Family-friendly vacation rentals in Madison

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Popular amenities for Madison family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A modern kitchen is equipped with stainless steel appliances, including an oven, microwave, and dishwasher. White cabinetry provides ample storage, complemented by a stylish backsplash. A small area rug adds a touch of warmth, while soft lighting illuminates the workspace.
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Storyland, golf, hiking, kayak and more

CindyRating, 5 stars3 months ago
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.
Guest favorite
The exterior of the multi-story condo is depicted, surrounded by lush greenery and tall trees. A well-maintained lawn provides an open area, with a picnic table visible in the distance. The building features multiple balconies, offering outdoor space for guests.
Condo in Bartlett
4.84 out of 5 average rating, 357 reviews

Quiet Condo Close to Shopping and Attractions

KeighleyRating, 5 stars2 weeks ago
Amazing place! Clean, lots of amenities, and the place had all the basics you could need! I will definitely be referring friends and returning for future trips!
Guest favorite
A hot tub is positioned amidst a wooded area, surrounded by tall trees and lush greenery. The bubbling water reflects soft, colorful lights, creating a relaxing ambiance. Firewood is stacked nearby, enhancing the natural setting of the private outdoor space.
Cabin in North Conway
4.84 out of 5 average rating, 758 reviews

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit

JillianRating, 5 stars6 days ago
Wished we did more than one night at Scott's place! It's definitely equipped to spend more time. The two full bathrooms was a huge plus and the first floor one was super private for added comfort. Excellent water pressure, the hot tub was pristine and maintained, and so was the sauna. Despite the hot weather we used both and loved this perk! Bed in the main bedroom (the only one we used) was very comfortable and felt clean. Having to do laundry in the morning was a bit non-vacation-y feeling but easy enough. Great stay overall!
Guest favorite
A modern kitchen is visible, featuring stainless steel appliances, including a refrigerator and stove. Dark cabinetry offers storage, while a dining table with four wooden chairs is positioned nearby. Natural light enters through a window, illuminating the marble floor.
Condo in Laconia
4.91 out of 5 average rating, 363 reviews

Million $ View of Lake Winni Flexible check in/out

NathanRating, 5 stars1 month ago
The place was great. Quiet with beautiful views. Lots of games which was helpful because it rained a lot during our stay. 10/10 would recommend and stay again. Host was very helpful and kind. The woman that cleaned the pool was also very sweet. My 8 year old was itching to swim in the freezing pool when it wasn’t quite ready and she offered to come to our room and let us know when she was done. Thank you for having us!
Superhost
A newly renovated kitchen features a spacious wooden island with seating and modern stainless steel appliances. Open shelving showcases dishware, and a nearby window allows natural light to enhance the wood-paneled walls, creating a rustic yet functional cooking space.
Cabin in Conway
4.86 out of 5 average rating, 326 reviews

Owl-Pine Ski Lodge: Rustic Cabin w/Hot Tub

AllisonRating, 5 stars2 weeks ago
The cabin was beautiful and spacious. Definitely can see all the updates and renovations that have been made. Rustic but with all the modern comforts. We were only there a couple of days but fit in an outdoor fire pit and hot tub! Wish we had a few more days off to enjoy more- but we made the most of it. I take any family time i can get! Thank you!
Guest favorite
A comfortable living area features a wood stove and a large window allowing natural light. A television is mounted on the wall, with seating provided by two sofas and an armchair. A coffee table sits in the center, complemented by soft lighting from a nearby lamp.
Condo in Bartlett
4.9 out of 5 average rating, 106 reviews

Bartlett N. Conway, NH condo ski near Storyland

GiovannaRating, 5 stars3 months ago
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!
Superhost
An A-frame cabin is shown, surrounded by snow-covered trees. A spacious deck features seating areas and a hot tub, inviting relaxation. Large windows allow natural light to fill the interior, and a path leads to the cabin, enhancing accessibility.
Home in Harrison
4.9 out of 5 average rating, 307 reviews

EPIC VIEWS, Hot Tub, Pond, River, 14 Acres A Frame

AdamRating, 5 stars1 week ago
Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10
Guest favorite
The image showcases a bright interior with vaulted ceilings, featuring large angular windows that allow natural light to fill the space. A rustic brick fireplace with a black stove is centered against a wall. A wooden ceiling fan hangs above, enhancing the cabin-like atmosphere.
Home in Waterford
4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

PatrickRating, 5 stars3 months ago
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.

Family- and pet-friendly home rentals

Superhost
The exterior of a spacious cabin is surrounded by lush greenery, featuring a combination of wood and stone materials. A front balcony is visible above the garage, set against a backdrop of trees. The driveway leads up to the cabin, creating a welcoming entrance.
Cabin in Intervale
4.86 out of 5 average rating, 357 reviews

Large and lovely mountain cabin near North Conway

MeaghanRating, 5 stars4 months ago
We had a great weekend with a blended family of young adults! There was hiking and visiting family also visiting while there! Great space and location!
Guest favorite
A two-story house with a light gray exterior is surrounded by lush green grass and mature trees. The inviting entrance features a covered porch with white trim and multiple windows. A neatly maintained flowerbed is visible in the foreground.
Guest suite in North Conway
4.93 out of 5 average rating, 149 reviews

UpCountry Guest House in Heart of North Conway NH

MelissaRating, 5 stars1 month ago
Doug is a great host and his home is so cozy- it feels like a family home. Our 2 dogs were welcomed and we felt at ease. The area is residential and quiet. Super easy to everything you need.
Superhost
A bright studio interior showcases a comfortable seating area with two sofas and a dining table surrounded by four chairs. Natural light floods the space through large circular and rectangular windows, highlighting a simple floral centerpiece on the table. Decorative elements are present throughout.
Home in Plymouth
4.81 out of 5 average rating, 690 reviews

Mountain River Spacious Country Stu

KellyRating, 5 stars3 days ago
We had a wedding to attend at The Barn on the Pemi. Vikis place is literally only a 4 min drive away! Great place to stay for any event here. Very peaceful !
Top guest favorite
A warm living area presents wooden walls and high ceilings, with abundant natural light filtering through large windows. Seating options include a cozy couch and a rocking chair. A wood stove is positioned near a flat-screen TV, complemented by a bookshelf and dining area in the background.
Cottage in Thornton
4.95 out of 5 average rating, 157 reviews

Cottage with antique charm view & river HSI Wi-Fi

ElizabethRating, 5 stars1 week ago
We loved our stay! It ended up being a rainy weekend so we really enjoyed all the little extras the cabin had to offer - especially the crafting cabinet! The house has all these little helpful notes about how best to enjoy the house and your stay. The backyard is beautiful, the kitchen had great little additions (we always forget olive oil!). The beds were comfortable, our kids loved the bunk bed room. The location is great, close to local shops and small treasures but also near big chains should you need a specific item. The house really makes the most of the space. We will definitely be back!
Guest favorite
The exterior of Notch View Cottage is depicted, showcasing a wooden porch with a welcoming sign. The surrounding landscape features colorful autumn foliage and distant mountain views under a clear blue sky.
Cabin in Campton
4.9 out of 5 average rating, 189 reviews

Cozy Cottage w/ Mountain Views & Two Outdoor Decks

Jose ManuelRating, 5 stars3 months ago
Outstanding cottage! It had everything we needed and the hosts were very responsive and acommodating. We look forward to visit again!
Guest favorite
A spacious back deck is covered by a large gazebo, providing shade for a wooden dining table surrounded by six dark wicker chairs. The wooden floor is complemented by a natural backdrop of greenery and additional seating options in the vicinity.
Apartment in Gilford
4.89 out of 5 average rating, 347 reviews

Mountain View Cabin #1

JimRating, 5 stars2 months ago
Always a great stay at Jeff and Jayne's cabin. I think this was our 8th stay here and as always, a wonderful place to stay near Gunstock and Lake Winnipesauke.
Guest favorite
A serene lakeside view showcases a well-maintained lawn leading to the water's edge. A vibrant orange canoe is positioned on the dock, while two chairs are visible nearby. Lush greenery and trees frame the scene under a clear blue sky.
Cabin in Concord
4.91 out of 5 average rating, 163 reviews

The Pioneer Lakeside Cabin

JessicaRating, 5 stars1 week ago
We have stayed at Pioneer cabin several times now- and it is peaceful and welcoming in each season and with every visit! The kitchen has everything you could want for cooking, and the setting is serene. Our teen sons made memories grilling out, challenging each other to a dip in the chold May lake, and huddling around the firepit telling stories and laughing. My husband and I sat on the porch listening to the loons and soaking up the peace in the mornings. The beds were comfortable, and even on the chilly rainy Saturday the heat and electric fireplace kept it a cozy space to curl up with a good book. Our family is already eyeing the calendar to plan our next visit. Thank you for giving us the joy that Pioneer cabin provides with every trip. We can’t wait to come back!
Top guest favorite
A rustic log cabin is surrounded by white birch trees, featuring a spacious sun deck. A screened porch is visible, offering a shaded area to enjoy the outdoors. The cabin's natural wood exterior blends harmoniously with the serene forest setting.
Cabin in Glen
4.91 out of 5 average rating, 236 reviews

Cute, Cozy Cabin by the Saco River

JessieRating, 5 stars1 month ago
This was our second time staying at Jan’s cabin since we had such a good experience the first time. It was just as wonderful this time around!

Family-friendly home rentals with a pool

Guest favorite
A private outdoor deck features a red Adirondack chair overlooking expansive green landscapes and distant mountain views. Soft lighting is provided by lanterns hanging from a sturdy wooden pergola, creating a peaceful setting for relaxation in nature.
Condo in Glen
4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars8 months ago
We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!
Top guest favorite
An indoor pool area is featured, surrounded by large windows allowing natural light to flood in. Lounge chairs are spaced around the pool's perimeter, and the ceiling is adorned with warm wooden panels. The pool's surface reflects the inviting ambiance of the space.
Condo in Bartlett
4.96 out of 5 average rating, 184 reviews

★Spacious, Updated, Beautiful Condo @ The Seasons★

JoshuaRating, 5 stars4 months ago
The condo was nicely stocked and had everything we needed for our family. Extra blankets in each closet and the beds were so comfortable! Easy to find and very close to the mountain we were skiing at for the week. Clubhouse with the pool was also within walking distance which was a huge plus.
Superhost
An indoor pool area is featured with a clear water pool surrounded by tiled flooring. Large windows allow natural light to fill the space, while seating options are placed nearby. The walls are painted in a soft green hue, enhancing the overall brightness.
Home in Woodstock
4.82 out of 5 average rating, 382 reviews

White Mountains Ski and Golf Resort Home

ArjunRating, 5 stars2 weeks ago
Great spot! Clean. Bigger than you think. Easy to access just get off the highway!
Guest favorite
A wooden playground structure is displayed with a slide and swings, set on a sandy area. The structure features a playhouse design beneath a slanted roof, surrounded by green grass. Nearby, laundry is hung on a clothesline, and trees form a natural backdrop.
Condo in Glen
4.92 out of 5 average rating, 461 reviews

Across from Storyland & in the Heart of the Mtns

MonamiRating, 5 stars3 weeks ago
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
Superhost
A community pool is shown with various guests enjoying the water. Colorful floatation devices are seen scattered throughout the pool. Several lounge chairs are arranged along the grassy edge, while a forested area and a body of water are visible in the background.
Cabin in Mountain Lakes
4.92 out of 5 average rating, 165 reviews

Hilltop View Lodge - White Mountains, NH

AndrewRating, 5 stars3 months ago
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again
Guest favorite
A heated outdoor hot tub is filled with clear water, featuring numerous jets for relaxation. The surrounding area is covered in snow, enhancing the serene, private setting. Control panel is visible at the front, indicating easy access for guests.
Cabin in Mountain Lakes
4.91 out of 5 average rating, 488 reviews

Secluded Lumberjack Cabin w/ Hot Tub, Pool & Lake

AntonioRating, 5 stars1 month ago
It’s a fantastic place to stay. We took advantage of the jacuzzi and went kayaking out on the lake. The internet speed was great and the heater stove kept us warm all the time. We got extra lucky and encountered a bald eagle. 🦅 We highly recommend staying here.
Guest favorite
A rustic wooden cabin features a natural wooden exterior, complemented by large windows allowing light to filter through. The structure is framed by a tree-lined background, with a gentle walkway leading to the entrance and well-maintained greenery surrounding the property.
Home in Campton
4.93 out of 5 average rating, 326 reviews

Spectacular log home with private pool and hot tub

MadonnaRating, 5 stars2 weeks ago
we had a great time at this house. very clean and comfortable! Definitely worth it! we would stay here again.
Guest favorite
A comfortable living area is presented with a dark leather sofa and two wooden lounge chairs. Soft lighting from lamps creates a warm ambiance. A coffee table stands at the center, and large sliding glass doors open to a view of the outdoor grounds.
Condo in Glen
4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

MollyRating, 5 stars4 months ago
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!

Quick stats about vacation rentals that are family-friendly in Madison

  • Total rentals

    150 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    6.4K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

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