
Family-friendly vacation rentals in Madison
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Madison

Total vacation rentals
Explore 150 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at G$6,274 GYD per night before taxes and fees

Verified guest reviews
Over 7,840 verified reviews to help you choose

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
150 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!
Top-rated family-friendly rentals in Madison
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Luxe Lodge in the Woods! With Sauna & Hot tub
Take it easy at this unique & tranquil getaway. This family-friendly Airbnb is packed with fun! A huge driveway welcomes your boat, snowmobiles, & toys. Inside, enjoy two living rooms with TVs & a basement games room with air hockey and foosball. Outdoors, relax in the wood-fired sauna or hot tub. Gather around the fire pit, or let the kids play on the swing set. With a cozy indoor fireplace, king, queen, & twin-over-twin bunks, it's the perfect escape for everyone. Adventure & relaxation await!

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Secluded Mountain View Cabin • Private Sauna
A real cabin in the North Woods secluded, private, and surrounded by open sky and sweeping mountain views that remind you why you came. This log-style retreat sits deep in the woods above Tamworth, fully equipped for comfort without sacrificing the rugged feel. Hike local trails, stargaze in near-zero light pollution, or sit by the fire pit with the mountains in front of you. The optional wood-fired sauna steps from the door is the perfect end to the day. Sauna available as a one-time add-on.

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.

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.

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 property comes with a lake access pass to Crystal Lake public beach. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home, with over 1600 sq. ft of living space, has two living room spaces providing private spaces for children and adults. We are owner-operated.

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..

Pond-Side Chalet • Private Beach • Canoe & Kayak
"So close to the water's edge you could practically fish from the deck." That's what guests say about Idylweiss Chalet, our pond-side chalet in Eidelweiss Village, 15 minutes from North Conway. Mornings on the deck with the loons calling across Little Pea Porridge Pond. Afternoons on the private sandy beach with the canoe and kayak. Sleeps seven across three bedrooms and two full bathrooms. A short drive to Storyland, ski resorts, and the Kancamagus Highway.

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.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Chalet/close to N Conway, far enough away from all
Please read our Coronavirus cleaning update. Quaint and cozy chalet located about 5 minutes from Conway and the hub of the White Mountains. As you pull into our neighborhood you notice several chalets on a paved road, winding up and over hills. Pull into our large carport to find our two level chalet that you have rented. The sounds of the babbling brook greet you as you exit your car with the inviting seating on both decks.
Popular amenities for Madison family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

Private White Mountain RV Camping - VIEWS+HOT TUB!

North Conway Sunsets Mountain Views with Hot Tub

Pet-friendly cabin with hot tub and beach access!

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Luxury Year-round Treehouse with private hot tub

Luxurious Eagle Ridge Log Home at Newfound Lake

Our Mountain Retreat – Lake Ossipee Access
Family- and pet-friendly home rentals

Tree House at the Shire

Riverside Log Cabin Sanbornville NH

Private & Spacious, 9 Miles to downtown N. Conway

Cabin HYGGE at Lumen Nature Retreat | Elin

Rufus III Yurt on the river

Mountain View Studio

North Conway village tiny house, sleeps 1-4

Mountain Lodge with Private Sauna
Family-friendly home rentals with a pool

Basecamp in the White mountains

BC Fairytale cabin, hot tub, beach, trails

Family friendly + Mountain Views @amountainplace

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

3 Bears Glen, Across St. from Story Land, AC, pool

Spectacular Mountain Views, at Eagle Ridge !

North Conway, Skiing, Hiking, and Storyland
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,207 GYD | G$57,926 GYD | G$47,261 GYD | G$40,778 GYD | G$44,124 GYD | G$47,261 GYD | G$54,580 GYD | G$52,698 GYD | G$46,006 GYD | G$51,234 GYD | G$48,515 GYD | G$54,998 GYD |
| 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 |
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- Family-friendly rentals Carroll County
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- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Sunday River Resort
- Willard Beach
- Loon Mountain Resort
- Scarborough Beach
- Mount Washington Cog Railway
- East End Beach
- Santa's Village
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Cranmore Mountain Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Hills Beach
- Conway Scenic Railroad
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Pleasant Mountain Ski Area





