
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!

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!

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.

Luxury chalet near StoryLand w/fireplace-3 br;2+ba
Tucked at the end of a quiet cul-de-sac, this spacious chalet has an open floor plan with a peaceful atmosphere inside and out, providing plenty of room and making it perfect for families and friends. Located in the heart of the Linderhof neighborhood, this home is 5 min. from Storyland, 7 min. from Jackson Falls, 10 min. from Attitash, and 15 min. from N Conway, Cranmore and Wildcat! Spend your nights on the deck grilling, sitting in front of the wood fireplace, or soaking in the hot tub.

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 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.

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|Foliage|N.Conway|StoryLand
Embrace the beauty of fall in the White Mountains! 🍁 This cozy 2-bedroom chalet in Bartlett is perfect for families and friends. Wake up to crisp mountain views, enjoy modern comforts, and explore nearby favorites like Story Land and scenic White Mountains trails. Your autumn escape starts here! 🎢 Story Land -10 Min 🏞️ N.Conway Outlet Shopping-10 Min 🚠 Mt. Washington Auto Rd -35 Min

East Branch Chalet (7 min to N Conway)
Welcome to the East Branch Chalet, which is surrounded by tall Oak trees that change colors in the fall. This home also is nestled across the street from the East Branch River and just minutes from Story Land, Saco River, Attitash, Cranmore, Wildcat, and Bretton Woods Ski Resorts . It's 7 Minutes from Downtown North Conway, where you can frequent great Restaurants, Pubs, and Shops.
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

Rustic 3 Bedroom Chalet in Eidelweiss!

Cozy Chalet with Stunning Mountain Views

Romantic Winter Cabin • Fireplace • Mountain View

Modern Mountain Chalet Near Storyland & Jackson

Mt. Lakes Chalet

Chasing Affinity Riverside, Modern, Hot Tub
Luxury chalet rentals

Peaceful Chalet in the White Mountain, Sleeps 15

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

5BR/2BA-Conway Chalet| Grill| Game Rm| | Fire pit

Bethel home w/ Mtn Views, AC, HotTub, & FirePit

Spruce Peak Chalet! HotTub! Dogs Ok! Firepit! A/C!

Chalet with sunset mountain views

Fall Deals | HotTub| Firepit|Sauna|Arcades|2-Dogs

The Crimson Cocoa Chalet
Lakefront chalet rentals

Twin Pines Chalet 3BR w/Private Beach and Dock

Mountain View, Lake, Private Dock, Pool&Amenities

Charming & Cozy 3 Bedroom Chalet

Mountain cabin with views, privacy, and more.

Dog friendly chalet with private beach

White Mtns Waterfront Chalet w/ Private Beach

Josh’s Campton Cottage!

Cozy Waterfront Cabin with Amazing Location!!!
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 $143 SGD 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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- 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
