Chalet vacation rentals in Madison

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Top-rated chalet rentals in Madison

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

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Top guest favorite
Chalet in Conway
4.95 out of 5 average rating, 134 reviews

Lost Compass Cabin•White Mountain Getaway

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

Guest favorite
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
4.84 out of 5 average rating, 259 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
The exterior of the lodge features a rustic design with stone and wood accents. A spacious patio is furnished with comfortable seating and a firepit, surrounded by a beautifully landscaped yard. Lush greenery and trees create a serene backdrop, enhancing the inviting outdoor space.
Chalet in Intervale
4.9 out of 5 average rating, 153 reviews

One-of-a-kind log home

A truly unique mountain getaway! Close to all that the White Mountains and North Conway have to offer,in a private and idyllic setting with mountain views. While the main level tends to offer a peaceful retreat, the ground level is the place to entertain. With the hot tub and outdoor firepit overlooking the mountains, no need to go out. A ski enthusiast’s dream location, minutes away from Cranmore, Attitash Bear Peak, and the MWV Ski Touring Center! Delicious dining & plenty of shopping nearby!

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
4.9 out of 5 average rating, 126 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.

Superhost
Chalet in Denmark
4.9 out of 5 average rating, 149 reviews

Maine A-Frame with Hot Tub, Game Room, Lake Access

Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Enjoy our hot tub and game room Come experience our slice of heaven for yourself, you won’t regret it!

Top guest favorite
Chalet in Bartlett
4.98 out of 5 average rating, 182 reviews

Summer Oasis: Fire Pit & Outdoor Movie Nights

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!

Guest favorite
Chalet in Madison
4.81 out of 5 average rating, 140 reviews

N Conway 10 min/Waterfront /Private Beach/fire pit

Peace comes dropping slow at this pond side chalet in Eidelweiss Village, an alpine oasis only 15 mins from North Conway. Here, on a private sandy beach, you can swim in calm waters; take a canoe or a kayak out for a leisurely row; toast marshmallows at a private fire pit and gaze up at a trillion stars in night skies unpolluted by urban glare. In the Winter months, you can ice skate on Little Pea Porridge Pond or go skiing at Pine King or Cranmore, or simply enjoy dinner with a view...

Guest favorite
Chalet in Franconia
4.95 out of 5 average rating, 340 reviews

Bear Ridge Lodge

Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

Top guest favorite
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, 211 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 favorite
Chalet in Intervale
5 out of 5 average rating, 179 reviews

Family-friendly w/ mountain views & hot tub!

Relax at Valley Vista Lodge, our family-friendly White Mountains chalet with panoramic mountain views and 3,000+ sq. ft. of space. Relax in the private, covered hot tub, cozy up by the fireplace, or spread out across five bedrooms. Perfect ski rental near Attitash, Cranmore, and Wildcat, just 3 minutes from Story Land and 10 minutes to North Conway shopping. Ideal for multi-family getaways, ski weekends, and adventures in the mountains year-round.

Guest favorite
Chalet in Madison
4.92 out of 5 average rating, 256 reviews

Chalet/close to N. Conway, multiple skiing resorts

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.

Guest favorite
Chalet in Gilford
4.92 out of 5 average rating, 351 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!

Popular amenities for Madison chalet rentals

Quick stats about chalet rentals in Madison

  • Total vacation rentals

    Explore 10 vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at € 94 per night before taxes and fees

  • Verified guest reviews

    Over 940 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 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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