
Chalet holiday rentals in Madison
Find and book unique chalets on Airbnb
Quick stats about chalet rentals in Madison

Total holiday rentals
Explore 10 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at €97 per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Madison holiday rentals include wifi 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!
Top-rated chalet rentals in Madison
Guests agree: these chalets are highly rated for location, cleanliness and more.

Lost Compass Cabin•White Mountain Escape
Escape to the White Mountains in this cozy, private Conway cabin-just minutes from North Conway shops, Cranmore, and the Kancamagus Highway. Perfect for families, couples, and small groups looking for a quiet retreat with easy access to skiing, hiking, and downtown fun. Seasonal Highlights ❄️ Winter ❄️ •Ski Cranmore•Attitash•Loon •Cross country skiing•Ice skating •Cozy nights by the fireplace ☀️Spring/Summer☀️ •Hike off the Kanc •Diana’s Baths •Kayaking•Swimming holes 🍁Fall🍁 •Leaf peeping

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!

One-of-a-kind log home
A truly unique mountain getaway! Close to all that the White Mountains and North Conway have to offer,in a private and idyllic setting with mountain views. While the main level tends to offer a peaceful retreat, the ground level is the place to entertain. With the hot tub and outdoor firepit overlooking the mountains, no need to go out. A ski enthusiast’s dream location, minutes away from Cranmore, Attitash Bear Peak, and the MWV Ski Touring Center! Delicious dining & plenty of shopping nearby!

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.

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!

Chasing Affinity Riverside, Modern, Hot Tub
Welcome to Jordan Woods, where the perfect Bethel experience comes to life! Nestled on 2.7-acres, our peaceful house boasts 500ft of frontage along the Androscoggin River. 10mins from the enchanting charm of downtown Bethel's shops and restaurants. Hit the slopes at Sunday River or Mount Abram, a quick 15min drive. Explore the Mahoosuc Land Trust, walk, bike, or hike the many trails. Dip or float at our private riverside community area. Soak in the beauty of nature, it's all mere steps away!

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.

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.

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.

Pond-Side Chalet • Private Beach • Canoe & Kayak
"So close to the water's edge you could practically fish from the deck." That's what guests say about Idylweiss Chalet, our pond-side chalet in Eidelweiss Village, 15 minutes from North Conway. Mornings on the deck with the loons calling across Little Pea Porridge Pond. Afternoons on the private sandy beach with the canoe and kayak. Sleeps seven across three bedrooms and two full bathrooms. A short drive to Storyland, ski resorts, and the Kancamagus Highway.

Chalet/close to N Conway, far enough away from all
Please read our Coronavirus cleaning update. Quaint and cozy chalet located about 5 minutes from Conway and the hub of the White Mountains. As you pull into our neighborhood you notice several chalets on a paved road, winding up and over hills. Pull into our large carport to find our two level chalet that you have rented. The sounds of the babbling brook greet you as you exit your car with the inviting seating on both decks.

Architect's Brookside Cabin
In Franconia Notch State Park in the White Mountains of New Hampshire, this family-friendly generational cabin has three levels and a running brook out back. Built by the owner/architect in the early 1960s, it is located on a secondary road with forest views. Equipped with Wifi, a back deck, Juliet balconies on all levels, linens, washer/dryer, dishwasher, and cooking ware.
Popular amenities for chalet rentals in Madison
Family-friendly chalet rentals

Summer Oasis: Fire Pit & Outdoor Movie Nights

Franconia Getaway Chalet

Cozy Chalet in Gilford near lake and mountains

Shamrock Chalet - walk to Story Land/new Aquarium

Quaint Mountain Chalet: Min to No. Conway + Hiking

Luxury chalet near StoryLand w/fireplace-3 br;2+ba

Relax Under the Stars | Hot Tub • Fire Pit • Deck

Amazing Lake/ Mountain View’s Gunstock Ski Chalet
Luxury chalet rentals

Mountainside Chalet at Mittersill

White Mountain Hideaway: Chic North Conway Chalet

Family-friendly w/ mountain views & hot tub!

Serene Forest Chalet - Beaches | Kayaks | Bikes

Ski & Lake Retreat w/ Epic Views

The Moose Chalet- Walk to Diana's Baths!

Crystal Lake Chalet | Hot Tub, Sauna, Lake Access

Chalet with sunset mountain views
Lakefront chalet rentals

On Lake Christopher, Close to Sunday River

Charming & Cozy 3 Bedroom Chalet

Pondside Getaway - Fishing, Canoeing, & Skiing

Mountain cabin with views, privacy, and more.

The Chalet~ 4 bed Lakefront Family Vacation

Waterfront/Private Dock/HotTub/Pool & Amenities

Rustic Lakefront Cottage
Destinations to explore
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- Cabin rentals Madison
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- Rentals with a washing machine and dryer Madison
- Waterfront rentals Madison
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- Rentals with a fireplace Madison
- Rentals with a kayak Madison
- Rentals with a patio Madison
- Rentals with a hot tub Madison
- House rentals Madison
- Rentals with a firepit Madison
- Chalet rentals Carroll County
- Chalet rentals New Hampshire
- Chalet rentals United States
- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Sunday River Resort
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- East End Beach
- Franconia Notch State Park
- Tenney Mountain Resort
- Santa's Village
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Hills Beach
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Attitash Mountain Resort





