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
Cottage in Conway
4.89 out of 5 average rating, 295 reviewsHOT TUB! Amazing view. Hike, Bike, Swim!
18–25 Jan
Apartment in Bartlett
4.84 out of 5 average rating, 224 reviewsPeaceful Condo Near Storyland & Attitash Skiing
19–26 Jan
Home in Tilton
4.94 out of 5 average rating, 422 reviewsTimothy House
16–23 Apr
Cabin in Carroll County
4.82 out of 5 average rating, 624 reviewsThe Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit
7–14 Jan
Apartment in Laconia
4.9 out of 5 average rating, 331 reviewsMillion Dollar View! Weir's Beach 1/4 mile away!
29 Mar – 5 Apr
Home in Conway
4.85 out of 5 average rating, 224 reviewsBest backyard in N Conway w/ hot tub, game room...
27 May – 3 Jun
Cabin in Conway
4.85 out of 5 average rating, 296 reviewsOwl-Pine Ski Lodge: Rustic Cabin w/Hot Tub
4–11 Mar
Flat in Bartlett
4.78 out of 5 average rating, 125 reviewsGround Floor Getaway for Two!
8–15 Jun
Family- and pet-friendly home rentals
Flat in Conway
4.91 out of 5 average rating, 228 reviewsThe Owl's Nest North Conway Village
6–13 Mar
Home in Plymouth
4.81 out of 5 average rating, 651 reviewsMountain River Spacious Country Stu
9–16 Oct
Home in Conway
4.93 out of 5 average rating, 186 reviewsNorth Conway Log Home
24 Nov – 1 Dec
Cottage in Wakefield
4.93 out of 5 average rating, 144 reviewsLake View Cottage / Fenced in Yard
3–10 Nov
Home in Paris
4.94 out of 5 average rating, 129 reviewsJust a get away!!
26 Dec – 2 Jan
Chalet in Whitefield
4.98 out of 5 average rating, 212 reviewsMountain View Chalet
7–14 May
Guest suite in Littleton
4.95 out of 5 average rating, 132 reviewsRiverview Apartment Downtown
24–31 Jul
Home in Biddeford
4.97 out of 5 average rating, 381 reviewsPrivate, spacious, colorful, fun & unique space
16–23 Nov
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
24 Sep – 1 Oct
Apartment in Bartlett
4.72 out of 5 average rating, 201 reviewsExcellent Getaway in N.Conway area!
15–22 Jan
Apartment in Intervale
4.93 out of 5 average rating, 147 reviewsUpscale retreat w/ panoramic White Mountain views
24 Apr – 1 May
Apartment in Waterville Valley
4.76 out of 5 average rating, 316 reviews🔷 Cozy Ski Condo 🔷
1–8 Oct
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
23–30 Aug
Apartment in Bartlett
4.85 out of 5 average rating, 251 reviewsAttitash Studio | 5min to Storyland| Pools
8–15 Oct
Apartment in Bartlett
4.95 out of 5 average rating, 175 reviews★Spacious, Updated, Beautiful Condo @ The Seasons★
17–24 Sep
Chalet in Bartlett
4.92 out of 5 average rating, 170 reviews*Summit Vista 2Bd2Br|Ski Chalet|N.Conway&Shopping
15–22 Oct
Quick stats about holiday 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
5.7T reviews
Nightly prices starting at
₹2,501 before taxes and fees
Destinations to explore
- Portland Holiday rentals
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- Québec Holiday rentals
- Family-friendly rentals United States
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