Ski-in/Ski-out holiday rentals in Bridgton

4.95 out of 5 average rating, 145 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.

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, 172 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, 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.

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, 172 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!

4.85 out of 5 average rating, 970 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.

4.87 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!

4.94 out of 5 average rating, 267 reviews

The living area features a cozy blue sectional sofa complemented by an accent chair and a decorative pouf. Natural light fills the space through large windows, which are adorned with woven shades. Wall art and unique decor, including a moose silhouette, enhance the welcoming atmosphere.

Cabin in Greenwood

Sunday River Open! Maine Paradise at North Pond

Camp Wigwam! Lake cottage on North Pond. Swim, fish, kayak, paddleboard and more. 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 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*

A cozy living area features a leather sofa and love seat, complemented by a recliner. Natural light enters through a skylight above. A rustic fireplace is flanked by wooden paneling. A dining table is positioned near the window, with a warm carpet underfoot.

4.88 out of 5 average rating, 104 reviews

Slope-side White Mountain Oasis

Serene and private condo. Walk drive or ski to access indoor and outdoor pools, hot tub, arcade and Matty B's for amazing pizza and drinks at Attitash Mountain Village. Walk to the Saco river. direct access to the slopes of Attitash Mountain, a short 5 min drive to Story Land or 13 minutes to downtown North Conway. A peaceful and centrally-located spot. Less than 10 minutes to Diana's Baths and many other amazing hiking trails and picnic spots.

4.89 out of 5 average rating, 225 reviews

The image displays a cozy studio featuring a king-size bed, a gas fireplace, and a well-equipped kitchen area with modern appliances. A view of the indoor pool and hot tubs is highlighted, alongside a welcoming sign for Attitash Mountain, showcasing proximity to ski activities.

Home in Bartlett

Fireplaced Mountain King Suite w/Hot Tubs & Pools

Welcome to the White Mountains getaway of your dreams! This cozy studio features a king-size bed, gas fireplace, and all of the following highlighted amenities: *1st Floor Location *Private Patio Overlooking Resort *Indoor & Outdoor Pools *4 Indoor & Outdoor Hot Tubs *Playground, Tennis Court, Ice Skating Rink (weather permitting), Saco River trail Signed rental agreement within 48 hours of booking.

Popular amenities for Bridgton ski-in/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

5 out of 5 average rating, 19 reviews

A modern dining area features a long wooden table set with plates and glassware, complemented by black upholstered chairs. The kitchen is visible in the background, showcasing sleek cabinetry and stainless steel appliances. Natural light floods the space through large windows, enhancing the warm atmosphere.

Home in North Conway

Brand NEW Ski-in/Ski-out retreat at Cranmore Mt.!

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, 27 reviews

Cozy Knights Hill Home

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.

4.83 out of 5 average rating, 18 reviews

Pleasant Mt. SLOPE SIDE Retreat!

4.96 out of 5 average rating, 76 reviews

The exterior of the FunHouse is showcased at night, featuring a modern chalet design with large windows and a combination of wood and stone materials. A snow-covered deck surrounds the entrance, with stair steps leading up to the front door. Warm light glows from within.

Home in Newry

FUNHOUSE

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

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, 88 reviews

Easy Turns - Mountain Getaway

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

5 out of 5 average rating, 48 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

Family-friendly, ski-in/out home rentals

4.79 out of 5 average rating, 19 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 cozy living area features soft grey furnishings, including a spacious sofa and two comfortable chairs. Natural light floods through sliding glass doors that open to a patio with outdoor seating. A stone fireplace and a bookshelf add warmth and functionality to the space.

5 out of 5 average rating, 7 reviews

All-Season Fun Near Saco River and Attitash Mtn

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, 99 reviews

Cute & cozy Attitash Studio Condo

4.87 out of 5 average rating, 46 reviews

A spacious living area features a large sectional couch with built-in cupholders, facing a wall-mounted TV. A wooden coffee table sits in the center, surrounded by a decorative plant and various board games. Natural light enters through nearby windows, enhancing the warm ambiance.

Chalet in New Durham

Mountainside Chalet+Sauna, near Gunstock/Mt Major!

5 out of 5 average rating, 31 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

4.94 out of 5 average rating, 32 reviews

A private deck features a table surrounded by two rattan chairs and two cushioned seating areas. Lush greenery of trees creates a natural backdrop, enhancing the outdoor space's tranquil environment.

Home in Madison

Brand new Mountain Side Family Retreat

5 out of 5 average rating, 16 reviews

A modern three-story building situated at the base of a snow-covered slope, with large windows reflecting the warm hues of the sunset. The ski lift can be seen in the background, along with pine trees framing the mountain landscape.

Apartment in Conway

Summit View | New Build, Ski in/out, All Year Pool

Townhouse in North Conway

The modern townhouse exterior features a combination of dark siding and wooden accents. Large windows allow natural light to enter the living spaces. A garage entrance is visible, complemented by a neat driveway bordered by greenery and stones, set against a backdrop of trees.

4.95 out of 5 average rating, 20 reviews

Townhouse Just Steps to Cranmore

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

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, 39 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

4.66 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

Secluded getaway in White Mountains