Ski-in/Ski-out holiday rentals in Jackson

4.98 out of 5 average rating, 120 reviews

The open layout features a dining area with a rustic table and comfortable seating for six. A cozy sectional sofa is positioned near a door leading to the outdoor patio. Soft lighting and decorative elements create a welcoming and homey environment.

Condo in Conway

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

Welcome home to Unit 1104 @ Cranmore! Ground level, mountain view. ON SITE: Outdoor, heated pool & hot tub, bike trails, walking trails, fitness center, bar/restaurant, fire pits, lift rides, summit brewery, mountain amusement rides! PLAN AHEAD FOR ALL TICKETS! Gated, free parking & private locker. Cranmore Mountain Resort offers a plethora of activities for all ages! NEARBY: Golf, train rides, hiking, boating, tubing. WALK to all local shops & restaurants in N. Conway, only 1.2 miles away.

4.93 out of 5 average rating, 320 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.

A cozy living area is illuminated by warm lighting, featuring a comfortable sofa adorned with decorative pillows. A coffee table holds potted plants, complementing the wooden furniture. The adjacent kitchen is equipped with modern appliances and counter seating, blending functionality and comfort.

4.91 out of 5 average rating, 518 reviews

Across from Storyland & Heated Pool

Welcome to the perfect getaway condo in the heart of the mountains! Our 2 BR home is directly across from Storyland, close to major ski resorts, minutes from downtown North Conway, &located on a Country Club where you can enjoy golf and the in-ground HEATED pool (typically June-August; can vary!) making this the perfect NH getaway. The condo has a private entrance, a fully equipped kitchen, grill, cable & WiFi and video & board games so all you are left to bring are your toiletries and food!

4.83 out of 5 average rating, 364 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!

4.98 out of 5 average rating, 221 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.

5 out of 5 average rating, 116 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

Cozy Luxury 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.

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.

4.91 out of 5 average rating, 193 reviews

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!

4.94 out of 5 average rating, 271 reviews

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle

Summer at Camp Wigwam! Lake cottage on North Pond. Swim, paddle, hike, enjoy the firepit. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the Wii, 100+ DVDs' and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*

4.85 out of 5 average rating, 1,032 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, 116 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.

Condo in Conway

Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6

Walk out the door and into Cranmore Mountain Adventure Park — Mountain Coaster, zipline, Giant Swing, scenic chairlift rides, hiking trails, and the only lift-served downhill bike park in the Mt. Washington Valley, all steps from the condo. Modern 2BR/2BA sleeps 6 with a king suite + bunk room, both with private baths. Heated outdoor pool + hot tub on-site, North Conway Village 3 minutes away. Built for the kind of family getaway where parents actually relax.

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.

4.84 out of 5 average rating, 104 reviews

Cute & cozy Attitash Studio Condo

Have fun with the whole family at this stylish place. Studio condo sleeps 4. Tasteful, cozy, and fully equipped with full kitchen, w/d, gas fireplace, patio, access to bbq, sauna, gym, indoor & outdoor pools & onsite restaurant. . Enjoy all 4 seasons in the White Mountains. Only a few steps to to ski lifts, xc ski trails, a beautiful Saco River beach, hiking & walking trails. All at the base of Attitash Mountain, waiting for you to enjoy!

4.87 out of 5 average rating, 352 reviews

Attitash Studio | 5min to Storyland| Pools

Our Family Friendly Attitash Studio is 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/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

5 out of 5 average rating, 18 reviews

Home in Conway

Story Land Retreat-Sleeps12-Hot Tub+Games+Loft

5 out of 5 average rating, 40 reviews

Home in Greenwood

Exquisite Rustic Modern Ski Haus| Bike Park Access

4.92 out of 5 average rating, 12 reviews

The dining area features a large table that seats ten, positioned beside multiple windows offering mountain views. Soft lighting hangs over the table, and a blue rug lies beneath. Outdoor access is provided through sliding glass doors leading to a balcony with snow-covered surfaces.

Home in Jackson

180 Degree Mountain Views, on the Jackson Trails

4.96 out of 5 average rating, 113 reviews

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.

Home in Lincoln

Riverfront Loon Mtn Home - Walk to Ski Lifts

4.72 out of 5 average rating, 157 reviews

The modern kitchen features wooden cabinetry with glass fronts, complemented by a decorative tile backsplash. A black stove and refrigerator are included, along with a wooden dining table set for four. Natural light filters in through a window, illuminating the inviting space.

Home in Bartlett

Cozy in Bartlett!

4.82 out of 5 average rating, 118 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

5 out of 5 average rating, 56 reviews

The contemporary home features a warm wooden exterior with a green metal roof. Nearby, a well-maintained patio area with several Adirondack chairs is set against a backdrop of lush greenery and mountain views, providing a serene outdoor escape.

Home in Jackson

Romantic Post & Beam, Mtn Views, Walk to Village

4.95 out of 5 average rating, 111 reviews

An expansive wooden deck provides a welcoming space for relaxation, featuring multiple chairs and a table. A large umbrella offers shade, while the lake and trees are visible in the background, showcasing the natural surroundings and unobstructed views.

Home in Tuftonboro

20 Mile Bay - Tuftonboro - Lake View

Family-friendly, ski-in/ski-out home rentals

5 out of 5 average rating, 11 reviews

Guest suite in Jackson

Ski in and out right on Black Mountain in Jackson

4.99 out of 5 average rating, 508 reviews

A yellow and white daffodil blooms prominently in the foreground, surrounded by lush green grass. In the background, a rustic red barn with the sign 'Spring Hill Farm' is visible against a cloudy sky.

Apartment in Sutton

Spring Hill Farm, coffee & hot tub

5 out of 5 average rating, 41 reviews

The exterior of Mountain View Haus is shown, featuring large windows that reflect the surrounding greenery. A spacious deck is visible, complemented by a stone chimney. The home is nestled amid a vibrant landscape, with well-kept grass and a pathway leading towards the entrance.

Townhouse in Jackson

Mountain View Haus 4 season fun on Black Mountain

4.85 out of 5 average rating, 509 reviews

A converted school bus in a natural setting is surrounded by greenery, including trees and shrubs. The bus features a blue and yellow exterior, with windows displaying plant decorations. The entrance is adorned with potted plants, leading up to a small step at the door.

Bus in Thornton

Schoolbus

5 out of 5 average rating, 68 reviews

A modern hot tub is positioned next to large windows, offering tranquil views of the green mountains and landscape while providing a serene space for relaxation. The bubbling water enhances the inviting atmosphere of this wellness area.

Townhouse in Jackson

Storyland, AC, Hiking, Foliage, Sauna & HotTub

4.92 out of 5 average rating, 52 reviews

The open-concept living space features a cozy seating area with a couch and chairs, complemented by a coffee table. A dining table for six is positioned nearby, with a kitchen showcasing modern appliances. Natural light filters through window blinds, creating a warm ambiance.

Apartment in Bartlett

Evergreen Lodge: Storyland, Pool, Hot tub Attitash

4.95 out of 5 average rating, 153 reviews

Condo in Lincoln

Loon South Peak Riverfront 1Bd | Hot Tub & Pool

5 out of 5 average rating, 43 reviews

The exterior of the ski-in/ski-out home is showcased against a sunset sky, highlighting the peaked roof and expansive front porch. Two garage doors provide access to the 1-car garage, while mountain views are visible in the background, framed by lush greenery.

Townhouse in Jackson

Black Mountain Ski in/out Home | Views + Hot tub!

Ski-in/ski-out cabin rentals

4.91 out of 5 average rating, 92 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

4.92 out of 5 average rating, 12 reviews

Cabin in Harrison

Black Cabin Retreat-2BD/1B/Hot Tub/Ac/Wi-fi/W/D

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.

4.95 out of 5 average rating, 44 reviews

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

4.69 out of 5 average rating, 103 reviews

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

Mountaintop Cabin - Hike or Ski In!

4.65 out of 5 average rating, 122 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

4.91 out of 5 average rating, 56 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

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.

4.93 out of 5 average rating, 162 reviews

Cozy Cabin w/ Hot Tub & Fire Pit - Hike/Bike/Swim!

The exterior of the cabin features large glass windows reflecting the colorful evening sky. The sloped roofline and modern design are contrasted by the natural landscape in the background. A hint of green seating is visible on the deck, enhancing the outdoor living space.