
Kid-friendly holiday rentals in Madison
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Madison
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Madison kid-friendly rentals
Child-friendly house rentals

King Bed| Ensuite Bathroom|Playground|Game Area
We had a fantastic stay at Mark’s place! Everything is brand new, beautifully designed, and perfect for our ski getaway. The space was comfortable and well-equipped, making it easy to relax after a day on the slopes. It was also great for the kids, with plenty of room (including a game room in the basement) and thoughtful touches that made our stay even better. Highly recommend and would love to return!

Wren Cabin + Wood fired Sauna
Our stay was so relaxing. The house is very comfortable and we felt at home right away. Kitchen had everything we needed to prepare meals. The sauna is absolutely magical and the lake was quiet and peaceful. Check in/out was a breeze. Perfect spot for a relaxing long weekend with zero stress.

Games•Roku•Essentials•Firepit•<1mile to White Lake
Had a great stay at Taylor’s place. It is built for short term as well as long term stay. He has used really great quality stuff which makes you feel like home. Kitchenware were new and best in class. On-site Laundary was really great. He has taken care of every minor details to make you feel special. We will definitely recommend.

Mountain View | Ski Town | Fireplace |Hiking Trail
Caitlyn’s place made everybody feel right at home. Perfect weekend getaway will definitely stay again. Thank you!

Brand new Mountain Side Family Retreat
Carla’s place was a great Airbnb stay! It was very clean and spacious—perfect for accommodating three families with kids. There was plenty of room, and the house was stocked with toys and games like Catan, making it fun for all age groups. The TV with Netflix was a nice bonus for relaxing evenings. The kitchen was well-equipped for cooking, and there were various types of drinkware available, which added a nice touch. The home’s aesthetic was lovely and thoughtfully designed. Located in New Hampshire, the house is surrounded by nature and woods, offering a peaceful, forest-like atmosphere. Yet, it’s not too isolated, with other homes nearby, which gave us a sense of safety. Highly recommended!

Cozy camp for swimming, water sports and more!
The Pancake House was the perfect getaway! Peaceful, relaxing, comfortable, and charming! The house is better than the photos can show, and offered plenty of space for fun and relaxation. We enjoy evenings by the fire after enjoying the sunset on the lake!

Waterfront property with hot tub near North Conway
We’ve stayed at this home twice now. Once in the winter and just now over Memorial Day. Both times it has been to reunite our family at a mutually convenient location. This place does not disappoint in either season for access and amenities for both the younger family members and the adults. Highly recommend

Little Miss Madison Mae-Swim SPA, MiniSplits,
Great Stay! We had family from 3 years old to over 80, and everyone had a great time. The added hot tub was amazing! It was a rainy weekend, and we stayed in more than we expected, but the home had plenty of fun activities and enough out-of-the-way places, so everyone was thrilled.
Kid-Friendly apartment rentals

White Mountain is a Special Place
My husband, ten month old, and I enjoyed our stay at Connie's farm! We traveled to the White Mountains to celebrate our one year anniversary. Connie's rental is conveniently located with lots of great restaurants and outdoor things to do within an hour drive. We loved the beautiful view out the sliding glass door into the backyard! As questions popped up, Connie answered them almost immediately. Thank you so much for a lovely weekend away!

Sweet 2 bedroom apartment
This is the kind of airbnb I'm excited to visit and support -- really lovely, cozy place with a lot of character and everything we needed to make ourselves at home for a week. The proximity to Chocorua is fantastic and it's a good spring board to the lakes region & and the White Mountains. Becky is fantastic - super friendly, responsive, and kind. The wifi was strong enough for me to work there for a few days and we had all the supplies we needed to cook for ourselves. The only issue was the road noise, which was pretty loud during the day, but thankfully quieter in the nights.

Charming Carriage House in the White Mountains
Right off the bat, Jason was incredibly flexible and accommodating. Kurt was very responsive and made us feel at home. Both always warm and friendly. This gorgeous carriage house is completely stocked with everything you need. From your cooking pans and condiments, to linens and toiletries. Sitting on the back deck and taking in the beautiful views was our favorite part. We are very grateful to both Jason and Kurt for sharing their wonderful carriage house with our family. We can’t wait to come back!

Dog friendly, lower level apartment off the "Kanc"
Marianne's cabin was a perfect overnight stay for us with our dog! The space is cozy and clean for people but also more than accommodating for the realities of traveling with a dog. We so appreciated how friendly and helpful Marianne was during our short stay.

The White Mountain Oaks retreat-ski, hike, relax
We had a great stay! The place had everything we needed and was clean and comfy. Very peaceful surroundings and close to outdoor activities.

Private White Mountains Getaway. 1 Night OK.
We had a wonderful and relaxing stay at Nancy’s beautiful home! The house was tastefully decorated, spotless, and filled with thoughtful touches like handpicked flowers, delicious snacks, and a bottle of wine. It’s conveniently located near hiking trails—we especially enjoyed exploring White Mountain. There are also fantastic restaurants nearby, so you’ll have plenty of great dining options. We absolutely loved our stay and can’t wait to return!

Cozy Loft Apartment in Downtown Conway, NH
We had a wonderful stay! Great space for 2-3 people. Beds were quite comfortable. We felt safe in the building. Daycare is in the next building but we were up early and had no issues with noise. Nice location with easy access to the Kanc and to North Conway. Perfect base for exploring the Whites!

Eastside Refuge
The place was just what we needed! I like that the location was marked by a compass sign, made finding the place very easy. The room had everything we needed and more, didn't feel cramped and we had plenty of privacy even while sharing the building with other guests. Rules/cleanup requests were reasonable. Thank you Jean & Joe!
Child-Friendly Holiday Condos

Attitash Studio | 5min to Storyland| Pools
Was a nice peaceful stay for the most part. The pools were nice to swim in although it seems not everyone seemed to want to follow the pool rules. Doesn't help that there were no lifeguards to ensure kids remained safe other than the parents. A few times I saw individuals in the pool water with either glass or an open drink in hand. Saw kids diving into the pool and even witnessed a few hurt themself. But other than that, the hot tub was so lovely to soak in. The arcade room was fun to play in. It was cool to see there was a lot to be able to do in the area for yourself. Definitely wish there was more to do in the area other than the classic tourists spots. A lot of beautiful spots to hike. We ended up checking out Diana's Bath and it was a gorgeous spot to watch cascading waterfalls or have a tiny dip. Would definitely check out this space again and maybe spend a few more days to truly appreciate the environment and mountains ^-^

Cozy condo with North Conway at your finger tips!
Thank you for letting us stay with you. We had a fantastic weekend

Across from Storyland & in the Heart of the Mtns
Beautiful place, has everything you might need. Very convenient location , close to storyland, restaurants and convenience stores . The restaurant recommendations from the host were great

KimBills’ on the Saco
We are a family of four and we stayed for four nights. It was larger than we expected and we were all quite comfortable. We loved that we could ski, swim, and have dinner without getting into our car on an extremely frigid (-17 degree windchill) day! It was a fun atmosphere and we loved our stay!

Condo w/hot tub, pool, sauna, arcade & gym
Great, cozy place to stay!

Loon Mountain Cozy Condo
We had a great stay here for a quiet weekend away. It was perfect for what we needed and was within walking distance to some delicious places to eat & shop! The room was clean and very nicely decorated. Thanks for a great stay

Cozy, clean, 2nd floor condo in Conway, NH!
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!

White Mountain Base Camp
The place is quiet and clean, only a few minutes away from white mountain national forest, me and my friend had a great time here
Quick stats about holiday rentals that are kid-friendly in Madison
Total rentals
60 properties
Nightly prices starting at
$150 NZD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Sebago Lake
- Squam Lake
- Scarborough Beach
- Sunday River Resort
- Story Land
- Loon Mountain Resort
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Surfside Beach
- Franconia Notch State Park
- Fox Ridge Golf Club
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Cannon Mountain Ski Resort
- Ferry Beach
- Palace Playland
- Cliff House Beach
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Dartmouth Skiway
- Parsons Beach