Kid-friendly holiday rentals in Madison
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Madison
Guests agree: these family-friendly rentals 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
Kid-friendly house rentals
Home in Old Lyme
4.96 out of 5 average rating, 128 reviewsModern Farmhouse with Hot Tub in Old Lyme, CT
16–23 Apr
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
31 Jan – 7 Feb
Home in East Lyme
4.96 out of 5 average rating, 105 reviewsWalk to the beach at Black Point, Niantic, Ct
1–8 Jan
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
15–22 Apr
Home in Manchester
4.94 out of 5 average rating, 176 reviewsParadise On The Hill Luxury Apartment.
1–8 Oct
Home in Preston
4.96 out of 5 average rating, 604 reviewsEntire House Magical Waterfront Getaway
20–27 Mar
Home in Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
7–14 May
Home in Stony Brook
4.94 out of 5 average rating, 478 reviewsSpacious Studio Apartment- near SBU
29 Oct – 5 Nov
Family-friendly apartment rentals
Flat in Middletown
4.81 out of 5 average rating, 132 reviewsLakeside apartment 2.5 miles from Wesleyan campus!
12–19 Jan
Flat in Milford
4.97 out of 5 average rating, 512 reviewsWater front studio apartment with fireplace.
22–29 Oct
Flat in Middletown
4.98 out of 5 average rating, 149 reviewsApartment Near Wesleyan, Downtown, Wedding Venues!
11–18 Sep
Flat in New Haven
4.96 out of 5 average rating, 242 reviewsUrban Sanctuary
23–30 May
Flat in Deep River
4.83 out of 5 average rating, 172 reviewsLoft apartment, deck and great water view
31 Aug – 7 Sep
Flat in Portland
4.88 out of 5 average rating, 464 reviewsSUNNY PRIVATE 1 BEDROOM APARTMENT
24 Jun – 1 Jul
Flat in Chester
4.95 out of 5 average rating, 314 reviewsChester Village 'Pied-à-terre' above art gallery
30 Aug – 6 Sep
Flat in Deep River
4.91 out of 5 average rating, 104 reviewsLovely Garden-Level Apartment in Heart of Town
19–26 Apr
Family-friendly apartment rentals
Apartment in Middletown
4.97 out of 5 average rating, 104 reviewsEntire place to yourself Cromwell/Middletown Line
4–11 Mar
Apartment in Norwich
4.99 out of 5 average rating, 112 reviewsPeaceful Oasis steps from Mohegan Sun
6–13 Oct
Apartment in Norwich
4.88 out of 5 average rating, 211 reviewsThe N-V ...The Spa at the Norwich Inn.
17–24 Nov
Apartment in Norwich
4.9 out of 5 average rating, 146 reviewsRenovated Condo rental at Norwich inn villa & Spa
25 Nov – 2 Dec
Apartment in Norwich
4.99 out of 5 average rating, 101 reviewsJacuzzi/Sauna/Pool, On-site Spa, 3-mins to Mohegan
12–19 Dec
Apartment in Norwich
4.99 out of 5 average rating, 167 reviewsModern & Cozy Villa with low cleaning charge!
30 Mar – 6 Apr
Apartment in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
12–19 Sep
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
18–25 Mar
Quick stats about holiday rentals that are kid-friendly in Madison
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.5K reviews
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