Chalet holiday rentals in Madison

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Madison

Guests agree: these chalets are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
A relaxed outdoor area features wooden Adirondack chairs arranged around a fire pit, with smooth stones providing a natural border. A kayak rests on the sandy shore next to the calm water, while a charming two-story chalet is visible in the background, surrounded by trees.
Chalet in Madison
4.83 out of 5 average rating, 117 reviews

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.

Superhost
A spacious chalet is nestled in a wooded setting, featuring a symmetrical facade with large windows that invite natural light. An expansive deck extends along one side, offering outdoor space. The exterior is clad in light-colored siding, surrounded by lush greenery.
Chalet in Tamworth
4.89 out of 5 average rating, 119 reviews

Rustic Mountainside Chalet

Located on a wooded mountainside in the White Mountains & the Lakes Region of NH, close to hiking, 5 minutes to the rivers and 15 minutes to Lake Chocorua and Lake Ossipee for swimming/kayaking/tubing or just relax and enjoy the views of the mountains. Peaceful Chalet with one bedroom with one bunk bed unit with queen mattresses, and a large master bedroom loft with Cali King, kitchen, and 2 x bathrooms, a deep jetted tub. The basement is converted into an in-law’s suite where my parents live.

Top guest favourite
Chalet in Bartlett
4.98 out of 5 average rating, 173 reviews

Mountain Escape: Ski, Fireplace, Outdoor theater

Enjoy magical nights under the stars at our outdoor theater—complete with projector, cozy seats, string lights, and blankets. Our private backyard cinema offers a one-of-a-kind experience, just add your favorite snacks! By day, explore the White Mountains with trails across the street, a private river beach in the neighborhood, or visit Jackson’s covered bridge & falls. StoryLand + North Conway are just minutes away. You're at the doorstep to everything the White Mountains have to offer!

Top guest favourite
A wooden walkway leads to the entrance of a chalet, framed by trees displaying fall colors. The mountain scenery in the background reveals rolling hills under a partly cloudy sky, enhancing the sense of elevation and connection with nature.
Chalet in Madison
4.97 out of 5 average rating, 119 reviews

Breathtaking mountain views - Hidden gem!

Chalet in the Clouds!⛅️ Month to Month lease available. Relax & Rejuvenate w/ panoramic views of White Mountains from any of the 4 decks of Kailaśa Chalet! Perched on top of a mountain overlooking Mt Chocorua & Silver Lake w/ majestic views of Mt Washington Valley. So easy to get lost in the beauty of Kailaśa! Wake up to the experience of being above the clouds overlooking the valley! Settle down after dinner around the stone fireplace while watching your favorite shows on 65" TV

Top guest favourite
A bright living area features a wood-burning stove and large windows allowing natural light. Two modern armchairs surround a natural wood coffee table, placed atop a cowhide rug. A decorative basket and firewood are visible on one side, enhancing the warm ambiance.
Chalet in Conway
4.96 out of 5 average rating, 197 reviews

HAPPY TREES: swanky chalet near Conway Lake & Saco

Happy Trees is a vintage chalet that has been thoughtfully renovated and styled. Our place is bright, airy, and open. It's the perfect home base for whatever you may want to do whether it's skiing, swimming, hiking, or simply relaxing and lounging around. Our place is a short walk to Conway Lake and a short drive from the Saco River. Conveniently located minutes from North Conway village. Follow us on IG (@happytrees_cabin) for additional content & information.

Top guest favourite
A spacious living area features a stone fireplace, surrounded by windows offering views of the snowy landscape. Natural wood accents and warm tones create a cozy environment, while a comfortable chair and woolen blanket invite relaxation.
Chalet in Campton
4.9 out of 5 average rating, 404 reviews

Mountain cabin with views, privacy, and more.

Cabin in the woods with amazing mountain views. Situated on 2.5 acres and surrounded on 3 sides with 30 additional steep wooded acres; peace and privacy. NOTE: winter driving will require snow tires or 4wheel drive as the house is on an incline road. Skiing, Snowboarding: - 25 minute drive to Loon Mountain - 25 minute drive to Waterville Valley (discounted lift tickets available) Cabin professionally cleaned between stays w/extra attn on high touch areas.

Guest favourite
The inviting living area features a high vaulted ceiling with wooden beams. Cozy seating is arranged around a decorative area rug, and a stone fireplace adds warmth. Large windows provide natural light and views, while a dining space is adjacent to the kitchen with modern appliances.
Chalet in North Conway
4.93 out of 5 average rating, 176 reviews

Luxurious Ski Retreat with Cozy Fireplace

Come stay in our cozy log cabin, Where the fire roars like a dragon. Just a hop, skip, and a jump away, From the slopes where you'll ski all day. Bring your furry friend, he'll love it too, We're dog-friendly, it's true, true, true. Luxury awaits in every room, From the plush beds to the bathroom. With nature all around, And peace and quiet to be found, This cabin is the perfect stay, For a fun and memorable holiday.

Top guest favourite
The exterior of the rustic chalet is framed by towering pine trees, with a stone chimney rising against a vibrant sunset sky. The warm glow of dusk highlights the textured siding and green roof, creating a serene and inviting setting.
Chalet in Gilford
4.92 out of 5 average rating, 344 reviews

Amazing Lake & Mountain views Gunstock Ski Chalet

Rustic Mountaintop Chalet nestled among the pine trees. Beautiful views of Gunstock Mountain Ski Area and of Lake Winnipesaukee from the large deck. Just minutes to the ski slopes in the Winter or to the lake in the Summer. A glass front wood stove for chilly nights, and an outdoor fire pit for roasting marshmallows. Board games, a foosball table, and an air hockey table for family fun. Quiet & peaceful!

Top guest favourite
A cozy open living area showcases a green corduroy couch and a fireplace, framed by large windows that offer views of the surrounding forest. A small dining table with two chairs is positioned near the door, while a unique tiled floor adds character to the space.
Chalet in Jackson
4.93 out of 5 average rating, 104 reviews

Cozy Mountain Cabin in Jxn! Views & Dog friendly

A perfect retreat to slow down, watch the first snow dust the pines, and feel tucked-away from the world. ❄️ Jackson XC Ski: under 5 min drive ❄️ Black Mountain: under 10 min drive ❄️ Wildcat & Attitash: 15 min drive If you're looking for an intimate and cozy getaway home with a mountain view, look no further! Rustic meets modern chic, the cabin is adorned with everything you need to relax and unwind!

Guest favourite
The open concept kitchen, dining, and living area features vaulted wooden ceilings and ample natural light. A dining table with black chairs is positioned on an area rug, while the kitchen showcases blue cabinetry and essential appliances in the background.
Chalet in Bartlett
4.95 out of 5 average rating, 219 reviews

Gas fireplace + stargazing deck 4 mins from skiing

Welcome to The Aspen Chalet, our cozy retreat in the White Mountains. ➔ Central spot: 4 mins to Attitash + Storyland ➔ 10 mins to downtown North Conway ➔ Access to Saco neighborhood beach (.5 miles) ➔ Cranmore (12 mins) + Black Mountain (10 mins) ➔ Mount Washington + Wildcat (30 mins) ➔ Walkable to Mt Stanton Trailhead (.8 miles) ➔ Diana's Baths (8 mins) + Cathedral Ledge (11)

Guest favourite
The A-Frame cabin is framed by colorful autumn foliage, showcasing its distinctive triangular shape. A deck extends from the entrance, featuring a hot tub, while additional steps lead to a wooded area, enhancing the natural setting.
Chalet in Gilford
4.83 out of 5 average rating, 328 reviews

A-Frame w/ Hot Tub 5 minutes from Gunstock

Our A-Frame is just minutes from Gunstock Mountain Resort and the Gilford town beach at Lake Winnipesaukee. Three bedrooms can accommodate up to 6 guests, with 2 queens, and 1 full, and 1.5 bathrooms. Outdoor area includes a hot tub, fire pit, brand new large deck with dining table/seating, and a gas grill. 1 mile from Bank NH Pavillion and 5 miles from Weirs Beach.

Top guest favourite
Chalet in North Conway
4.94 out of 5 average rating, 109 reviews

Good Friday Chalet | Walk to Village + Cranmore Mt

LOCATION! LOCATION! LOCATION! The perfect vacation getaway in the center of North Conway! Located less than a mile walk to the village's restaurants and shops, yet nestled away from the hustle and bustle of the strip. Lounge outdoors by our fire pit (Seasonal May-Oct). Furry friends are welcomed! (Please include them as part of your guest selection, thank you).

Popular amenities for chalet rentals in Madison

When is the best time to visit Madison?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 210€ 173€ 166€ 138€ 213€ 193€ 243€ 232€ 163€ 221€ 205€ 213
Avg. temp-15°C-14°C-11°C-5°C2°C8°C10°C9°C6°C0°C-6°C-11°C

Quick stats about chalet rentals in Madison

  • Total holiday rentals

    Explore 10 holiday rentals in Madison

  • Nightly prices starting at

    Madison holiday rentals start at € 111 per night before taxes and fees

  • Verified guest reviews

    Over 1,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    10 of Madison holiday rentals include wifi 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!

  1. Airbnb
  2. United States
  3. New Hampshire
  4. Carroll County
  5. Madison
  6. Chalet rentals