Chalet vacation rentals in Madison

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Top-rated chalet rentals in Madison

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Top guest favorite
Chalet in Maine
4.94 out of 5 average rating, 156 reviews

Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

Three Peaks Cabin is a one of a kind Beautiful Mountain Home located in tranquil Bryant Pond Maine. Home sits atop peak that has direct views of the White Mountains, Lake Christopher and more as well as a stone throw away from world class skiing at Sunday River & Mt Abram. You'll feel right at home when you walk through the doors of this Bryant Pond vacation rental. The 3-bedroom, 2 -bath chalet-style house features 1625 square feet of beautiful living space complete with tasteful decor, with three large Pella French doors pointing directly west with views of Mt. Abram and Mt. Washington. Overlooking the Lake Christopher and surrounded by trees at the end of a cul-de-sac, this home offers families and groups plenty of outdoor recreation opportunities from boating and watersports to hiking, biking, and skiing! 65" Flat-Screen TV equipped with Dish Network Satellite, w/ Netflix, Prime Video, Dish Multisport w/ NFL Red zone | Gourmet Kitchen | Floor-to-Ceiling Windows From outdoor sports to downtown Bethel's unique shops and restaurants, this upscale retreat is the perfect getaway spot for families and groups! Bedroom 1: Queen Bed | Bedroom 2 Two Twin Beds | Bedroom 3: Two Twin Beds. OUTDOOR LIVING: Full private yard, with beautiful manicured grass and flowers during summer and fall months. Brand new Weber Gas grill, well designed fire pit with new Adirondack chairs & lovely outdoor sitting area with tables and chairs to sit and enjoy the view of the white mountains. INDOOR LIVING: 2 flat-screen TVs w/ streaming capabilities, Floor to ceiling fireplace which accompanies a large sectional couch to cozy up on the cool Maine nights next to the fireplace. dining table which sit four. The beautiful Gourmet Kitchen comes with stainless steel commercial gas range, Large stainless steel Refrigerator stocked with fresh neighboring Poland Spring waters, Stainless steel Dishwasher as well as an island where two additional seats are available. The downstairs bathroom also comes with a jacuzzi bath tub ready to relax the night away after a long day of enjoying western Maine festivities. KITCHEN: Fully equipped, drip coffee maker, keurig coffee & latte maker, toaster, cooking utensils, cutlery, spices, stainless steel appliances, dishware & flatware, breakfast bar GENERAL: Free Wi-Fi, central heat, central a/c, ceiling fans, towels/linens, complimentary toiletries such as Shampoo, Conditioner, Body Wash, Lotion, Goat Milk Soaps etc. & washer/dryer FAQ: Pet fee (paid pre-trip), stairs required for access PARKING: Driveway (4 vehicles) Three Peaks Cabin is located at 110 Yawkey Way, Bryant Pond, Maine. The home is located on a private street maintained by our HOA association. There are 6 total houses which included "Three Peaks Cabin". The property is located all the way up a steep paved road, last house on the right at the end of the culdesac.

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, 115 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, 117 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 favorite
Chalet in Whitefield
4.97 out of 5 average rating, 291 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.

Top guest favorite
Chalet in Bartlett
4.98 out of 5 average rating, 169 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!

Guest favorite
A cozy living area features a stone fireplace, surrounded by large windows that invite natural light. Leather sofas are arranged for relaxation, with a spacious television stand and a wooden side table enhancing the warm ambiance. Exposed wooden beams create a rustic charm.
Chalet in Intervale
4.97 out of 5 average rating, 115 reviews

Cozy 4 Bedroom Chalet in the White Mountain Valley

Welcome to Mountain Escape, our completely renovated, cozy chalet in the White Mountain valley. This chalet is perfect home base to relax or discover all that the White Mountain region has to offer. Our house is located close to many great attractions: 2 minutes to Storyland, minutes to several ski mountains- Attitash (8 mins), Black Mountain (8 mins), Cranmore (13 mins), Wildcat (16 mins), Mount Washington Auto Road (29 mins), Diana’s Bath (12 mins), Echo lake (13 mins) and so on.

Top guest favorite
A spacious living area is highlighted by large floor-to-ceiling windows, offering stunning mountain views. Natural light fills the room, accentuating the wood-beamed ceiling and relaxed seating arrangements, including a large sofa and armchairs. A small table sits center stage, inviting conversation and connection.
Chalet in Jackson
4.96 out of 5 average rating, 125 reviews

Mt. Wash views 3 floors bed/bath on each floor

Spectacular views of Mount Washington, the Jackson Village, and the Presidential Range. One of the best views in all of Mount Washington Valley. Our home is a vintage 1965 Ski Chalet, and this means it’s full of quirks and character and that’s why we love it so much. It's clean and tidy and we are constantly working on maintenance and renovation projects. So if you are more comfortable in a sleek modern place, we gently suggest our place might not be the best fit for your holiday.

Guest favorite
A covered porch offers a spacious outdoor setting with wooden rocking chairs and a bench. Scenic views of fall foliage and rolling mountains are visible in the background, providing a serene environment for relaxation.
Chalet in Franconia
4.94 out of 5 average rating, 325 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.

Guest favorite
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, 106 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 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, 192 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.

Guest favorite
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, 175 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 favorite
A covered patio area is shown with bright red chairs facing a panoramic view of lush green mountains under a clear blue sky. The surrounding landscape features a mix of greenery and distant mountain peaks.
Chalet in Bartlett
4.92 out of 5 average rating, 229 reviews

*Chalet In The Sky|2BR|Foliage|N.Conway|StoryLand

Embrace the beauty of fall in the White Mountains! 🍁 This cozy 2-bedroom chalet in Bartlett is perfect for families and friends. Wake up to crisp mountain views, enjoy modern comforts, and explore nearby favorites like Story Land and scenic White Mountains trails. Your autumn escape starts here! 🎢 Story Land -10 Min 🏞️ N.Conway Outlet Shopping-10 Min 🚠 Mt. Washington Auto Rd -35 Min

Popular amenities for Madison chalet rentals

When is the best time to visit Madison?

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Avg. priceR4,252 ZARR3,509 ZARR3,353 ZARR2,800 ZARR4,321 ZARR3,907 ZARR4,926 ZARR4,702 ZARR3,302 ZARR4,477 ZARR4,149 ZARR4,304 ZAR
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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 R2,247 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • 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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