
Chalet holiday rentals in Jackson
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Top-rated chalet rentals in Jackson
Guests agree: these chalets are highly rated for location, cleanliness and more.

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!

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.

Mountain Chalet near a Lake
Enjoy this unique A-Frame Chalet in the coveted Mountain Lakes District of NH just 4 miles outside the White Mountains National Forest. Within 30 minutes to Cannon and Loon Ski Resorts and world famous Franconia Notch State Park, this cozy home gives you all the feels of a mountain lifestyle without giving up any comfort. Sun bathe and barbecue out back on the private decks. Dont foget to relax with a unique nature-surrounded experience in the hot tub! A short walk to a beautiful lake view.

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!

Breathtaking mountain views - Hidden gem!
Chalet in the Clouds!⛅️ Month to Month lease available. Relax & Rejuvenate w/ panoramic views of White Mountains from any of the 4 decks of Kailaśa Chalet! Perched on top of a mountain overlooking Mt Chocorua & Silver Lake w/ majestic views of Mt Washington Valley. So easy to get lost in the beauty of Kailaśa! Wake up to the experience of being above the clouds overlooking the valley! Settle down after dinner around the stone fireplace while watching your favorite shows on 65" TV

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.

Mt. Wash views 3 floors bed/bath on each floor
Spectacular views of Mount Washington, the Jackson Village, and the Presidential Range. One of the best views in all of Mount Washington Valley. Our home is a vintage 1965 Ski Chalet, and this means it’s full of quirks and character and that’s why we love it so much. It's clean and tidy and we are constantly working on maintenance and renovation projects. So if you are more comfortable in a sleek modern place, we gently suggest our place might not be the best fit for your holiday.

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.

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.

*NEW Chalet in the Sky|2BR|North Conway| Attitash
❄️ Retreat to a charming 2-bedroom chalet in North Conway, NH! Ideal for families or friends seeking a winter escape — take in snowy mountain views, unwind by the cozy fireplace, and enjoy all the comforts of home. Just minutes from Story Land and the stunning White Mountains! ⛄🏔️ ⛷️ Attitash Mountain Resort - 10 min drive 🏔️ Cranmore Mountain Resort - 10 min drive ❄️ Wildcat Mountain - 30 min drive ✨ Santa's Village-30 Min drive

Cozy Mountain Cabin in Jxn! Views & Dog friendly
A perfect retreat to slow down, watch the first snow dust the pines, and feel tucked-away from the world. ❄️ Jackson XC Ski: under 5 min drive ❄️ Black Mountain: under 10 min drive ❄️ Wildcat & Attitash: 15 min drive If you're looking for an intimate and cozy getaway home with a mountain view, look no further! Rustic meets modern chic, the cabin is adorned with everything you need to relax and unwind!
Popular amenities for chalet rentals in Jackson
Family-friendly chalet rentals

Cozy den- great winter getaway w hot tub/fireplace

*Shady Moose Chalet*

Ski-In/Ski-Out Attitash! Cozy Chalet! Dog Friendly

The Gem of Linderhof

Cozy Chalet with Stunning Mountain Views

Modern Mountain Chalet Near Skiing & Attractions

Timberhaus Chalet | Charming • Clean • Comfortable

Shamrock Chalet - walk to Story Land/new Aquarium
Luxury chalet rentals

Peaceful Chalet in the White Mountain, Sleeps 15

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

Chalet mins to Sunday River / Bethel / Outdoor Fun

85in TV | Hot Tub | Huge Deck | Game Room | Playhouse

3 min to Sunday River w/ Views, Game room, Hot tub

Heated SwimSpa, Sauna, Games + 7mi to Sunday River

Mountain View Cabin: Cozy Secluded Getaway

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

Waterfront/Private Dock/HotTub/Pool & Amenities

Charming & Cozy 3 Bedroom Chalet

Mountain cabin with views, privacy, and more.

Rustic Lakefront Cottage
Quick stats about chalet rentals in Jackson

Total holiday rentals
Explore 20 holiday rentals in Jackson

Nightly prices starting at
Jackson holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 1,850 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
20 of Jackson holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Jackson rentals

4.9 Average rating
Jackson stays are highly rated by guests – averaging 4.9 out of 5!
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- Chalet rentals Carroll County
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- Chalet rentals United States
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Franconia Notch State Park
- Tenney Mountain Resort
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- White Lake State Park
- Black Mountain of Maine
- Conway Scenic Railroad
- Sunday River Golf Club
- Cranmore Mountain Resort
- Fox Ridge Golf Club
- Wildcat Mountain
- Gunstock Mountain Resort
- Mt. Eustis Ski Hill
- Purity Spring Resort




