Family-friendly vacation 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.
Vacation 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
Cottage in Conway
4.89 out of 5 average rating, 293 reviewsHOT TUB! Amazing view. Hike, Bike, Swim!
Guest suite in South Portland
5.0 out of 5 average rating, 682 reviewsOceanfront with amazing views and private entrance
Condo in Laconia
4.9 out of 5 average rating, 331 reviewsMillion Dollar View! Weir's Beach 1/4 mile away!
Cabin in Carroll County
4.82 out of 5 average rating, 622 reviewsThe Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit
Home in Tilton
4.94 out of 5 average rating, 421 reviewsTimothy House
Condo in Bartlett
4.84 out of 5 average rating, 223 reviewsPeaceful Condo Near Storyland & Attitash Skiing
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
Loft in Monroe
4.94 out of 5 average rating, 194 reviewsThe Loft at River's Edge w/hot tub!
Family- and pet-friendly home rentals
Apartment in Conway
4.91 out of 5 average rating, 228 reviewsThe Owl's Nest North Conway Village
Home in Plymouth
4.81 out of 5 average rating, 651 reviewsMountain River Spacious Country Stu
Cottage in Wakefield
4.93 out of 5 average rating, 143 reviewsLake View Cottage / Fenced in Yard
Home in Conway
4.93 out of 5 average rating, 186 reviewsNorth Conway Log Home
Farm stay in Gray
4.94 out of 5 average rating, 248 reviewsGreat Goat Get-away in Southern Maine!
Home in Paris
4.94 out of 5 average rating, 129 reviewsJust a get away!!
Guest suite in Littleton
4.95 out of 5 average rating, 131 reviewsRiverview Apartment Downtown
Chalet in Whitefield
4.98 out of 5 average rating, 212 reviewsMountain View Chalet
Family-friendly home rentals with a pool
Tiny home in Thornton
4.97 out of 5 average rating, 198 reviewsSmall cabin in the White mountains
Condo in Bartlett
4.72 out of 5 average rating, 201 reviewsExcellent Getaway in N.Conway area!
Home in Woodstock
4.85 out of 5 average rating, 293 reviewsWhite Mountains Ski and Golf Resort Home
Condo in Intervale
4.93 out of 5 average rating, 147 reviewsUpscale retreat w/ panoramic White Mountain views
Condo in Bartlett
4.85 out of 5 average rating, 251 reviewsAttitash Studio | 5min to Storyland| Pools
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Apartment in Bartlett
4.78 out of 5 average rating, 125 reviewsGround Floor Getaway for Two!
Condo in Waterville Valley
4.76 out of 5 average rating, 316 reviews🔷 Cozy Ski Condo 🔷
Quick stats about vacation rentals that are family-friendly in Madison
Total rentals
160 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
80 properties allow pets
Total number of reviews
5.7K reviews
Nightly prices starting at
$30 before taxes and fees
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