Private guest suite on beautiful Lake Mendota

16–23 Sep

$282 SGD per night
Superhost

Home in Poynette

4.86 out of 5 average rating, 227 reviews

Quietwater-Hot Tub, Peaceful, On Water, Sandbars!

25 Sep – 2 Oct

$318 SGD per night
Guest favourite

Guest house in Stockton

4.99 out of 5 average rating, 318 reviews

Highview Country Escape - Cozy Cabin with a view

19–26 Sep

$287 SGD per night
Superhost

Apartment in Wisconsin Dells

4.88 out of 5 average rating, 237 reviews

The Docksider for Couples & Young Families

20–27 Apr

$198 SGD per night
Superhost

Apartment in Wisconsin Dells

4.83 out of 5 average rating, 212 reviews

*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo | Breathtaking Views | Downtown WI Dells

8–15 May

$176 SGD per night
Guest favourite

Cabin in Elkhorn

4.97 out of 5 average rating, 264 reviews

The Retreat: 5 Acre Log Cabin

4–11 Apr

$1,081 SGD per night
Guest favourite

Holiday home in Galena

4.9 out of 5 average rating, 231 reviews

Beautiful 5-BR CountryViewHome w/jacuzzi

19–26 Apr

$677 SGD per night
Guest favourite

Home in Galena

4.91 out of 5 average rating, 142 reviews

DunPuttin Place

14–21 Mar

$430 SGD per night

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