Ski-in/out rentals in Saddleback Ski Mountain Maine

4.85 out of 5 average rating, 183 reviews

A two-story home is surrounded by trees, with a welcoming front porch and outdoor seating area. The yard features a well-maintained lawn and stone path, ideal for relaxation and enjoying the natural scenery.

Home in Rumford

Sunnyside close to Sunday River/Black Mt A/C

Sunnyside is the perfect getaway for the family, a group of friends, or couples looking for peace and quiet. In the winter, come enjoy easy access to Sunday River, (20 minutes drive) Black Mountain, ( 7 minutes drive) and Mount Abram -30 minute. In the summer swimming (Ellis Pond, Roxbury Pond) for hikers, Whitecap Mountain Preserve. The trail is great for camping and hiking! Fall foliage is a stunning spectacle. Our home is perfect for your next vacation and we're looking forward to sharing it.

A vibrant red sectional sofa features colorful throw pillows, providing comfortable seating. A rustic wooden coffee table sits in front, resting on a patterned area rug. Natural light filters through large windows adorned with light curtains, illuminating the cozy living area.

4.97 out of 5 average rating, 68 reviews

2BR, 2BA Sugarloaf Mountain Ski-in Ski-out condo

Second-level Sugarloaf Mountain condo getaway! Master bedroom w/ queen bed; upper level open loft bedroom sleeps up to 4 in 1 twin-sized bunk beds + 2 twins; 2 full baths; gas-fireplace; laundry; granite kitchen countertops; & private balcony. Extremely convenient 1-min walk to Snubber chairlift, 30-sec walk to shuttle stop, & easy trail access to Sugarloaf Outdoor Center. Year-round activities: alpine skiing, x-country skiing, snow shoeing, fat biking, mountain biking, golf, hiking, & more!

The exterior of a modern condo is showcased against a mountainous backdrop, featuring a deck and surrounded by trees. Snow-capped slopes are visible in the distance, while the structure is set amidst a natural landscape, providing a serene atmosphere.

5 out of 5 average rating, 16 reviews

Mountainside - Ski In/Out Condo

You'll be close to everything in this modern condo. Top of Mountainside Road - walk 1 min to the trail & ski down to Whiffletree lift. Easy to stop for lunch or quick warm up. Après - stroll down to the Village for food & fun! 3 bedrooms (2 queen beds & 4 bunks) Open Kitchen, living & dining room w/ fireplace. Large mudroom for all your gear. Deck overlooking Bigelow Range. Last 6+ years 4.9 star reviews & managed by rental agent. Now Book direct with owner, a Sugarloafer since 1977!

A living space features a modern fireplace framed by dark cabinetry. Two patterned armchairs are positioned around a wooden coffee table atop a plush area rug. A staircase leads to an upper level, while a well-equipped kitchen with wood cabinetry is visible in the background.

4.9 out of 5 average rating, 10 reviews

Ski-In Ski-Out Condo Perfect for Families!

Prime Location: Access the Condo Cross Cut trail right behind the condo, or take a leisurely 6-10 minute stroll to the Sawduster Chairlift and the popular Shipyard Brew Pub. Outdoor Space: Unwind on the porch after a thrilling day on the mountain. Fun for Everyone: Challenge your friends and family to a game of ping pong in the game area—perfect for friendly competition! Accommodations: Our 3 bedrooms and 3 bathrooms, plus a fun lower-level twin bunk bed, ideal for kids or extra guests.

A cozy living area features a comfortable sofa and an accent chair beside a stylish table. A propane fireplace is framed by wooden shelves displaying decorative items. A flat-screen TV is positioned on a wooden console, with board games and books available for guest use.

4.96 out of 5 average rating, 105 reviews

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio

This cozy and comfy ski in/ski out condo is in a desirable location and just a short chairlift ride to the base of Sugarloaf Mountain. Ski or mountain bike directly from the condo! Family friendly. A queen bed settled in an alcove, queen murphy bed and pull out full size sofa bed provide plenty of sleeping space. Convenient indoor access to the pool, hot tubs, and sauna at the Sugarloaf Sports and Fitness Center (additional fees apply). Full kitchen, and one of the few with AC for summer!

4.88 out of 5 average rating, 33 reviews

The living area is designed with a stone fireplace as the focal point, flanked by comfortable seating. A flat-screen TV is positioned for easy viewing, while large windows invite natural light and showcase mountain views. A woven rug adds warmth to the hardwood floor.

Chalet in Rangeley

Relaxing Mountainside Getaway!!!

A spectacular 3/4 bedroom ski-in/ski-out condo on Saddleback Mountain with stunning views of Saddleback Lake! Fits 6 people comfortably. One queen bedroom with attached private full bathroom upstairs. Three bedrooms (king, queen and ski room with pull-out couch that can convert to twins or king). Open living area with propane fireplace, smart tv and WiFi. Offers all the comforts of home and has everything you will need to enjoy some relaxing time away from it all. You won’t want to leave…

The modern kitchen features white cabinetry and stainless steel appliances, with a countertop that accommodates three stools. A cozy living area is furnished with a dark sofa, complemented by decorative pillows, providing a comfortable space for relaxation.

5 out of 5 average rating, 16 reviews

Ski In Ski Out, Remodeled Studio Condo! Best Spot!

This condo is well-suited for individuals seeking convenience. Positioned along the shuttle route, it provides an unparalleled ski in/ski out experience with the lifts right out the door. Recently renovated, the unit accommodates up to 4 individuals, offering a murphy bed in the living room and a private bedroom furnished with a king-size bed. The fully equipped kitchen allows for the enjoyment of home-cooked meals within the cozy confines of the space.

4.98 out of 5 average rating, 134 reviews

Chalet in Sandy River

Mountainside at Saddleback - Sunsets! Views!

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Incredible views - and sunsets - in all seasons. Ski-in/Ski-out in winter (natural snow dependent), in summer enjoy a peaceful, beautiful and comfortable mountain retreat. Come for outdoor adventures, time on the nearby lakes or just to unwind and soak in the scenery. Yes, we have A/C and fast fiber WiFi! HDTV w/streaming services included.

Holiday home in Carrabassett Valley

An open living area is displayed, featuring a stone fireplace as a focal point. Comfortable seating options include two patterned armchairs and a neutral sofa. A dining table for 10 is visible, complemented by a well-equipped kitchen area. Natural light flows through several large windows.

4.93 out of 5 average rating, 45 reviews

Ski-in, Ski-out Timbers 4-Bedroom condo

This Timbers location cannot be beat: ski-in, ski-out, only a 5 minute walk to base village and right next to the Superquad! Newly furnished and stylishly decorated, this family-friendly 4 bed, 3 bath Timbers condo features an open-concept main floor with living area, kitchen, and dining table for 10. Well-stocked kitchen and TV for each bedroom. Upstairs has 3 BR, 2 BA and basement has ski prep & rec area, additional bathroom and bunk room.

Home in Dallas Plantation

An inviting living area features high, sloped ceilings and ample natural light filtering through large windows. Cozy seating is arranged around a circular coffee table, and the dining area is visible in the background. A warm, neutral color palette enhances the relaxed atmosphere.

5 out of 5 average rating, 22 reviews

Hot Tub | Game Room | Mountain Views | Sleeps 10

This cozy retreat near Saddleback Mountain and Rangeley Lakes is perfect for all-season adventure, skiing, hiking, paddling, and more. Soak in the private hot tub with mountain views, relax in the entertainment basement, and enjoy a flexible sleeping setup with two queen bedrooms and a loft-style bunk space. Whether you're gathering with family or friends, this home makes the perfect Rangeley base.

An aerial view captures the surrounding landscape blanketed in snow, highlighting the Snubber Chairlift and the nearby Trout Brook area. The distant mountains rise majestically, their slopes marked by ski trails, while clusters of snow-covered buildings can be seen in the foreground.

4.86 out of 5 average rating, 43 reviews

Ski In Ski Out, Pet Friendly, Pool & Hottub Access

This family-friendly condo epitomizes convenience! Situated just steps from the Snubber Lift and along the complimentary shuttle route, it is also in proximity to dog-walking paths and walking trails. This fully equipped two-bedroom, two-bath residence provides everything necessary for an unforgettable stay. Enjoy the gas fireplace after a day on the slopes, or take advantage of the private pool.

The living room features a modern layout with a dark blue sectional sofa and a matching ottoman. Natural light pours in through large windows, illuminating a geometric area rug in light and dark tones. A door leads to an exterior deck, enhancing the room's accessibility.

4.76 out of 5 average rating, 105 reviews

Sugarloaf Ski-in/out condo

Ski in/out of our Snowbrook condo right on Sugarloaf Mountain. Cross Country Ski to the groomed trails right outside the unit. Ski all day on a nationally ranked mountain and then enjoy the active night life with live music playing at several venues on the mountain. Trails for hiking and mountain biking are right behind the condo for the summer/fall.

Popular amenities for ski-in/out rentals near Saddleback Ski Mountain Maine

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

The exterior of the upper-level condominium is showcased, featuring a blend of screened-in porches and large windows. The surrounding grassy area provides a natural setting, with trees visible in the background and a clear blue sky above.

4.81 out of 5 average rating, 36 reviews

*New to Market* 410 Snowflower

A stone pathway is framed by lush greenery, leading to a wooden porch elevated above the ground. The porch features natural wood elements and hanging plants, providing a welcoming appearance in a serene wooded environment.

Home in New Portland

5 out of 5 average rating, 3 reviews

4-Season Riverside Cottage near Sugarloaf

A spacious living area features a large sectional sofa with various cushions, complemented by a dark coffee table. A flat-screen television is positioned above a fireplace. Large sliding doors allow natural light and views of the outdoor space, framed by trees outside.

4.72 out of 5 average rating, 36 reviews

Condo near wiffletree chairlift!

The spacious living area features hardwood floors and a stone fireplace. A large SMART TV is mounted on the wall, accompanied by comfortable seating. The kitchen is equipped with modern appliances and a breakfast bar with four stools, enhancing the functionality of the space.

5 out of 5 average rating, 18 reviews

Luxury 4bd/3.5ba Timbers Ski In/Out with Hot Tub!

The exterior of the townhouse-style condo is framed by snow-covered trees, with a light yellow facade highlighting large windows. A snow-drift covers the pathway leading to the entrance, while wood logs are stacked neatly on the left side.

5 out of 5 average rating, 8 reviews

Town House at West Mountain

The three-story townhome building is set against a snowy mountain backdrop, with tree-lined areas in the foreground. The slopes of the mountain, visible in the distance, hint at the ski-in ski-out access available from the property.

5 out of 5 average rating, 6 reviews

Sugarloaf Ski In/Out - Fall Line

A row of multi-level brown buildings is set against a backdrop of bare trees, revealing the seasonal shift with patches of snow on the ground. Wooden stairs and a railing lead through a landscape of autumn foliage and tall grass, creating a welcoming approach.

5 out of 5 average rating, 5 reviews

Ski In/Ski Out Timbers Condo

A spacious living area is furnished with a large sectional sofa, complemented by decorative throw pillows and a cowhide rug. A wooden coffee table holds various items, and bookshelves filled with books line the walls. Natural light enters through a window dressed with simple curtains.

5 out of 5 average rating, 9 reviews

Ski house with great amenities

Family-friendly, ski-in/out home rentals

A welcoming three-story, wooden townhouse is showcased, featuring a combination of stone and wood siding. The entrance includes two front doors framed by large windows. A wooden staircase leads to the entryway, surrounded by a gravel path and a rock border.

4.97 out of 5 average rating, 62 reviews

6011 Allagash Drive at Sugarloaf

A view is presented from a porch, showcasing a snow-covered landscape. Snowbanks frame the path leading down, while the distant trees and mountains can be seen under a partly cloudy sky, providing a serene winter atmosphere.

4.9 out of 5 average rating, 68 reviews

On Mountain Studio in the heart of Sugarloaf!

A wooden Adirondack chair is positioned on a covered porch, facing a scenic view of snow-covered ground and distant mountains. Soft clouds drift across the sky, with a tree partially visible. The tranquil setting conveys an inviting atmosphere for relaxation.

4.98 out of 5 average rating, 44 reviews

Spacious Ski In-Ski Out 1BR with Fireplace&Hot Tub

A sunlit living area features large windows that provide a view of the surrounding nature. A comfortable leather sofa faces a gas fireplace, with a coffee table and a lamp nearby. A small dining table is situated at the corner, complementing the cozy atmosphere.

5 out of 5 average rating, 16 reviews

2 BR+loft/2 Bath Ski-in Ski-out Snowflower condo

Townhouse in Carrabassett Valley

A breathtaking aerial view captures a sprawling ski resort nestled among rolling mountains. Snow-covered trails meander down the slopes, leading to a cluster of buildings below. The landscape showcases a harmonious blend of white snow, evergreen trees, and distant peaks under a cloudy sky.

5 out of 5 average rating, 71 reviews

Year-round Sugarloaf Mountain Townhouse *w/ AC*

An aerial view captures the snowy landscape surrounding the condo and neighboring buildings. The snow-covered ground contrasts with the structures, and ski lift chairs are visible to the side, indicating easy access to outdoor activities. Nearby trees and a winding road complete the scene.

5 out of 5 average rating, 33 reviews

Snowdrop Trailside Condo

A view from a window showcases snow-covered grounds and a series of light blue buildings nestled against a backdrop of a snow-capped mountain. The bright sunlight creates a serene winter landscape.

4.86 out of 5 average rating, 7 reviews

Updated Family Ski-In/Out Condo w/ Pool Access

Townhouse in Carrabassett Valley

A warm bedroom is presented with a spacious log bed, dressed in plaid bedding. Soft lighting from two bedside lamps creates a cozy atmosphere, while a window offers a view of the surrounding wooded area. A decorative 'SKI' sign adds a playful touch.

4.9 out of 5 average rating, 49 reviews

Sugarloaf Mt: on the mountain, pool, hot tub

Ski-in/out apartment rentals

The exterior of the wooden condo features a warm, natural finish with large windows allowing for ample natural light. A balcony extends from the upper level, providing private outdoor space. The roof has a brick chimney, adding a rustic touch to the design.

Apartment in Rangeley

5 out of 5 average rating, 4 reviews

The Nest, 3-4 Bedroom Condo @ Saddleback Mountain

A comfortable leather couch is centrally positioned, adorned with decorative throw pillows in a muted palette. Natural light filters through the large picture window, illuminating the room and providing a view of the surrounding trees. Soft curtains frame the window, enhancing the cozy atmosphere.

4.94 out of 5 average rating, 16 reviews

Ski in /Ski out condo. Best location in Sugarloaf!

A view of Sugarloaf Mountain dominates the image, featuring a snow-covered landscape and distinct skiing trails. A mix of evergreen trees is positioned in the foreground, framing the mountain and creating a natural border. The sky is clear, highlighting the mountain's rugged terrain.

5 out of 5 average rating, 9 reviews

Winter's Way Sugarloaf Getaway

A cozy living area features a modern entertainment unit with a flat-screen TV mounted on the wall. A wooden coffee table is positioned in front of a comfortable couch, complemented by a patterned rug. Natural light enters through a large window, with a view of the outdoors.

4.74 out of 5 average rating, 80 reviews

Sugartree II Ski in/ski out studio. Near Golf too

A deck is visible with a wooden table and four chairs, surrounded by snow. In the background, a snowy landscape is seen with individuals walking, while trees and distant buildings frame the view. The scene conveys a tranquil winter atmosphere.

4.94 out of 5 average rating, 36 reviews

Truly ski in/ski out. Studio near the Super Quad .

The exterior of a multi-story condominium is displayed, covered in a layer of snow. The backdrop features Sugarloaf Mountain, showcasing its ski trails and winter landscape. Clear blue skies provide a vibrant contrast to the snow-covered scenery.

4.91 out of 5 average rating, 85 reviews

Sugarloaf On Mountain Condo! Ski In/Out

4.6 out of 5 average rating, 15 reviews

On Mountain Studio Condo