Chalet vacation rentals in Madison

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Top-rated chalet rentals in Madison

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Guest favourite

Chalet in Bartlett

4.88 out of 5 average rating, 101 reviews

Shamrock Chalet - walk to Story Land/new Aquarium

Relax at the newly renovated spacious Shamrock Chalet, perfect for any season getaway! Located minutes away from dozens of popular North Conway/ NH spots including shopping, golfing, hiking, Attitash Mtn, Cranmore Mtn, Wildcat Mtn, Diana's Baths, Cathedral Ledge, Saco River and walking distance to Story Land. Enjoy the comforts of a large open concept living room, full kitchen with a dining room and game room. 4 bedrooms, 2 bathrooms, and outdoor deck space off of living room and dining room.

Superhost

Chalet in Bartlett

4.73 out of 5 average rating, 128 reviews

Quaint Mountain Chalet: Min to No. Conway + Hiking

Spectacular Location Situated just a short walk from the crystal-clear waters of the Saco River or hike up beautiful Mount Stanton, our chalet offers endless outdoor adventures- at your doorstep. Close to Everything Our prime location is a hub for all the area's attractions. Storyland, historic Jackson, Attitash, and multiple ski resorts are just a stone's throw away. Whether you're a thrill-seeker or looking for family-friendly fun, you're in the perfect spot to make the most of your stay.

Guest favourite

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 favourite

Chalet in Whitefield

4.97 out of 5 average rating, 263 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 favourite

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 favourite

Chalet in Bartlett

4.92 out of 5 average rating, 278 reviews

*Chalet in the Sky| NorthConway+StoryLand| Outlets

This stunning 2-bedroom chalet, styled by the Homme team, is the perfect mountain retreat! Nestled in North Conway’s White Mountains, it’s ideal for families, friends, or ski lovers. Enjoy breathtaking views, free onsite parking, modern amenities, and easy access to top attractions for a trip to remember! 🌿✨ 🎢 Story Land - 10 min 🌿 Diana’s Baths - 10 min 🚠 Mt. Washington Auto Rd - 35 min 🏞️ Echo Lake State Park - 15 min See below to learn more!

Guest favourite

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 favourite

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 favourite

Chalet in Lisbon

4.97 out of 5 average rating, 126 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 favourite

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!