Chalet vacation 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.

4.83 out of 5 average rating, 229 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!

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.

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.

4.89 out of 5 average rating, 116 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.

4.91 out of 5 average rating, 138 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, 168 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.

4.97 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.

4.94 out of 5 average rating, 325 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, 191 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.

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.

4.9 out of 5 average rating, 397 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.

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.

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.

4.91 out of 5 average rating, 308 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

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.

4.95 out of 5 average rating, 214 reviews

Saco Beach + Deck at Centrally-Located Chalet

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)

Popular amenities for Madison chalet rentals

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, 70 reviews

Cozy den- best winter getaway w hot tub/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, 72 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

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.

4.89 out of 5 average rating, 56 reviews

Rustic 3 Bedroom Chalet in Eidelweiss!

4.97 out of 5 average rating, 104 reviews

The front view of a modern chalet is framed by greenery, showcasing a dark exterior with large windows, a welcoming entrance, and a spacious deck. Stairs lead up to the entrance, and a small gas grill is visible on the deck.

Chalet in Gilford

Cozy Chalet in Gilford near lake and mountains

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.

4.98 out of 5 average rating, 41 reviews

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

5 out of 5 average rating, 7 reviews

The Crimson Cocoa Chalet

4.92 out of 5 average rating, 343 reviews

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

Amazing Lake & Mountain views Gunstock Ski Chalet

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, 34 reviews

A warm kitchen area features a central island surrounded by black chairs. A wooden dining table with matching benches sits nearby. Large windows let in natural light and showcase the greenery outside, while wood paneling adds a rustic charm to the space.

Chalet in Bridgton

Get a free turkey if you stay for Thanksgiving!

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

4.92 out of 5 average rating, 60 reviews

The exterior of the mountain chalet is framed by lush greenery, showcasing a spacious two-story layout. A fire pit surrounded by log seating is positioned in a grassy area, inviting outdoor gatherings. The deck above offers ample seating, perfect for enjoying the serene surroundings.

Chalet in Woodstock

6 BR | EV Charger | No Pet Fee | Pool Table

5 out of 5 average rating, 14 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

An open concept living area features a spacious sectional sofa adorned with a bear-themed cushion. Large windows provide natural light and views of surrounding trees. A wooden dining table is visible in the background, alongside a decorative wall piece and a rustic fireplace.

4.98 out of 5 average rating, 105 reviews

East Branch Chalet (7 min to N Conway)

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

A charming red chalet stands among trees, illuminated by warm lights from the windows. A wooden deck extends from the second floor, and a stone wall frames the path leading to the entrance. Soft outdoor lighting enhances the serene atmosphere of the surrounding landscape.

4.93 out of 5 average rating, 29 reviews

Twin Pines Chalet 3BR w/Private Beach and Dock

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.

4.95 out of 5 average rating, 43 reviews

Charming & Cozy 3 Bedroom Chalet

A charming chalet is nestled among tall trees, featuring a welcoming front porch with a swing. Distinctive decor elements include two canoes displayed above the entrance. A gravel pathway leads to the door, hinting at the serene surroundings of nature.

4.98 out of 5 average rating, 48 reviews

Dog friendly chalet with private beach

4.83 out of 5 average rating, 115 reviews

White Mtns Waterfront Chalet w/ Private Beach

A covered bridge stretches across the river, surrounded by vibrant autumn foliage. The reflections in the still water highlight the bridge's architectural details and the surrounding landscape, creating a serene connection between nature and craftsmanship.

4.84 out of 5 average rating, 91 reviews

Josh’s Campton Cottage!

4.83 out of 5 average rating, 121 reviews

The cottage overlooks a sandy waterfront with shallow, clear water. A wooden deck frames the home, featuring lounge chairs and a dining area. Nearby, a gazebo adds to the rustic charm, and kayaks rest on the beach, ready for use.

Chalet in Moultonborough

Rustic Lakefront Cottage

4.95 out of 5 average rating, 43 reviews

A wooden lodge features a striking vaulted ceiling with large glass windows allowing for an abundance of natural light. The entryway is adorned with decorative bunting, while exterior lights create a warm ambiance in the evening. The structure is surrounded by trees.

Chalet in Meredith

Tall Timber Lodge on Lake Winnisquam

A wooden house is framed by snow-covered trees, showcasing a covered front porch. Snow blankets the ground, creating a serene winter setting. A United States flag hangs from the porch, indicating the entrance. The roof is blanketed in fresh snow, enhancing the winter atmosphere.