Chalet vacation rentals in Madison

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Madison

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Guest favorite

Chalet in Bethel

4.94 out of 5 average rating, 165 reviews

Luxury Chalet - Hot Tub, Mountain Views, Arcade!

Maximize your ski getaway in this breathtaking 4 bed, 3 bath log-sided chalet in exclusive Timber Creek - only a 10 min drive to Sunday River Ski Resort and historic Bethel Village! Relax in the hot tub while enjoying views of the trails and mountains or hit the game room for a Pacman, Galaga, or Foosball tournament. Enjoy your music with the whole-house Sonos sound system, or warm up by the field stone fireplace in the expansive Great Room. This home is sure to keep your group comfortable!

Guest favorite

Chalet in Newry

4.94 out of 5 average rating, 138 reviews

Chalet w/Hot Tub, near hiking, biking Sunday River

New hot tub, fully furnished spacious chalet, just 3 min to Sunday River lifts, a fully stocked kitchen, Wi-Fi, TV, walking distance to 2 microbreweries, 5 min from Bethel's charming town center and attractions and minutes from Sunday River's skiing and mountain biking! Backyard grill, firepit, outdoor furniture, hammock, 2 kayaks, large backyard leading to the river for swimming and fishing (seasonal), Experience your very own slice of Maine mountain lifestyle with all of the comforts of home!

Guest favorite

Chalet in Bartlett

4.93 out of 5 average rating, 136 reviews

The Moose Chalet- Walk to Diana's Baths!

Beautiful contemporary chalet w/ 3 bedrooms, 2.5 bathrooms & a sleeping loft. The main floor is an open concept w/ cathedral ceilings. The kitchen is fully equipped with cooking utensils & features a large island & a dining table. Half bath was just renovated! Downstairs, the family room has a pool table & WII console. Unwind on the front wrap around deck or fire up the grill! Close to all the best area attractions! Walking distance to Diana's Baths. Short drive to skiing, hiking & shopping!

Top guest favorite

Chalet in Whitefield

4.97 out of 5 average rating, 261 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.

Superhost

Chalet in Alexandria

4.84 out of 5 average rating, 111 reviews

The Hilltop Chalet with Hot Tub

Whether you're looking to relax in nature, soak in the hot tub or head off on an adventure the Hilltop Chalet is the place to make your memories. Nestled on 3 acres and minutes from hiking, skiing, biking, swimming, and downtown Bristol, The Hilltop Chalet is hidden away but close to it all. Once you’re here you won’t want to leave. This is truly an amazing place to relax and get away. Minutes to: Newfound Lake Ragged mountain Ruggles Mine Hiking Biking Snowmobile trails Downtown Bristol

Superhost

Chalet in Glen

4.83 out of 5 average rating, 212 reviews

The River Ellis Chalet

Charming White Mountains Chalet with private jacuzzi Additional amenities shared with Nordic Village located just across the street including and indoor/outdoor pool, sauna,jacuzzi, gym, tennis courts, small pond with boats in summer/ ice skating in winter and children’s petting zoo. An open concept living area w/ modern kitchen fully stocked with all the necessities Located in a very quiet community Breathtaking views of the mountains. Perfect Location for a White Mountains getaway!

Top guest favorite

Chalet in Bartlett

4.98 out of 5 average rating, 179 reviews

The Gem of Linderhof

Welcome to The Gem of Linderhof! LOCATION AND VIEWS! Our cozy retreat is the perfect place for a Couples Get-away or a family vacation! We are a short 10 minute drive to North Conway and all it has to offer, close to all ski resorts, hiking trails and across the street from Story Land! Our back patio showcases a breath taking view overlooking the golf course and mountains. We hope you come, make yourself at home and make memories! Follow on Insta for more @the_linderhof_chalet

Guest favorite

Chalet in Bartlett

4.93 out of 5 average rating, 107 reviews

Rustic Chalet with a View

Rustic & retro cozy chalet, 1200 sq. ft., 5 minutes to Attitash, 5 minutes to Storyland, 10 minutes to North Conway and Mt. Cranmore. Saco river across the road. Beautiful views of Attitash Mountain. Mt. Stanton trailhead 2-minute walk from the driveway. Sorry, not available as a long-term rental. Prime location! NOTE: DOGS only. They are NOT free per Airbnb description - it did not give us the option to price accordingly which is $20 per dog per night.

Guest favorite

Chalet in Conway

4.93 out of 5 average rating, 165 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.

Guest favorite

Chalet in Gilford

4.92 out of 5 average rating, 333 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!

Guest favorite

Chalet in Lisbon

4.97 out of 5 average rating, 125 reviews

Cozy cabin in the woods- great location

This quaint chalet is located just minutes away from downtown Littleton and a close driving distance to Franconia Notch. It's a perfect place for families who enjoy the outdoors or just want to get away! Whether you're checking out the fall foliage, enjoying a ski week, or you need a home base while you hike and enjoy the White Mountains, this chalet is the perfect place to call your temporary home.

Guest favorite

Chalet in Intervale

4.93 out of 5 average rating, 138 reviews

Cozy Home in the White Mountains, near Story Land

Less than a mile from Story Land and the perfect family home away from home. This three bedroom + loft chalet is updated and a total step up from your average rental and perfect for one big family or two smaller families. It is well decorated, super cozy, completely functional and will make you feel relaxed the second you walk in the door. A perfect spot to explore the White Mountains!