
Kid-friendly vacation rentals in Madison
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Top-rated kid-friendly rentals in Madison
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Popular amenities for Madison kid-friendly rentals
Kid-friendly house rentals

Perfect family Chalet next to Story Land
Comfortable and convenient. We were minutes from restaurants and skiing which was perfect. The rental really felt like a hime. Check in was easy and Julia and Peter were proactive with messages about check in and trash. Rooms and beds were comfortable and clean.

Dog friendly house by Lake Winnipesauke 14
We stayed here with our family for our wedding at castle in the clouds and this was the PERFECT location to get ready and relax before and after the wedding. It’s gorgeous, spacious, and Tamara is an absolutely lovely host and helpful when we had any questions. We booked the house across the street from her too for the wedding party and it was so nice to have a quiet family complex!

Large cozy home on cul-de-sac
A great stay for my family of six. 20 min access to ski at Waterville Valley and Loon Mountain. House was clean, warm, and easy to access. Quiet and remote, but a handful of restaurants are reachable within a 10-15 min drive.

The Nordic - 3 Bed Mountain Home in Bartlett
We had such a nice time at Jan’s place! Would definitely come back.

Spacious 3 level family friendly home.Dog friendly
I went with my friends and it was fantastic! The surrounding area as beautiful and the added amenities really made the stay special for us.

The "Happy Hen House" cottage in lakes region
As Mainer living across the country, it is always nice to come. Unfortunately this trip was to attend my Mom's funeral. Pam's home was the right level of closeness to the rest of my family to make visiting easy. The place was the peaceful retreat I needed to visit with myself. Five minutes to most things a person living out of a suitcase could need. Also less then 5 minutes walk puts one at the boat launch for personal watercraft. A great place to sit for a few. The amenities were plentiful at the house and the character was Maine charming. Pam was wonderful and easy to communicate with at all stages. I will be back in the future. Matt

On Mtn. 10 Beds w Gym/Pool Access- Walk to Lifts!
Great place to stay, especially if you’re planning on visiting Loon mountain with family/friends!

House, sleeps 8, close to beach
Awesome place to stay 😃 very very clean!! Easy check in , follow instructions!. Clear communication with host! Loved the home , hardwood floors are my favorite , had everything we needed for our stay 😃 thank you for hosting us!
Family-friendly apartment rentals

Center Conway, New Hampshire
Very accommodating host and great location. Was a perfect place to stay for our hiking trip in the White Mountains.

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.

2 Bedroom, 3 Bed, downtown apartment with yard
My husband, three sons (ages 17, 15, and 10) and I stayed at Cynthia's place for two nights on a ski trip to Loon Mountain. It was perfect for our needs. The place is well described on the listing, and the instructions were clear, so everything was as expected. Cynthia's place was clean, comfortable, and a great location. We found it very convenient to get to the mountain and also go out to eat at night. The kitchen was perfect for making breakfast before heading out for the day. It was an easy, comfortable place to stay after a long day of skiing. We would stay again!

Sunny, cozy 1 BR apartment
This apartment is simply perfect! I felt comfortable and safe and loved waking up to the beauty of the space, the kitchen has all new appliances and the colors and craftsmanship are impressive. There was plenty of room throughout and the bed is very comfortable. Thank you Rick! I would definitely stay at your apartment again. I also highly recommend this place because of the great, central location.

Hidden gem in the white mtns
We thoroughly enjoyed our stay here! Everything was clean and exactly as described. The space was super cozy, and we LOVED the location - so convenient to some of our favorite restaurants in downtown Littleton and Bethlehem. Also a very easy drive to Loon so that I could ski during the day! The private entrance and private fenced-in yard were bonuses - our 2 labs loved having the freedom to run around and explore! Stephen was very responsive and helpful. We will be back!

2nd Cute Apartment on Quiet Street
Our trip up from Rochester NH to enjoy the tribute band for Neil Diamond at Colonial Theatre was a better experience because we stayed at Christine’s! We had made this reservation months in advance so as to not have to drive home late. Walking distance to theatre and restaurants! There was early check-in (much different than other’s, here was 1:00), a beautiful screened in porch (too cold to use it, which was fine because the room that the porch is off of is the cozy TV room. There is an easy to navigate remote (increasingly rare to have a TV in Airbnb’s never mind one that is easily operated!)) Bedroom with plush wall to wall carpeting and thick curtains for darkness Bed was very comfortable; super soft linens, lots of extra blankets and anything else needed! We slept really well. Breakfast as DejaVu was exceptional. We would not want to stay elsewhere when visiting Laconia! Christina is a rock star

Dog friendly, lower level apartment off the "Kanc"
Another great stay at Marianne’s place! Super close to all hiking and ice climbing locations!

The Owl's Nest North Conway Village
My kids and I had a great time skiing and Daniel’s place was cozy and welcoming to come back to. We had what we needed and the place was clean and host was friendly. Walkable to so many things, too! For a quick trip where we were out and about for most of the day, this was a prefect place to stay.
Family-friendly condo rentals

White Mountains Hiking Dogs Storyland Family
Wife and I had a great time at Fairley’s place. Condo was as advertised, clean with all the utensils you need. The resort has a clubhouse with all great amenities. Location is great! We would definitely like to rent again.

Brand new, quality 1 BR condo 1 mi. to Storyland
⭐️⭐️⭐️⭐️⭐️ Perfect Weekend Getaway! Our stay in Bartlett, NH, was absolutely wonderful! The home was beautifully decorated, spacious, and had such a cozy, welcoming feel. The bed was super comfortable, making for a great night’s sleep, and the living room was the perfect spot to relax and unwind. The location was ideal—close to everything yet peaceful and private. The home was immaculately clean and stocked with all the essentials we needed for a hassle-free stay. A huge thank you to Joe for being a fantastic host! If you're looking for a perfect weekend escape, this is the place. We can't wait to come back!

Across from Storyland & in the Heart of the Mtns
Highly recommend a stay at Michelle and Jason’s place! It’s a great “home base” for whatever you’re looking to do, whether that be hiking, climbing, skiing, shopping, or exploring any of the charming towns nearby! Michelle and Jason were kind and communicative and their place is so adorable and comfortable! Great stay!

Cozy 1 BR Resort Condo; Fireplace; Amazing views
Beautiful location, wonderful bathroom, very comfortable bed. loved the extra amenities available like pool and rec room. Looking forward to returning in the future!

Bartlett N. Conway, NH condo ski near Storyland
We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!

Riverfront updated condo 3b2b walk to Loon mtn
We had an amazing experience at this house! The location is excellent, with easy access to everything we needed. The host was incredibly kind and accommodating, accepting our last-minute booking and making sure everything was ready for our stay. The house is fully equipped with everything we needed to feel comfortable. The rooms are well-organized and clean, and the overall structure is perfect for both relaxation and those looking for a nature-filled experience. The river behind the house is truly stunning – a beautiful view and a very peaceful environment. Definitely a stay we highly recommend, and we would return without hesitation!

Entire Condo with pools close to Story Land/Skiing
Great place to stay! The pool was a nice addition and having the space to be with family as well.

Beautiful and New 2br/2ba condo - walk to Weirs
We had a fabulous time at Meg’s Condo. The location was perfect and the unit was spotless! Also the beds were very very comfortable!! Highly recommend this to anyone!!
Quick stats about vacation rentals that are kid-friendly in Madison
Total rentals
60 properties
Nightly prices starting at
$124 CAD 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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- Sunday River Resort
- Loon Mountain Resort
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Surfside Beach
- Owl's Nest Resort
- Wildcat Mountain
- Fox Ridge Golf Club
- Ragged Mountain Resort
- Purity Spring Resort
- Franconia Notch State Park
- East End Beach
- King Pine Ski Area
- Mt. Abram
- Cannon Mountain Ski Resort
- Tenney Mountain Resort
- Sunday River Golf Club
- Omni Mount Washington Resort
- Mount Washington Cog Railway
- Bald Peak Colony Club
- Parsons Beach
- Palace Playland
- Portland Museum of Art