Chalet holiday rentals in Madison

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.

4.84 out of 5 average rating, 226 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

4.82 out of 5 average rating, 114 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.

4.9 out of 5 average rating, 115 reviews

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

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.

4.9 out of 5 average rating, 136 reviews

The A-Frame cabin features a striking black exterior accentuated by bright yellow trim. A large umbrella shades a wooden deck with seating, inviting relaxation. Surrounding trees create a serene atmosphere, enhancing the cabin's secluded charm within the natural landscape.

Chalet in Denmark

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!

4.98 out of 5 average rating, 167 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!

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.

4.96 out of 5 average rating, 114 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.

4.94 out of 5 average rating, 323 reviews

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

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.

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.

4.96 out of 5 average rating, 190 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.

An aerial view of the lodge reveals a spacious structure surrounded by vibrant fall foliage. The well-maintained landscape features a deck with outdoor seating and a cozy firepit area. Nearby trees add to the serene natural setting, while the winding road leads to the entrance.

5 out of 5 average rating, 162 reviews

Mountain-view ski chalet w/ hot tub

Escape to 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 summer adventures in the mountains year-round.

Superhost

A wooden deck features two red Adirondack chairs, positioned to overlook rolling green hills and distant mountains. The sky is painted with soft hues of pink and blue, hinting at a tranquil sunset. Lush trees and greenery surround the area, enhancing the natural ambiance.

4.92 out of 5 average rating, 307 reviews

*Chalet In The Sky|2BR|North Conway|Fall|StoryLand

🍂 Escape to a charming 2-bedroom chalet in North Conway, NH! Perfect for families or friends looking for a fall getaway — soak in the vibrant foliage, admire breathtaking mountain views, and relax with all the comforts of home. Just minutes from Story Land and the beautiful White Mountains! 🍁 🎢 Story Land -10 Min 🏞️ N.Conway Outlet Shopping-10 Min 🚠 Mt. Washington Auto Rd -35 Min

4.94 out of 5 average rating, 107 reviews

A bright living area features a large sectional sofa positioned near a rustic brick fireplace. Expansive windows offer views of the surrounding trees, enhancing the natural light. Light curtains frame the windows, and an outdoor seating area is visible through the glass doors.

Chalet in North Conway

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).

An A-frame home is framed by lush trees, featuring a distinctive red-trimmed roof. A stone pathway leads to the front door, with potted plants adding a touch of color. A vintage-style lantern stands beside the path, enhancing the inviting entrance.

4.99 out of 5 average rating, 148 reviews

Little Pine Lodge in the White Mountains

Mountain retreat says it all! Our A-frame home is a place where you can disconnect and is designed for the outdoor enthusiast in mind. Comfortable, casual, clean and inviting. Many nights have been spent outside enjoying time with friends and family by the fire pit and after a warm day a hot outdoor shower is heaven to come home to. Operator's Licence #063835

Popular amenities for chalet rentals in Madison

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly chalet rentals

An outdoor patio space is softly illuminated by string lights, featuring a casual seating area with a sectional sofa and coffee table. A grill is positioned near the house, and the yard is surrounded by trees, providing a serene atmosphere for gatherings.

4.94 out of 5 average rating, 69 reviews

Cozy den- great winter getaway w hot tub/fireplace

4.96 out of 5 average rating, 80 reviews

The image captures a serene view of a nature pond at dusk, framed by trees. Two lanterns are positioned on a railing, casting a warm glow as the reflections of the sky and trees shimmer on the water's surface.

Chalet in Freedom

Lake Ossipee Village, Freedom, NH

4.89 out of 5 average rating, 55 reviews

A covered porch features wooden rocking chairs positioned on a stone floor, surrounded by vibrant trees. A flower pot adds a touch of greenery, while sunlight filters through the tree leaves, creating a peaceful outdoor space.

Chalet in Madison

Rustic 3 Bedroom Chalet in Eidelweiss!

4.98 out of 5 average rating, 40 reviews

A modern chalet is nestled among trees, featuring a sloped metal roof and large windows. A deck with outdoor seating is visible, complemented by string lights. The gravel driveway leads to an inviting entrance, creating a serene outdoor setting surrounded by nature.

Chalet in Madison

Modern Chalet: Pet-Friendly 3BD/2Bath | Kids Bunk

4.92 out of 5 average rating, 87 reviews

A charming chalet is set amidst lush greenery, featuring a unique wooden exterior and large glass windows. The inviting entryway leads to a spacious deck supported by wooden beams, with surrounding landscaping that includes natural stone walls and various plants.

Chalet in Greenwood

Abundant Light - Upper Unit - 2-Bdrm with Hot Tub

5 out of 5 average rating, 7 reviews

The Crimson Cocoa Chalet

4.91 out of 5 average rating, 76 reviews

A charming chalet is surrounded by trees, featuring a large deck with a wooden railing and steps leading down to the yard. Soft outdoor lighting is visible, enhancing the outdoor space. The angled roof design adds character to the home, complemented by a central brick chimney.

Chalet in Tamworth

Comfortable chalet in Tamworth, walk to lake

4.91 out of 5 average rating, 44 reviews

Chalet in Woodstock

New Chalet|Dome w/view!Hot Tub|Arcade|Firepit|Pets

Luxury chalet rentals

The chalet features a spacious wrap-around deck, furnished with patio seating and a large umbrella for shade. Its earthy-toned exterior complements the surrounding greenery. Large windows reflect a bright atmosphere, while the stone pathway leads to the entrance set against a natural landscape.

4.94 out of 5 average rating, 63 reviews

Peaceful Chalet in the White Mountain, Sleeps 15

5 out of 5 average rating, 133 reviews

An inviting game room is presented, featuring a foosball table as a central element. A wet bar with stools is visible, along with a pool table in the background. Large windows allow natural light to fill the space, accentuating the brick walls and wooden beams.

Chalet in North Conway

Pine Brook Lodge, 9 br, 5 ba, game room, fireplace

A bright living area showcases high vaulted wooden ceilings and ample natural light from large windows. Comfortable seating includes a green armchair and an orange leather sofa, accompanied by a wooden coffee table. The open layout connects to a modern kitchen and extends to a deck outside.

4.94 out of 5 average rating, 71 reviews

5BR/2BA-Conway Chalet| Grill| Game Rm| | Fire pit

4.97 out of 5 average rating, 60 reviews

Cozy Cabin| Dog Friendly |Fire Pit| EV charger

5 out of 5 average rating, 13 reviews

A scenic view of distant mountains is framed by tree branches, showcasing a colorful sunset sky filled with pinks and oranges. The silhouette of the mountain range provides a peaceful backdrop, highlighting the natural beauty of the surrounding landscape.

Chalet in Jackson

Cozy Chalet with Stunning Mountain Views

4.96 out of 5 average rating, 125 reviews

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

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

4.98 out of 5 average rating, 53 reviews

An A-frame cabin stands nestled among trees, illuminated by soft outdoor lighting. A stone pathway leads to a firepit surrounded by wooden chairs, inviting gatherings. The upper deck features a warm glow from interior lights, highlighting the cabin's architectural design against the evening sky.

Chalet in Harrison

Crystal Lake Chalet | Hot Tub, GameRoom+Wood Stove

An inviting entrance is highlighted by a wooden front door featuring vertical panels. The door is framed by a concrete planter with greenery and a wooden staircase leading to the door. Natural surroundings complement the entrance, providing a sense of tranquility.

5 out of 5 average rating, 34 reviews

Modern Mountain Chalet Near Storyland & Jackson

Lakefront chalet rentals

4.98 out of 5 average rating, 93 reviews

A wooden dock extends into calm lake waters, featuring two light blue lounge chairs positioned for relaxation. Lush green trees provide a natural backdrop, with a distant view of a white house along the shore. A swim platform can be seen in the water.

Chalet in Woodstock

On Lake Christopher, Close to Sunday River

4.95 out of 5 average rating, 43 reviews

An open living and dining area features a wooden dining table surrounded by chairs, with a cozy sofa positioned near a floor-to-ceiling stone fireplace. Large windows allow natural light to fill the space, accentuated by vaulted ceilings and modern lighting fixtures.

Chalet in Campton

Charming & Cozy 3 Bedroom Chalet

Superhost

A charming waterfront retreat is pictured with a blend of colorful autumn foliage surrounding the property. A sturdy dock extends over still water, showcasing activity and natural beauty. The inviting home features large windows, allowing for a seamless connection with the outdoors.

Chalet in Greenwood

4.7 out of 5 average rating, 10 reviews

Pondside Getaway - Fishing, Canoeing, & Skiing

4.9 out of 5 average rating, 397 reviews

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

Mountain cabin with views, privacy, and more.

4.97 out of 5 average rating, 115 reviews

A cozy fire pit area is situated near the water's edge, surrounded by tall trees. Adjacently, five colorful adirondack chairs offer seating for gatherings. A serene view of the lake and a private dock can be seen in the background, providing a tranquil backdrop.

Chalet in Naples

The Chalet~ 4 bed Lakefront Family Vacation