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
4.83 out of 5 average rating, 212 reviews*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo | Breathtaking Views | Downtown WI Dells
4–11 Dec
Apartment in Wisconsin Dells
4.88 out of 5 average rating, 237 reviewsThe Docksider for Couples & Young Families
8–15 Oct
Apartment in Wisconsin Dells
4.97 out of 5 average rating, 419 reviewsCool Lake Front Condo, COZY, Fireplace
9–16 Sept
Home in Galena
4.91 out of 5 average rating, 143 reviewsDunPuttin Place
18–25 Mar
Home in Madison
4.94 out of 5 average rating, 34 reviews4BR Family Friendly House - Downtown Location!
25 Feb – 4 Mar
Cabin in Wisconsin Dells
4.72 out of 5 average rating, 60 reviewsChristmas Mountain Village ONSITE SKI Tubing GOLF
4–9 May
Flat in Wisconsin Dells
5.0 out of 5 average rating, 5 reviewsKing Hotel Rooms @ Spring Brook Resort
15–22 Apr
Cabin in Wisconsin Dells
4.73 out of 5 average rating, 75 reviewsCottage in a fantastic resort
29 Mar – 5 Apr
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
4–11 Dec
Home in Poynette
4.86 out of 5 average rating, 227 reviewsQuietwater-Hot Tub, Peaceful, On Water, Sandbars!
10–17 Nov
Loft in Belleville
4.98 out of 5 average rating, 379 reviewsMill House Retreat
3–10 Nov
Guest suite in Madison
4.96 out of 5 average rating, 181 reviewsPrivate garden level flat in brand new house
5–12 Jan
Home in Madison
4.9 out of 5 average rating, 153 reviewsRichard's House
2–9 Apr
Guest suite in Waunakee
4.84 out of 5 average rating, 269 reviewsPrivate guest suite on beautiful Lake Mendota
15–22 Mar
Cottage in Fox Lake
4.85 out of 5 average rating, 285 reviewsThe Little White Cabin, Fox Lake WI
21–28 Feb
Cabin in Fort Atkinson
4.91 out of 5 average rating, 350 reviewsCozy Lakeside Cabin on Lake Koshkonong
21–28 Nov
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
19–26 May
Home in Galena
4.92 out of 5 average rating, 108 reviewsBoulder Creek
1–8 Apr
Cabin in Galena
4.89 out of 5 average rating, 121 reviewsSerenity Cabins - A rustic, yet upscale cabin!
25 Apr – 2 May
Townhouse in Galena
4.88 out of 5 average rating, 154 reviewsGalena Territories 3 level Townhome Sleeps nine
14–21 Feb
Apartment in Lake Geneva
4.65 out of 5 average rating, 252 reviewsFlexible rental In Lake Geneva Area
1–8 Apr
Guest suite in Mount Horeb
4.98 out of 5 average rating, 64 reviewsRural Luxury w/pool in the heart of Wisconsin!
9–16 Feb
Home in APPLE RIVER
4.91 out of 5 average rating, 69 reviewsThe Ho Hum East on Apple Canyon Lake
6–13 May
Cabin in Elizabeth
4.88 out of 5 average rating, 48 reviewsHomestead Hideaway Brimeyer Cabin
23–30 Apr
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
£16 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
- Cottage rentals Madison
- Rentals with a fireplace Madison
- Waterfront rentals Madison
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- Rentals with a firepit Madison
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- Cabin rentals Madison
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- Rentals with a washing machine and dryer Madison
- Rentals with beach access Madison
- Rentals with breakfast Madison
- Rentals with lake access Madison
- Flat rentals Madison
- Rentals with a hot tub Madison
- Family-friendly rentals Madison
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- Family-friendly rentals Lake Geneva
- Family-friendly rentals Wisconsin Dells
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