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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.

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Guest favourite
An indoor fireplace stands against a light-colored brick wall, complemented by decorative pampas grass in a vase. A cozy seating area features plush cushions, while a spacious sleeping area is visible in the background with a king-size bed and ample natural light from large windows.
Chalet in Intervale
4.83 out of 5 average rating, 236 reviews

Cozy 1 Bed Chalet w/ King Bed & Indoor Fireplace

Cozy up at this unique and tranquil getaway cabin. Perfectly set up for 2 people, this charming A-frame is spacious, peaceful and well thought out. If its a romantic getaway you are looking for, look no further!! - with the king four-poster bed, the indoor fireplace & large, private back deck with grill you will have everything you need to enjoy & relax during your stay in the White Mountains. Close enough to everything to be convenient yet far enough away from it all for privacy and peace!

Superhost
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, 116 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 Whitefield
4.97 out of 5 average rating, 294 reviews

Mountain View Chalet

Welcome to our Mountain View Chalet! With a gorgeous mountain vista this home is centrally located to area attractions! Mountain View Grand Resort is just down the road. Bretton Woods & Cannon are a short drive. Hiking trails, lakes, ski, & snowmobile trails all close by! Close to Littleton, Bethlehem, & Lancaster! Enjoy the landscaped back yard w/ fire pit & screened in patio. Hang inside & enjoy the view from the sunroom, or snuggle up on the couch in the cozy living room with wood stove.

Guest favourite
The interior features tall cathedral ceilings with wooden beams and large windows allowing natural light to fill the space. A cozy wood stove provides warmth, while a glimpse of a snowy landscape is visible through the glass doors. Decorative plants add a touch of greenery.
Chalet in Mountain Lakes
4.91 out of 5 average rating, 236 reviews

Mountain Chalet near a Lake

Enjoy this unique A-Frame Chalet in the coveted Mountain Lakes District of NH just 4 miles outside the White Mountains National Forest. Within 30 minutes to Cannon and Loon Ski Resorts and world famous Franconia Notch State Park, this cozy home gives you all the feels of a mountain lifestyle without giving up any comfort. Sun bathe and barbecue out back on the private decks. Dont foget to relax with a unique nature-surrounded experience in the hot tub! A short walk to a beautiful lake view.

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

Guest favourite
An open living area features a comfortable sectional sofa arranged around a spacious floor with luxury vinyl. Light streams through large windows, and a spiral staircase leads to an upper floor. Sliding doors open to a deck space surrounded by natural scenery.
Chalet in North Conway
4.87 out of 5 average rating, 107 reviews

5 Mins to Downtown NoCo, Storyland, & Echo Lake!

PRIME location! Private, secluded four-season chalet in North Conway, NH less than 1 mile from Cranmore Mountain, and <5 minute drive to downtown! NOCO offers shopping and a variety of restaurants, all while being minutes from Story Land, Echo Lake, Diana’s Baths, hiking, golfing and the NEW Mountain Adventure Park! This park offers zip lining, summer tubing, mountain coaster, inflatable obstacle course and so much more! Come enjoy your summer here full of activities!

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, 196 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 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!

Top 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.

Popular amenities for chalet rentals in Madison

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Avg. price$318 SGD$262 SGD$251 SGD$209 SGD$323 SGD$292 SGD$368 SGD$351 SGD$247 SGD$335 SGD$310 SGD$322 SGD
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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 $168 SGD 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!

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