
Chalet holiday rentals in Jackson
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Top-rated chalet rentals in Jackson
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Cozy Cabin w/Fireplace•Skiing•Shops•Dogs Welcome!
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!

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.

Swiss-Style w/Jacuzzi, Deck, Pool & Spa access
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!

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!

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.

3 min to Sunday River w/ Views, Game room, Hot tub
Welcome to Sunday River Escape! Nestled in the heart of Newry, Maine, Maryam's Mountain Chalet is a 5.0★ retreat designed for families, friends, and groups seeking both adventure and relaxation. With 5 beautifully appointed bedrooms, 9 comfortable beds, and 4 baths, it's the perfect retreat for families and large groups. 📍 Prime Location ✦3 min to Sunday River Ski Resort ✦15 min to Bethel Village ✦Minutes from hiking at Grafton Notch State Park

SUNDAY RIVER VIEWS!! Minutes from the mountain!
Privately situated 4.5 acres on a private hillside in the Sunday River Valley with PANORAMIC VIEWS of all the trails in Sunday River Ski Resort. This 4+bedroom/3 bathroom chalet sleeps 14. The bright and sunny main level has an open floor plan with a beautiful stone fireplace in the living area. The daylight basement has a second living area with a hearth and a wood stove. Enjoy the oversized wrap around deck complete with grill and 7-seat hot tub!

Family-friendly w/ mountain views & hot tub!
Relax at 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 adventures in the mountains year-round.
Popular amenities for chalet rentals in Jackson
Family-friendly chalet rentals

*Shady Moose Chalet*

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

Maine A-Frame with Hot Tub, Game Room, Lake Access

Family Ski Lodge - Full S/R Views

Cozy Chalet with Stunning Mountain Views

Large vacation home with a view

Timberhaus | Cozy Mountain Chalet | Fire Pit

Modern Mountain Chalet Near Skiing & Attractions
Luxury chalet rentals

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

6 BR | EV Charger | No Pet Fee | Pool Table

The Retreat | Hot Tub | Game Room | Sleeps 14

Sale! Mins to Sunday River • Hot Tub + 4K Theater

Safety Certified 3mi to Sunday River, views&sauna

Mountain View Cabin: Cozy Secluded Getaway

Chalet at Locke

Spacious Mountain Chalet: Game Room & Pet-Friendly
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

Sunday River Ski & Lake Chalet on Howard Pond

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 € 104 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
- Sunday River Resort
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Diana's Baths
- Waterville Valley Resort
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wildcat Mountain
- Ice Castles
- Mt. Abram
- Santa's Village
- Echo Lake State Park




