Ski-in/Ski-out holiday rentals in Bridgton

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, 157 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!

4.93 out of 5 average rating, 315 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, 362 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.

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, 184 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!

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*

4.85 out of 5 average rating, 1,010 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.

4.83 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!

4.92 out of 5 average rating, 115 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

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Hit the slopes in seconds from this ski-in location at Cranmore Mountain Resort! Perfect for families, this modern 2-bed condo sleeps 6 with king master suite + bunk room, both with private baths. After skiing, soak in the heated outdoor pool & hot tub. Enjoy on-site dining, fitness center, private ski locker & cozy gas fireplace. Just 3 min to North Conway's restaurants & shops. Your ultimate White Mountain winter escape starts here!

4.87 out of 5 average rating, 345 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.

Townhouse in North Conway

The open kitchen features modern stainless steel appliances, including a refrigerator and stove. A spacious island with Quartz countertops provides seating for four, complemented by white bar stools. The dining area is visible, showcasing a dining table set for six, with natural light flowing in from nearby windows.

4.97 out of 5 average rating, 377 reviews

Family friendly + Mountain Views @amountainplace

Our Family-Friendly, Mountain View Townhouse is tucked away but just an 8 minute drive to downtown North Conway. Relax by the gas fireplace, soak in the views, cook in the updated kitchen, swim in the heated outdoor pool (open Memorial Day to Labor Day) or head out the backyard to find hiking trails. Great proximity to all the White Mountains has to offer. Don’t miss out!

Popular amenities for Bridgton ski-in/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

4.75 out of 5 average rating, 4 reviews

North Star Trailside Ski-In Ski-Out Lodge

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!

4.91 out of 5 average rating, 43 reviews

A spacious living area features large windows allowing natural light, complemented by a comfortable orange sectional sofa and a coffee table. A dining area with a wooden table and four stools is visible, enhancing the open layout. Beams on the ceiling add architectural interest.

Home in Newry

Brookside II B-305 - Sunday River Condo

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

4.88 out of 5 average rating, 104 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!

Family-friendly, ski-in/out home rentals

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.

Apartment in Conway

Luxurious Ski-In/Out Condo on Cranmore Mountain!

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.

4.83 out of 5 average rating, 18 reviews

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

Apartment in North Conway

An open living and dining area features a large dining table set for meals. A stone fireplace serves as a focal point beneath a wall-mounted flat-screen TV. Natural light floods through windows, highlighting a cozy seating arrangement with a sofa and soft decorative accents.

5 out of 5 average rating, 18 reviews

3BR Ski-in/out Sunset View 4th Floor Condo #1403

A modern living area features a gray sectional sofa adorned with decorative pillows, facing a wall-mounted television. A small dining area with a high chair is visible near a sleek kitchen counter, which is accented by garnishing plants. Natural light enters from the sliding door that leads outside.

4.95 out of 5 average rating, 76 reviews

Cozy Attitash Mtn Resort Condo with Full Amenities

4.99 out of 5 average rating, 78 reviews

A spacious living room features a cozy sectional couch and a large coffee table, complemented by a stone fireplace beneath a mounted television. Ample natural light fills the room through large windows, revealing views of the outdoors.

Apartment in Conway

True Upscale Ski In & Out Condo with Pool & Hot Tu

4.86 out of 5 average rating, 141 reviews

A three-story log cabin is shown, featuring a green roof and wooden exterior. The front porch is highlighted with sturdy railings and steps leading to a driveway. Surrounding trees and mountain views are visible, accentuating the tranquil setting.

Home in Bartlett

Mountain Views from Log Cabin Dream

5 out of 5 average rating, 42 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!

4.98 out of 5 average rating, 263 reviews

A spacious porch features comfortable swinging chairs with light blue cushions, surrounded by wooden railings. Sunlight filters through the trees, creating a serene atmosphere. The outdoor space offers ample seating, allowing for relaxation while enjoying views of the green landscape.

Cabin in Gilford

The Lakes Region Log Cabin

Ski-in/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

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

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, 102 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.