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.

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Top guest favourite
Chalet in Conway
4.94 out of 5 average rating, 123 reviews

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

Top guest favourite
An outdoor space features a stone fire pit surrounded by several red chairs, providing a cozy setting for gatherings. A large wooden pergola offers shade to a dining area, which includes multiple tables and chairs, ideal for outdoor meals. The charming barn-style house is visible in the background.
Chalet in Intervale
4.88 out of 5 average rating, 163 reviews

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

Guest favourite
An indoor fireplace stands against a light-colored brick wall, complemented by decorative pampas grass in a vase. A cozy seating area features plush cushions, while a spacious sleeping area is visible in the background with a king-size bed and ample natural light from large windows.
Chalet in Intervale
4.83 out of 5 average rating, 242 reviews

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!

Guest favourite
An open-concept living area features a wooden dining table set with placemats and a centerpiece. The kitchen showcases dark cabinetry and modern appliances, while a cozy seating area includes a recliner and a large sofa. Light floods the space through expansive windows and skylights.
Chalet in Bartlett
4.74 out of 5 average rating, 161 reviews

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.

Top guest favourite
Chalet in Whitefield
4.97 out of 5 average rating, 300 reviews

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.

Guest favourite
The exterior of the chalet features a combination of wooden shingles and contemporary siding. A spacious balcony with a decorative railing extends from the main level, flanked by large windows that allow for ample natural light. Lush greenery surrounds the property.
Chalet in Glen
4.84 out of 5 average rating, 233 reviews

The River Ellis Chalet

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!

Top guest favourite
A cozy living area features a stone fireplace, surrounded by large windows that invite natural light. Leather sofas are arranged for relaxation, with a spacious television stand and a wooden side table enhancing the warm ambiance. Exposed wooden beams create a rustic charm.
Chalet in Intervale
4.97 out of 5 average rating, 119 reviews

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.

Top guest favourite
Chalet in Bartlett
4.98 out of 5 average rating, 175 reviews

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!

Top guest favourite
The vintage ski chalet features a unique architectural style with a striking red exterior and stone accents. Expansive windows on the upper level provide views of the surrounding landscape. A wooden deck extends from the side, inviting outdoor relaxation in a serene mountain setting.
Chalet in Jackson
4.96 out of 5 average rating, 128 reviews

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.

Guest favourite
An open living area features a comfortable sectional sofa arranged around a spacious floor with luxury vinyl. Light streams through large windows, and a spiral staircase leads to an upper floor. Sliding doors open to a deck space surrounded by natural scenery.
Chalet in North Conway
4.85 out of 5 average rating, 112 reviews

5 Mins to Downtown NoCo & Cranmore Mountain!

PRIME location! Private, secluded four-season chalet in North Conway, NH less than 1 mile from Cranmore Mountain, and <5 minute drive to downtown! NOCO offers shopping and a variety of restaurants, all while being minutes from Story Land, Echo Lake, Diana’s Baths, hiking, golfing and the NEW Mountain Adventure Park! This park offers zip lining, summer tubing, mountain coaster, inflatable obstacle course and so much more! Come enjoy your summer here full of activities!

Guest favourite
A spacious living area features a stone fireplace, surrounded by windows offering views of the snowy landscape. Natural wood accents and warm tones create a cozy environment, while a comfortable chair and woolen blanket invite relaxation.
Chalet in Campton
4.9 out of 5 average rating, 414 reviews

Mountain cabin with views, privacy, and more.

Cabin in the woods with amazing mountain views. Situated on 2.5 acres and surrounded on 3 sides with 30 additional steep wooded acres; peace and privacy. NOTE: winter driving will require snow tires or 4wheel drive as the house is on an incline road. Skiing, Snowboarding: - 25 minute drive to Loon Mountain - 25 minute drive to Waterville Valley - 25 minute drive to Tenney Mountain Resort Cabin professionally cleaned between stays w/extra attn on high touch areas.

Top guest favourite
Chalet in Intervale
5 out of 5 average rating, 169 reviews

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.

Popular amenities for chalet rentals in Jackson

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 ₹10,869 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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