
Family-friendly holiday rentals in Madison
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Top-rated family-friendly rentals in Madison
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White Mtns Waterfront Chalet w/ Private Beach
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.

Adorable cedar cabin hideaway
Our cozy, warm cabin is set in a tranquil, picture perfect pine grove. A three minute walk to Davis Pond and 15 minutes from North Conway and ski resorts. The perfect getaway spot whether you need to unplug or plan an adventure. The home is comfortable and modern without compromising the rustic White Mountain charm, outfitted with all the amenities, a work station and a full outdoor space. We have put a lot of thought into this space and are confident that it will translate into a magical stay.

Mountain View Studio
This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

Mountain Hideaway
Two private rooms with full bath in private home. Includes separate entrance sharing only a mud room. Downstairs room has a refrigerator, microwave, and toaster oven, coffee and tea provided. Located in a beautiful rural setting with mountain views adjacent to the National Forest and Tin mt conservation center. Only 1 mile from the Kancamangus Highway, route 16 and Conway. Minutes from outdoor activities: skiing, biking hiking, paddling and snowshoeing. Many restaurants and shops nearby.

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.

Cozy Guest Suite in White Mountain National Forest
Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

Clean, quaint studio apartment on small farm
Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

Private & Spacious, 9 Miles to downtown N. Conway
2 acres, quiet, private area but 15min from downtown North Conway. Outdoor adventure and endless family fun welcome you to Conway! This 4-bedroom, 2.5-bathroom vacation rental has a fully equipped kitchen, Smart TVs, and a spacious outdoor area complete with a grill and fire pit, making it the perfect home-away-from-home. Spend your days skiing the slopes at Cranmore Mountain Resort, hiking through the White Mountains National Forest, all located just a short drive away!

Beautiful Getaway Chalet - Mountain Views!
Private mountaintop home! My home is located in the beautiful community of Eidelweiss with private beaches, swimming, and a playground. Located minutes from North Conway and close to all Mount Washington Valley ski areas, activities, and tax-free shopping. Just a two-hour drive from Boston and you're ready to experience crystal clear rivers, pristine lakes, covered bridges, majestic mountains, picturesque hiking, and numerous local attractions and parks.

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.

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.
Popular amenities for Madison family-friendly rentals
Family-friendly home rentals with a hot tub

Treehouse With Hot Tub Close to Sunday River!

Attitash Studio | 5min to Storyland| Pools

Luxury Suite Jacuzzi Pool White Mtns. River Front

Downtown North Conway fire pit, hot tub & Lvl 2 EV

Private cabin w/ modern luxuries near Storyland

Pet-friendly cabin with hot tub and beach access!

Riverside|Sauna|Hot tub|Pizza Oven|Dogs

Stunning 2BR with Mountain Views | Nordic Village
Family- and pet-friendly home rentals

Tree House at the Shire

Attitash Retreat

Stickney Hill Cottage

The Conscious Cabin

Studio, pet friendly, river views, Jackson NH

Mountain View Chalet

White Mt Retreat: New Kitchen, W/D

Lazy Bear Cottage-Rustic & Peaceful Winter Retreat
Family-friendly home rentals with a pool

Stunning Mountain Views! Cozy Studio Resort Condo

AttitashResort! 1-flr, studio, secure check-in

Family friendly + Mountain Views @amountainplace

KimBills’ on the Saco

Fireplaced Mountain King Suite w/Hot Tubs & Pools

White Mountain Base Camp

Mountain getaway!Remodeled 1 bedroom,Pool, hot tub

Family Fave | Storyland | Game room, gas fireplace
Quick stats about holiday rentals that are family-friendly in Madison
Total rentals
160 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
7.3K reviews
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wi-Fi availability
150 properties include access to Wi-Fi
Destinations to explore
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- Pet-friendly rentals Madison
- Rentals with a fire pit Madison
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- Waterfront rentals Madison
- Rentals with a patio Madison
- Rentals with a hot tub Madison
- Rentals with a fireplace Madison
- Rentals with beach access Madison
- House rentals Madison
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- Rentals with lake access Madison
- Family-friendly rentals Carroll County
- Family-friendly rentals New Hampshire
- Family-friendly rentals United States
- Sebago Lake
- Squam Lake
- Story Land
- Scarborough Beach
- Sunday River Resort
- Weirs Beach
- Owl's Nest Resort
- Attitash Mountain Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- Dunegrass Golf Club
- East End Beach
- Omni Mount Washington Resort
- Funtown Splashtown USA
- Willard Beach
- Cannon Mountain Ski Resort
- Parsons Beach
- Tenney Mountain Resort
- Laudholm Beach
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area