Family-friendly vacation 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

Home in Poynette

4.87 out of 5 average rating, 225 reviews

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

Aug. 11 – 18

$398 CAD per night
Guest favourite

Guesthouse in Stockton

4.99 out of 5 average rating, 317 reviews

Highview Country Escape - Cozy Cabin with a view

Aug. 15 – 22

$318 CAD per night
Guest favourite

Condo in Wisconsin Dells

4.97 out of 5 average rating, 415 reviews

Cool Lake Front Condo, COZY, Fireplace

May 31 – Jun. 7

$345 CAD per night
Superhost

Condo in Wisconsin Dells

4.88 out of 5 average rating, 235 reviews

The Docksider for Couples & Young Families

Feb. 10 – 17

$362 CAD per night
Superhost

Condo in Wisconsin Dells

4.83 out of 5 average rating, 211 reviews

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

May 21 – 28

$462 CAD per night
Guest favourite

Cabin in Elkhorn

4.97 out of 5 average rating, 263 reviews

The Retreat: 5 Acre Log Cabin

Nov. 27 – Dec. 4

$1,274 CAD per night
Guest favourite

Home in Galena

4.96 out of 5 average rating, 242 reviews

Comfortable 4 Bed 4 Bath in the Galena Territory!

Apr. 16 – 23

$419 CAD per night
Guest favourite

Home in Richmond

4.93 out of 5 average rating, 142 reviews

"About Time" You will love it! -12 beds

Dec. 20 – 27

$1,202 CAD per night

Quick stats about vacation rentals that are family-friendly in Madison

Total rentals

330 properties

Rentals with dedicated workspaces

190 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

110 properties allow pets

Total number of reviews

13K reviews

Nightly prices starting at

$28 CAD before taxes and fees

Destinations to explore