Ski-in/Ski-out holiday rentals in Jackson

4.95 out of 5 average rating, 146 reviews

A charming wooden chalet is surrounded by vibrant fall foliage, showcasing a welcoming deck with red Adirondack chairs. An American flag gently flutters outside, while the natural landscape offers a serene backdrop to the cozy exterior.

Cabin in Greenwood

Cozy Cabin w/ Hot Tub & Fire Pit-Hike/Ski/Explore!

Whether you want to relax by the fire pit or chill in the hot tub under the stars, grill out on deck w/ mountain views, get cozy by the fireplace playing board games, hike local trails & waterfalls, swim/boat/fish at the beach, or walk to Mt Abram 2 min from cabin to hike/mountain bike/ski/snowmobile &enjoy live music, dinner & drinks at the outdoor beer garden-The Mountain House truly has it all! Explore surrounding area with a quick drive to downtown Bethel,Sunday River,& The White Mountains!

4.93 out of 5 average rating, 304 reviews

A red Jeep is parked in front of a two-story mountain getaway, featuring a distinctive door design. The backdrop showcases rolling hills adorned with autumn foliage under a clear blue sky. Green grass and a rock are visible in the foreground, enhancing the outdoor space.

Townhouse in Intervale

Spacious Town Home With Gorgeous Mountain Views!!!

Mountain getaway minutes from downtown No. Conway, Storyland, Mt. Cranmore, Attitash mountain, yet so secluded and quiet you would think you had your own private resort. Local amenities include hiking, golf, horseback riding, kayaking, swimming in the Summer; Winter months offer skiing, snowmobiling, snow shoeing; you can even cross country ski right out your back door in over 50 acres of conservation land and trails. Tax free shopping, restaurants and brew pubs are right around the corner.

4.83 out of 5 average rating, 357 reviews

A welcoming sign for Christmas Mountain is surrounded by lush greenery and colorful flowers. The sign features an emblem with mountains and a forest, while the neatly arranged stone border adds structure to the landscaped area. Natural light enhances the vibrant details.

Home in Intervale

Charming condo in white mountains, near Story Land

Spacious mountainside condo close to all White Mountain attractions. Master bedroom with en suite bath feat. jacuzzi tub. Second bedroom with 3 beds. Great space for families looking to visit ski mountains, and other winter activities (cross country ski, tubing, etc). Short drive to North Conway and Jackson. Updated kitchen and cozy family room with large sectional sofa. Unit also includes 2 sofa beds for additional sleeping space. Start your next family adventure from our comfortable condo!

4.99 out of 5 average rating, 210 reviews

A wraparound deck featuring wooden railings offers expansive views of the surrounding mountains. Two comfortable wooden chairs, one adorned with a colorful cushion, sit on the deck. A small table with a vase of flowers adds a charming detail to the serene outdoor space.

Home in Jackson

Mountain View Home | Steps to Hiking & Waterfalls!

Welcome to your White Mountain Retreat! Enjoy amazing views and a spacious game room perfect for family fun or relaxing with friends. This cozy home offers: Easy access to hiking, skiing, and local attractions Stunning Mountain Views from every room Shuffleboard, Foosball, and Games Galore! Outdoor fire pit for evening gatherings Chef’s kitchen with all the essentials for any gathering Weber Grill Whole Home Generator and Fast WiFi! The perfect mix of adventure and relaxation awaits.

4.89 out of 5 average rating, 457 reviews

A spacious room features a cozy bed covered with a patterned quilt, accented by a black pillow. Two windows allow natural light to fill the space, flanked by blue curtains. A vintage dresser and a bookshelf are positioned nearby, enhancing the welcoming ambiance.

Guest suite in Albany

Mountain Hideaway

Two private rooms with full bath in private home. Includes separate entrance sharing only a mud room. Downstairs room has a refrigerator, microwave, and toaster oven, coffee and tea provided. Located in a beautiful rural setting with mountain views adjacent to the National Forest and Tin mt conservation center. Only 1 mile from the Kancamangus Highway, route 16 and Conway. Minutes from outdoor activities: skiing, biking hiking, paddling and snowshoeing. Many restaurants and shops nearby.

5 out of 5 average rating, 104 reviews

The living area features a blend of warm wood paneling and natural light. A large sectional sofa is complemented by a comfortable armchair, with a coffee table positioned nearby. A desk is visible, offering a workspace, while a decorative rug adds texture to the floor.

Cabin in Dorchester

Stylish Cabin in Dorchester

Enjoy peace and quiet in the woods of Dorchester, at the foothills of the White Mountains! Elevated treehouse-style Cabin approximately 600 feet from the owner's main house. Tucked in the woods you will enjoy nature surrounded by moose, bear, deer, ermine, and more, while being only 15 minutes away from Plymouth. Close to Rumney Rocks climbing and countless hiking trails. Direct access to the amazing Green Woodlands for mountain biking in the summer and cross-country skiing in the winter.

4.91 out of 5 average rating, 172 reviews

A cozy living area features a dark blue sofa adorned with decorative pillows. A light-colored coffee table sits in front, while natural light enters through a large window framed by light curtains. A small cart and lamp complement the space, enhancing the inviting atmosphere.

Apartment in Bartlett

Cozy Condo at Attitash!

Enjoy activities & beautiful scenery offered at Attitash Mountain Village, in the White Mountains! This cozy one bedroom, 2nd floor condo sleeps four, and includes a completely renovated kitchen/living area and bathroom! You will be just steps away from a beautiful pool pavilion, tennis courts, playgrounds, the Saco River Beach, hot tubs, fire pits, an arcade, and a fitness center. Nestled among all the summer attractions of the area- 10 minutes to Story Land! Always something fun to do!

4.85 out of 5 average rating, 972 reviews

A cozy living area features a spacious sectional sofa with soft, textured cushions. A stone fireplace is centered against a wooden wall, providing warmth. Light streams in through windows, illuminating the rustic wooden beams and the staircase leading to the loft.

Cabin in Jackson

Cozy Log Cabin/Private Hot Tub/Brook/Fireplace

Cozy, RUSTIC, quiet, wooded setting. Private babbling brook, gas fireplace, hot tub, memory foam Mattress, cozy comforter, full kitchen, fresh linens, SMART TV, WiFi, clean bath, charcoal grill, picnic table, fire pit. Minutes to award winning restaurants, skiing, sleigh rides and all attractions. 1/2 mile to Black MT, horseback/pony rides, Shovel Handle pub, farm stand, etc. Hike, snow shoe (2 provided), backcountry ski, sled from your FRONT DOOR. 2 twin beds and fold out futon.

4.92 out of 5 average rating, 99 reviews

The living area features a stone fireplace with a television mounted above. A red sectional sofa and ottoman are complemented by a wooden dining table with industrial-style benches. Natural light fills the space through multiple windows, enhancing the cozy atmosphere.

Apartment in Conway

Cranmore Condo | Pool, Hot Tub & Minutes to Town

Unwind in comfort & style at this modern and spacious condo in Cranmore Mountain Resort! Steps from slopes, Adventure Park & resort amenities, this getaway offers a heated pool, hot tub, gas fireplace & private locker. Enjoy year-round adventure with skiing, hiking, dining & shopping nearby. 🏔 At Cranmore Mountain Resort 🎢 Steps to Adventure Park & Pool 🚗 3 Min to North Conway Village 🛍 7 Min to Settlers Green 🎡 10 Min to Story Land 🌲 Close to Echo Lake & Cathedral Ledge

4.87 out of 5 average rating, 106 reviews

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

5 Mins to Downtown NoCo, Storyland, & Echo Lake!

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!

4.85 out of 5 average rating, 292 reviews

A well-lit sleeping area features a spacious bed dressed in crisp white linens, complemented by decorative pillows. Sheer curtains frame a window allowing natural light, while a piece of artwork adds a touch of color. A cozy chair is positioned nearby.

Apartment in Lincoln

Cozy mountain getaway

Cozy mountain getaway, studio condo in the Lodge at Lincoln Station. Beautifully decorated with mountain theme and newly renovated bathroom and kitchen. Queen bed and sofa that extends to a queen bed. Enjoy your private patio, indoor heated pool and outdoor pool, game room, hot tub, and patio. Enjoy all that Lincoln has to offer for hiking, skiing, and site seeing. No pets are allowed on the property or premises and this is a non smoking property.

4.87 out of 5 average rating, 332 reviews

Apartment in Bartlett

Attitash Studio | 5min to Storyland| Pools

#attitashstudioNH situated in a prime location at the base of Attitash Mountain Ski Area, making it the perfect choice for anyone who loves the White Mountains. Skiers, snowboarders, hikers, outdoor enthusiasts alike will appreciate the resort-style amenities and comforts of our cozy studio. After a long day on the slopes or exploring the outdoors, relax in the jetted tub or curl up by the warm gas fireplace.

Popular amenities for Jackson ski-in/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

A modern mountain retreat is surrounded by snow-covered terrain, showcasing a striking black and wood exterior. The entrance features a welcoming wooden staircase leading up to the porch. Snow-capped mountains and ski slopes are visible in the background, emphasizing the property's scenic setting.

5 out of 5 average rating, 40 reviews

Brand New 5br Mountain Escape

5 out of 5 average rating, 32 reviews

Home in Greenwood

Exquisite Rustic Modern Ski Haus| Bike Park Access

5 out of 5 average rating, 4 reviews

The image captures a spacious home with a large deck, surrounded by vibrant fall foliage. The structure features a chimney and is situated on a landscaped lot. Trees with autumn leaves in shades of orange and yellow frame the property, providing a scenic backdrop.

Home in Bretton Woods

P7 Ski-In Ski-Out with Amazing View;Pool/gym pass

A stone patio with a fire pit is situated by the riverbank, surrounded by several Adirondack chairs. The rustic home is visible in the background, framed by lush greenery and clear blue skies.

4.96 out of 5 average rating, 105 reviews

Riverfront Loon Mtn Home - Walk to Ski Lifts

4.83 out of 5 average rating, 113 reviews

A spacious dining area features a long wooden table surrounded by multiple chairs with rustic designs. The room is illuminated by a unique antler chandelier, and a large window allows natural light to brighten the green walls. A kitchen area is visible in the background.

Home in Thornton

Thornton, NH: White Mountains Home Away from Home

The open concept living area features a cozy gas fireplace, a large sectional couch in warm tones, and a round coffee table. Two framed mountain landscape artworks adorn the wall. A sliding glass door offers access to the private balcony, allowing natural light to fill the space.

5 out of 5 average rating, 8 reviews

Central AC, Dog Friendly, Luxury, Pools, Hot Tub

4.88 out of 5 average rating, 94 reviews

A spacious kitchen is highlighted by a large central island with seating. Dark wood cabinets complement stainless steel appliances. A dining area with a wooden table and black chairs is visible, alongside a warm stone fireplace that adds a rustic charm to the space.

Home in Bartlett

On Attitash - Ski, Hike, Swim!

5 out of 5 average rating, 14 reviews

A spacious living area features a light-colored sectional sofa adorned with dark pillows, positioned on a decorative area rug. Soft lighting from two lamps complements a modern kitchen area visible in the background, equipped with white cabinetry and stainless steel appliances.

Home in Conway

“Tangerine” @ Cranmore

Family-friendly, ski-in/out home rentals

4.84 out of 5 average rating, 99 reviews

Aerial view captures a cluster of buildings nestled among dense pine trees, surrounded by rolling hills. The landscape showcases colorful autumn foliage, with patches of green and orange visible, while distant mountains rise gently in the background under a clear sky.

Apartment in Bartlett

Cute & cozy Attitash Studio Condo

4.94 out of 5 average rating, 47 reviews

An inviting dining area features a wooden table surrounded by chairs, with pendant lighting above. Artwork depicting mountain scenes adorns the walls, while a light-colored rug adds warmth to the space. A breakfast bar with stools offers additional seating next to an open kitchen.

Townhouse in Bartlett

Rare Luxury SKI-IN/SKI-OUT Condo

4.87 out of 5 average rating, 55 reviews

A bright entryway features a dark sofa with decorative pillows, complemented by a textured blue area rug. Natural light enters through multiple windows with wooden blinds. The hallway leads to a bathroom, indicated by a white door in the background, enhancing the home’s open layout.

Guest suite in Conway

Cozy River Getaway -near North Conway

5 out of 5 average rating, 7 reviews

Cozy Oasis | Mountain Views + Ski Shuttle

4.98 out of 5 average rating, 88 reviews

A rustic stone fireplace serves as the focal point in the living room, with a gentle flame flickering inside. A wooden coffee table showcases magazines, while surrounding seating includes a black armchair and a brown leather sofa. Soft white curtains frame the windows on either side.

Home in Bridgton

Easy Turns - Mountain Getaway

5 out of 5 average rating, 25 reviews

The open living space is bathed in natural light, featuring a kitchen area with wooden cabinets and white appliances, including a fridge and stove. A staircase leads to the loft area, while a comfortable seating area is positioned nearby.

Apartment in Lincoln

1 Bedroom Loft in Lincoln, NH

4.87 out of 5 average rating, 15 reviews

A large grassy field stretches across the image, bordered by trees on both sides. In the background, a red barn is visible, adding a rustic charm to the landscape. Wildflowers and native plants can be seen, enhancing the natural setting.

Tent in Dorchester

Site 1 - Meadow Camping @ Streeter Mountain Farm

5 out of 5 average rating, 41 reviews

Home in Wakefield

NEW Beautiful Lakefront Home! 500ft of Waterfront!

Ski-in/out cabin rentals

4.9 out of 5 average rating, 82 reviews

A serene outdoor space is displayed, featuring several black Adirondack chairs arranged around a fire pit, surrounded by natural landscaping. The cozy cabin is visible in the background, set amid tall trees. The area is designed for gathering and relaxation.

Cabin in Bartlett

Family & Pet Friendly*SLOPE SIDE*Fireplace*Stylish

4.96 out of 5 average rating, 24 reviews

A cozy living area features a large brown leather sofa facing a television mounted above a brick fireplace. Natural light pours in from large windows, and a wooden dining table with white chairs is visible in the open-concept space. A patterned area rug adds warmth to the floor.

Cabin in Bridgton

Haggetts Haus

A cozy red cottage sits surrounded by trees, featuring a welcoming front porch and a small stone path leading to the entrance. The gravel driveway provides ample space for parking, while the seasonal foliage adds to its charm.

Cabin in Bridgton

4.75 out of 5 average rating, 4 reviews

Cozy slopeside 2 BR cottage perfect winter getaway

4.95 out of 5 average rating, 44 reviews

The exterior of the three-bedroom home is showcased at dusk, with warm light glowing from its windows. A spacious deck is visible, supported by wooden posts, bordered by a natural landscape of trees and grass.

Cabin in Greenwood

Cabin w/ Views, Grill, Sauna, Pool Table, Games

The cabin features a rustic wooden exterior with a covered porch area, accented by several outdoor chairs. Stacked firewood is neatly arranged beneath the porch, surrounded by greenery. Stairs lead up to the entrance, providing access to the elevated structure.

Cabin in Bridgton

4.66 out of 5 average rating, 85 reviews

Mountaintop Cabin - Hike or Ski In!

4.64 out of 5 average rating, 120 reviews

The exterior of a cozy house is shown, surrounded by a pristine blanket of snow. A spacious deck extends across the front, with a railing overlooking the snow-covered landscape. Trees stand tall in the background, creating a peaceful winter scene.

Cabin in Jackson

Secluded getaway in White Mountains

4.96 out of 5 average rating, 48 reviews

An open living space features a dining area with a wooden table and chairs, accompanied by a cozy seating arrangement. A stone fireplace adds a rustic touch, while wood beams create an inviting atmosphere. Stairs lead to an upper loft area, enhancing the home's spacious feel.

Cabin in Franconia

Recently updated Chalet at Cannon Mountain