
Family-friendly vacation 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.

Cozy Conway Cabin•Minutes from Skiing•Shops
Escape to the White Mountains in this cozy, private Conway cabin-just minutes from North Conway shops, Cranmore, and the Kancamagus Highway. Perfect for families, couples, and small groups looking for a quiet retreat with easy access to skiing, hiking, and downtown fun. Seasonal Highlights ❄️ Winter ❄️ •Ski Cranmore•Attitash•Loon •Cross country skiing•Ice skating •Cozy nights by the fireplace ☀️Spring/Summer☀️ •Hike off the Kanc •Diana’s Baths •Kayaking•Swimming holes 🍁Fall🍁 •Leaf peeping

Luxury Year-round Treehouse with private hot tub
Cliff House is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Waterfront w/ Private Beach, Fire Pit & Canoe
This charming chalet is nestled on the edge of Little Pea Porridge Pond in the enchanting village of Eidelweiss, an alpine oasis just a short drive from Mt Washington Valley. Enjoy campfires on a private sandy beach; Fishing, swimming and boating in the warmer months; Snowmobiling, skiing and ice-skating in the Winter season. Nearby attractions incl. King Pine, Cranmore and Attitash Ski Resorts; N Conway Village; Kancamaugus Highway, Hiking Trials, Waterfalls, shopping and gourmet restaurants.

The Conscious Cabin | Getaways + Retreats
Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Spacious home near mountains and lakes
Enjoy this spacious home that includes 3 bedrooms, a great kitchen ( upgraded cookware), and a huge game room downstairs with a pool table, new ping pong table, and foose ball table. Within minutes, you can be on Silver Lake, North Conway, Storylalnd, Kangamangus or make a visit to the White Mountians . Shop at the Settlers green outlets. Enjoy the comfort of the newly installed central air! Located in a nice quiet neighborhood. Come and go skiing at King Pine or many others in the area.

Pine Grove Cabin in Conway, NH
The Pine Grove Cabin is a dreamy cabin nestled right outside the White Mountains, just 10 minutes from North Conway. We make it our goal to provide all the basic amenities in order to make your stay as care-free as possible. During this unique season we're asking any potential guests who are experiencing symptoms or exposure to COVID-19, to please refrain from booking at this time. We’re taking extra precautions to keep the cabin properly sanitized to ensure the safety of our guests.

Cedar Hideaway: Walk to Pond, 15m N. Conway
Sip coffee on the screened porch listening to the wind in the pine grove. This modern cedar cabin is your sanctuary from the summer crowds, yet only 15 mins to the bustle of North Conway. Walk to the pond for a dip or read a book in the hammock. Equipped with fast WiFi and a fully stocked kitchen and charcoal grill. Cathedral Ledge and many hikes a short drive away. A tranquil, shady escape for those looking to slow down and breathe or your launchpad for White Mountain adventures.

The Getaway Chalet: Relaxation, Views & Fire Pit
Experience the ultimate mountain escape at The Getaway Chalet in Madison, NH. This spacious 4-bedroom retreat in the Eidelweiss community features breathtaking views, two living areas, and 1-Gig Fiber internet. Enjoy private beach access to three ponds or relax on the expansive deck. The highlight? Evenings spent at the private fire pit under the stars. Minutes from North Conway shopping and White Mountain ski resorts, it’s the perfect basecamp for your next 5-star adventure..

White Mt Retreat w/ Beach Pass, New Kitchen, W/D
Get away from it all in our lovely, spacious home with its new kitchen, in Eaton, only 15 min to the shops and restaurants in North Conway and five minutes to King Pine Ski Area. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home with two living areas is great for privacy and working remotely. Enjoy skiing at local peaks, hiking beautiful trails, warming in front of our fireplace or shopping in town. We are owner-operated

Little Bear Lodge | Cozy Log Cabin in the Pines
Escape to the Little Bear Lodge located in the heart of the White Mountains! Brimming with charm and character, this quintessential log cabin provides plenty of space for the whole family in a private, idyllic mountain setting. Bring your bags & leave everything else to us. Fully stocked kitchen & coffee bar, cozy living room, and spacious bedrooms. Lots of outdoor space too - a screened in porch, deck, patio and beautiful landscaping.

Cozy & Charming Custom Log Home in Madison
Unwind in our cozy custom log home, newly crafted with all the amenities! Featuring a gorgeous stone chimney, open floor plan, covered porch, and large deck. Minutes from North Conway shopping, skiing, trails, rivers, and lakes. Located on 113 in Madison. In the winter, snowmobile or snowshoe from the cabin! Very clean, tidy, and stocked with necessities. Relax and enjoy all our beautiful area has to offer.

Modern A-frame w/ Mountain Views - North Conway
Welcome to our cozy 3-bedroom A-frame cabin, nestled in the heart of North Conway. Originally built by our grandparents in the 1960's, this A-frame serves as the perfect home-base for adventuring and exploring all that the White Mountains have to offer; skiing, snowshoeing, snowmobiling, hiking, biking, breweries, dining, floating the Saco, leaf-peeping and the like!
Popular amenities for Madison family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious rural home with hot tub on the deck

LUX Designer Private Waterfront Hot Tub - Secluded

Riverfront Cabin Mountain View, Fireplace, Hot tub

Private Log Cabin w/mtn views, hot tub, BBQ

Pet-friendly cabin with hot tub and beach access!

Our Mountain Retreat – Lake Ossipee Access

Riverside|Sauna|Hot tub|Pizza Oven|Dogs

Troy’s Cabin: N. Conway w/ Hot Tub, A/C, Fireplace
Family- and pet-friendly home rentals

Beautiful chalet home - walkable to beaches

Bear Ridge Lodge

Mountain View Cabin • Private Sauna • Secluded

Enchanted N. Conway One-of-a-Kind Family Retreat

Private & Spacious, 9 Miles to downtown N. Conway

Spacious 3 bedroom Mountain Chalet -Conway, NH

Alpine Retreat

Dog friendly, lower level apartment off the "Kanc"
Family-friendly home rentals with a pool

Luxury Suite Jacuzzi Pool White Mtns. River Front

Private 3 Br-2 level-Townhouse in Forest Ridge

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Main Street for 6!

Family friendly + Mountain Views @amountainplace

KimBills’ on the Saco

Cozy Condo at The Seasons- 2 Bedrooms

Historic Schoolhouse c1866 Winter & Summer Dates
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ826 | ﺩ.ﺇ881 | ﺩ.ﺇ735 | ﺩ.ﺇ716 | ﺩ.ﺇ775 | ﺩ.ﺇ830 | ﺩ.ﺇ959 | ﺩ.ﺇ925 | ﺩ.ﺇ808 | ﺩ.ﺇ900 | ﺩ.ﺇ852 | ﺩ.ﺇ966 |
| Avg. temp | -15°C | -14°C | -11°C | -5°C | 2°C | 8°C | 10°C | 9°C | 6°C | 0°C | -6°C | -11°C |
Quick stats about vacation rentals that are family-friendly in Madison

Total vacation rentals
Explore 160 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 7,710 verified reviews to help you choose

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
160 of Madison vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Carroll County
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- Family-friendly rentals United States
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Weirs Beach
- Loon Mountain Resort
- Scarborough Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Willard Beach
- Tenney Mountain Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Franconia Notch State Park
- East End Beach
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Diana's Baths
- Funtown Splashtown USA
- Waterville Valley Resort
- Pleasant Mountain Ski Area
- Conway Scenic Railroad




