
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!

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!

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.

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.

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.

*Chalet In The Sky|2BR|North Conway|Fall|StoryLand
🍂 Escape to a charming 2-bedroom chalet in North Conway, NH! Perfect for families or friends looking for a fall getaway — soak in the vibrant foliage, admire breathtaking mountain views, and relax with all the comforts of home. Just minutes from Story Land and the beautiful White Mountains! 🍁 🎢 Story Land -10 Min 🏞️ N.Conway Outlet Shopping-10 Min 🚠 Mt. Washington Auto Rd -35 Min

Saco Beach + Deck at Centrally-Located Chalet
Welcome to The Aspen Chalet, our cozy retreat in the White Mountains. ➔ Central spot: 4 mins to Attitash + Storyland ➔ 10 mins to downtown North Conway ➔ Access to Saco neighborhood beach (.5 miles) ➔ Cranmore (12 mins) + Black Mountain (10 mins) ➔ Mount Washington + Wildcat (30 mins) ➔ Walkable to Mt Stanton Trailhead (.8 miles) ➔ Diana's Baths (8 mins) + Cathedral Ledge (11)

Little Pine Lodge in the White Mountains
Mountain retreat says it all! Our A-frame home is a place where you can disconnect and is designed for the outdoor enthusiast in mind. Comfortable, casual, clean and inviting. Many nights have been spent outside enjoying time with friends and family by the fire pit and after a warm day a hot outdoor shower is heaven to come home to. Operator's Licence #063835
Popular amenities for chalet rentals in Jackson
Family-friendly chalet rentals

Cozy den- great winter getaway w hot tub/fireplace

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

Romantic Winter Cabin • Fireplace • Mountain View

Spacious Mountain Chalet: Game Room & Pet-Friendly

Modern Mountain Chalet Near Storyland & Jackson

Mt. Lakes Chalet

The Crimson Cocoa Chalet

White Mountains Retreat Hot Tub + Views
Luxury chalet rentals

Peaceful Chalet in the White Mountain, Sleeps 15

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

Chalet 76| HotTub! Slps15, Close to Mtn, Dogs Ok!

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

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

Cozy Chalet with Stunning Mountain Views

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

Mountain View Cabin: Cozy Secluded Getaway
Lakefront chalet rentals

Twin Pines Chalet 3BR w/Private Beach and Dock

Charming & Cozy 3 Bedroom Chalet

Dog friendly chalet with private beach

White Mtns Waterfront Chalet w/ Private Beach

Josh’s Campton Cottage!

Rustic Lakefront Cottage

Mountain View, Lake, Private Dock, Pool&Amenities

Mountain cabin with views, privacy, and more.
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 £83 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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- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Weirs Beach
- Attitash Mountain Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- Omni Mount Washington Resort
- Tenney Mountain Resort
- Cannon Mountain Ski Resort
- King Pine Ski Area
- White Lake State Park
- Waterville Valley Resort
- Bald Peak Colony Club
- Sunday River Golf Club
- Conway Scenic Railroad
- Fox Ridge Golf Club
- Black Mountain of Maine
- Cranmore Mountain Resort
- Wildcat Mountain
- Mt. Eustis Ski Hill