
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.

Lost Compass Cabin w/Fireplace•Near Skiing & Shops
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

Lodge Intervale - Firepit, Bar, Pool Table, Sauna.
An unforgettable experience, create new memories with your family in the heart of the White Mountains! This unique 1806 post and beam barn was moved from Ossipee and transformed into a beautiful mountain home. With an open concept living space, 5 tv's, foosball table, horseshoe pit and billiards lounge, you won't be bored! After a long day on the slopes, warm up in the sauna or enjoy the custom heated, stone shower. Grill burgers, make pizza or enjoy s'mores while stargazing by the fire. BYO Dog

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!

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.

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.

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.

White Mountain Escape | Fireplace & Skiing
Step into a winter wonderland in the White Mountains. Winter hiking trails are just across the street, with a peaceful river trail nearby—perfect for snowy strolls or cross-country skiing. Visit Jackson’s iconic covered bridge and frozen falls, or enjoy Story Land, North Conway, skiing, snowshoeing, and more just minutes away. After a day of adventure, relax by the fireplace or on the deck and catch nightly views of groomers climbing Attitash. Perfectly located for all things winter!

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.

Cozy Jackson cabin for 2 w/ view & dog friendly!
Got snow? We do! A perfect retreat to slow down and feel tucked-away from the world. So many ski options close by! No extra fees for doggies! ❄️ 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 Mountain Chalet

Sunday River Chalet 6min to SR Hottub- Fire- Sauna

Mountain Chalet | Hot Tub | Fireplace | Ski

Ski & Lake Retreat w/ Epic Views

Cozy Chalet with Stunning Mountain Views

Spacious Mountain Chalet: Game Room & Pet-Friendly

Timberhaus Chalet | Charming • Clean • Comfortable

12min Sunday River! Hot Tub, Pet Friendly, Firepit
Luxury chalet rentals

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

Bear Ridge Lodge

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

East Branch Chalet (7 min to N Conway)

Modern Mountain Chalet Near Skiing & Attractions
Lakefront chalet rentals

Waterfront/Private Dock/HotTub/Pool & Amenities

Charming & Cozy 3 Bedroom Chalet

Mountain cabin with views, privacy, and more.

Sunday River Ski & Lake Chalet on Howard Pond
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 ₹10,888 per night before taxes and fees

Verified guest reviews
Over 1,690 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

4.8 Average rating
Jackson stays are highly rated by guests – averaging 4.8 out of 5!
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- Chalet rentals Carroll County
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- Chalet rentals United States
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- King Pine Ski Area
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Gunstock Mountain Resort
- Waterville Valley Resort
- Conway Scenic Railroad
- Wildcat Mountain
- Pleasant Mountain Ski Area
- Santa's Village
- Ice Castles
- Mt. Abram
- Echo Lake State Park




