
Chalet holiday rentals in Jackson
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Top-rated chalet rentals in Jackson
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Lost Compass Cabin•Relax• Explore
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!

Shamrock Chalet - walk to Story Land/new Aquarium
Relax at the newly renovated spacious Shamrock Chalet, perfect for any season getaway! Located minutes away from dozens of popular North Conway/ NH spots including shopping, golfing, hiking, Attitash Mtn, Cranmore Mtn, Wildcat Mtn, Diana's Baths, Cathedral Ledge, Saco River and walking distance to Story Land. Enjoy the comforts of a large open concept living room, full kitchen with a dining room and game room. 4 bedrooms, 2 bathrooms, and outdoor deck space off of living room and dining room.

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.

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. Please note *cast iron stove in living room is disconnected for safety purposes, and is purely decorative.

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!

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.

Spring Escape: Cozy Home & Outdoor Movie Theater
Escape to North Conway this spring, where mountain air is crisp, waterfalls are flowing, and blooming trails await. Our cozy retreat is close to downtown shops, cafés, and scenic hikes. Enjoy peaceful mornings sipping coffee while bird watching, sunny afternoons exploring trails or waterfalls, and relaxing evenings stargazing or enjoy the outdoor movie theater. Perfect for couples, families, or a weekend away with friends—spring is the hidden gem season in the White Mountains 🌿

*Chalet in the Sky |Sleeps 8|N. Conway |Story Land
Your spring adventure awaits in the White Mountains! Stay in this cozy 2-bedroom Bartlett chalet, wake up to beautiful mountain views, explore nearby trails in bloom, and unwind after a day of fresh air and exploration. Story Land is just 10 minutes away! 🏔️ 🎢 Story Land -10 Min 🏞️ N.Conway Outlet Shopping-10 Min 🚠 Mt. Washington Auto Rd -35 Min 🌿 Diana’s Baths -10 Min

Epic White Mountain Chalet Getaway in Jackson
Located on Tyrol mountain, a former ski area with direct views of Mount Washington in the scenic town of Jackson, NH, this well-appointed and carefully curated 2,100 square foot chalet offers the perfect balance of mountain lodge living with all of today's comforts and amenities for the perfect mountain getaway in the heart of the White Mountains and Mount Washington Valley.
Popular amenities for chalet rentals in Jackson
Family-friendly chalet rentals

The Chalet~ 4 bed Lakefront Family Vacation

Mountain Chalet | Hot Tub | Fireplace | Story Land

Chalet Near Downtown | Firepit + Porch | Pets

Cozy Chalet with Stunning Mountain Views

Mountain View Cabin: Cozy Secluded Getaway

Modern Mountain Chalet Near Skiing & Attractions

Timberhaus | Alpine Chalet | Fire Pit • Story Land

Cozy Chalet on the River
Luxury chalet rentals

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

The Retreat | Hot Tub | Game Room | Sleeps 14

White Mountain Hideaway: Chic North Conway Chalet

Ski Chalet 6 min to River • Hot Tub & Sauna

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

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

5 BR+Heated SwimSpa+Sauna+Mtn Views+Games+Dogs OK

Spacious Mountain Chalet: Game Room & Pet-Friendly
Lakefront chalet rentals

On Lake Christopher, Close to Sunday River

Lake Side Lodge

Charming & Cozy 3 Bedroom Chalet

Pondside Getaway - Fishing, Canoeing, & Skiing

Mountain cabin with views, privacy, and more.

Waterfront/Private Dock/HotTub/Pool & Amenities

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 $191 SGD per night before taxes and fees

Verified guest reviews
Over 1,580 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
- Chalet rentals New Hampshire
- Chalet rentals United States
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Weirs Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Tenney Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Cranmore Mountain Resort
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wildcat Mountain
- Ice Castles
- Santa's Village
- Squam Lakes Natural Science Center
- Mt. Abram





