Ski-in/Ski-out holiday rentals in Bridgton

The exterior of the log cabin features a large covered porch with wooden railings, complemented by stacked stone accents on the chimney. Surrounded by a grassy landscape, the cabin sits amidst tall trees, showcasing its rustic charm in a serene natural setting.

4.92 out of 5 average rating, 156 reviews

Mt Abram ski in ski out Log Home

This cozy 15 year old log cabin sleeps 6 comfortable and has that log cabin and log furniture feeling and look. Situated on the slopes of Mt Abrams with very easy ski in and out. With a outdoor fireplace on large deck. This is truly your log cabin experience and sking adventure. The cabin has great views of the mountain range for viewing in Fall and Winter. it has 2 King beds, 2 Queen beds, 4 Twin beds, and 1 Full size bunk bed. This log cabin sits half way up Mount Abrams so you ski in and out.

4.7 out of 5 average rating, 258 reviews

A view from the bedroom showcases a large window revealing rolling hills and trees in the background. Soft natural light filters through a sheer curtain, illuminating the room's cozy decor, including a bedside lamp and a plush pillow on the spacious bed.

Condo in Newry

Ski in/ski out Sunday River Condo Brookside 2a210

Less hassle = more fun! Literally wake up , enjoy an easy breakfast, strap ski boots on & walk out to roadrunner trail. Dreamy vacation in this Sleep 3 slopeside studio condo. HOUSEKEEPING INCLUDED IN RATE. Walk to slopes & outdoor heated pool with huge hot tub open daily 11am - 9pm during ski season. Plush queen bed on living room level with views of white heat- no sofa, 1 easy chair and twin bed on kitchen level. Fully equipped kitchen, flat screen Tv & wifi. Brookside building #2 - unit A210

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.

4.92 out of 5 average rating, 156 reviews

Cozy Cabin w/ Hot Tub & Fire Pit-Walk to Ski Lift!

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!

4.88 out of 5 average rating, 102 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!

Located in the ski in/ski out community of Cathedral Trail, this on mountain home features access to the Attitash Mountain Village pools and spas, x-country trails, tennis courts, and more. Minutes to Storyland, North Conway, Diana's Baths, Saco River, and hundreds of hiking trails, this property is ideal for enjoying all the White Mountains have to offer. Fully equipped with a well stocked kitchen, outdoor grill, fire pit, board games and more. Sleeps 8 in three bedrooms, 10 with "Sleep Cave".

4.93 out of 5 average rating, 314 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 chalet-style home is nestled among tall trees, featuring a wooden deck with a set of stairs leading down to the ground. Large windows provide glimpses into the living spaces, welcoming natural light into the interior.

4.89 out of 5 average rating, 174 reviews

Moose Pond Mountain Escape

A two minute walk to Moose Pond and one mile from Pleasant Mtn skiing in picturesque Bridgton, Maine. This cozy retreat is perfect for those who want a relaxing getaway in a fun-filled area in the heart of the lakes region. Guests enjoy a short walk to Association's beach/dock access and kayaks, and a short drive to tennis courts and pool. Hike, bike and explore Western Maine's mountains, lakes and villages. Bridgton shops are 5 miles away while N. Conway's outlets are 20 miles to the east.

4.83 out of 5 average rating, 361 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, 215 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.

4.91 out of 5 average rating, 183 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.

Condo 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!

Two Adirondack chairs are positioned on the snowy shore, facing a serene lake framed by tall trees. The still water reflects the surrounding landscape, including snow-capped mountains under a partly cloudy sky. A peaceful winter scene is captured in this outdoor setting.

4.94 out of 5 average rating, 270 reviews

Let's Ski! Mins to Slopes, Snow & Fun on the Pond

Winter at Camp Wigwam! Lake cottage on North Pond. Skate, hike, enjoy the firepit in the snow. 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*

4.83 out of 5 average rating, 111 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 & 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!

4.94 out of 5 average rating, 104 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

Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home comfortably sleeps up to 12 guests. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front of the property. It is perfect for hiking, snow shoeing, cross country skiing, and walking.

Popular amenities for Bridgton ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

4.96 out of 5 average rating, 180 reviews

An open concept living room features a stone fireplace surrounded by a cozy seating area. Two light-colored armchairs and a wooden coffee table are positioned on a hardwood floor. Large windows provide natural light, while wooden beams add warmth to the ceiling.

Home in Jackson

Jackson Chalet with great views

4.75 out of 5 average rating, 4 reviews

North Star Trailside Ski-In Ski-Out Lodge

4.79 out of 5 average rating, 28 reviews

A cozy living area presents a dark leather sofa, a light-colored armchair, and a black ottoman. A flat-screen TV is mounted on the wall, complemented by a faux fireplace. Large sliding glass doors open to a balcony, with wooden skis mounted decoratively nearby.

Home in Newry

White Cap A-104 - Sunday River Condo

A dining area features a large round wooden table surrounded by several wooden chairs. A long wooden bench runs along one side of the space. Sunlight enters through multiple windows, highlighting the warm wood flooring and natural light atmosphere.

5 out of 5 average rating, 30 reviews

Silent Nights 5 Min to Mt Ice Fish & Wood Stove

An aerial view captures a cluster of charming condo units surrounded by a wooded landscape. A serene lake is visible in the distance, accompanied by lush greenery. The remaining snow hints at seasonal changes, while the layout of the units emphasizes a harmonious connection with nature.

4.84 out of 5 average rating, 19 reviews

Pleasant Mt. SLOPE SIDE Retreat!

The exterior of a red lodge is surrounded by vibrant autumn foliage. Tall trees provide a natural frame, while a stone chimney adds rustic charm. A gravel driveway leads to the building, showcasing a welcoming entrance with a distinctive green door and decorative elements.

4.91 out of 5 average rating, 67 reviews

New England Lodge in Western Lakes Region of Maine

4.98 out of 5 average rating, 65 reviews

A bright living area features exposed wooden beams and light-colored walls. Two comfortable sofas are arranged around a coffee table, with decorative cushions adding subtle detail. Natural light filters through multiple windows, creating an inviting space, while artworks hang on the walls.

Home in Oxford

Farmhouse at Oxbow Beer Garden

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.

4.98 out of 5 average rating, 89 reviews

Easy Turns - Mountain Getaway

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

5 out of 5 average rating, 15 reviews

Chalet in Bridgton

Ski-In/Ski-Out · 3BR · Sleeps 8 · Pleasant Mtn.

5 out of 5 average rating, 35 reviews

A warm kitchen area features a central island surrounded by black chairs. A wooden dining table with matching benches sits nearby. Large windows let in natural light and showcase the greenery outside, while wood paneling adds a rustic charm to the space.

Chalet in Bridgton

Get some last min skiing in! Pleasant Mtn is open!

4.94 out of 5 average rating, 31 reviews

A modern kitchen features a large island with seating for four, stainless steel appliances, and wooden cabinetry. A spacious dining area with a table for six is illuminated by natural light from windows, while a comfortable living area with a sofa is visible in the background.

Condo in Conway

Luxurious Ski-In/Out Condo on Cranmore Mountain!

4.87 out of 5 average rating, 15 reviews

A cozy living area features rustic wooden accents and has a comfortable couch adorned with mountain-themed pillows. The kitchen area is equipped with modern appliances and a breakfast bar with four stools. Natural light highlights the space, creating a welcoming atmosphere.

Condo in Bartlett

#1 @ AMV: Outdoors | Storyland | Hot Tubs | Pools

4.81 out of 5 average rating, 21 reviews

A welcoming sign stands at the entrance of Fall Line Condominiums, framed by snow-covered ground and towering evergreen trees. The sign highlights Frank's Bar and Grille, indicating a dining option nearby.

Chalet in Newry

Fall Line Ski in/out. Sleeps 6

A spacious deck features two red chairs and a gas grill. Warm lighting frames the area, creating a welcoming environment. The surrounding trees offer a natural backdrop, enhancing the outdoor living space. Access to the interior is visible through a glass door.

Condo in Bridgton

4.75 out of 5 average rating, 4 reviews

Ski-In/Ski-Out Condo at Pleasant Mountain!

5 out of 5 average rating, 5 reviews

An open living area is featured with a leather sectional sofa and a rustic coffee table. A gas fireplace is situated beneath a wall-mounted television. Natural light enters through large windows that overlook outdoor views, and a cozy armchair adds to the inviting space.

Condo in North Conway

3BR Ski-in/out Condo at Cranmore Mountain #1305

4.95 out of 5 average rating, 22 reviews

Condo in Bartlett

Attitash First Floor Studio Sleeps 4

Ski-in/ski-out cabin rentals

4.91 out of 5 average rating, 90 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

4.93 out of 5 average rating, 27 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

Cabin in Harrison

New place to stay

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

Private room in Buckfield

The rustic cabin is surrounded by a lush green landscape, featuring a wooden deck and a stone pathway. The building showcases a combination of wood and metal siding, with a central cupola and multiple windows allowing natural light. A variety of outdoor equipment is visible, emphasizing its adventurous charm.

4.97 out of 5 average rating, 31 reviews

OFF GRID, Mtn Top Site, Upstairs of cabin

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

4.69 out of 5 average rating, 99 reviews

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

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.