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.

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!

Flat in Carrabassett Valley

5 out of 5 average rating, 10 reviews

Ski In Ski Out, Prime Location, Park & Walk!

Your family will enjoy unparalleled convenience when you stay at this centrally located condo on Sugarloaf Mountain. This prime location offers ski-in/ski-out access, with chairlifts visible from your unit. The condo features a queen-sized Murphy bed, built-in bunk beds, full bathroom, living room equipped with a gas fireplace, and a compact kitchen. Additionally, you can easily walk to nearby restaurants and shops. The property is also situated on the shuttle route for added accessibility.

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…

An aerial view displays the expansive snowy landscape of Sunday River, highlighting the ski slopes that wind through the mountains. The condo's location is marked, positioned conveniently near the base area for easy access to outdoor activities.

4.92 out of 5 average rating, 104 reviews

Slope Side | Ground floor | Hot Tub, Pool, Sauna

Conveniently located at the base of Sunday River, this cute condo is poised to please! This is the epitome of convenience and offers amenities galore. You will certainly appreciate the convenient slopeside location (right off the bunny trail), indoor heated pool, hot tub, common room with fireplace, ski storage & laundry room. After your ski adventures, come home to this clean and updated condo. The ultra-functional layout is perfect for spending time with family and friends.

A cozy studio layout showcases a queen-size bed with patterned bedding, two windows providing natural light, and a functional table with seating. A television and shelving units add convenience, while an attractive area rug complements the space.

4.85 out of 5 average rating, 33 reviews

Ski inSki Out, Studio, Pet friendly! Best location

This centrally-located condo offers proximity to various amenities. Ski in-Ski Out, Equipped with a full kitchen, bathroom, flat-screen TV, ski locker, Wi-Fi, and more, this condo ensures a comfortable stay. Step outside to find the ski lift conveniently located just outside the door. Suitable for 2 adults, guests can enjoy post-skiing drinks at the Sugarloaf BrewHaus within walking distance or the Sugarloaf Fitness Center across the street (for a fee). Dog friendly!

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.

5 out of 5 average rating, 19 reviews

"It's a Beaut Clark" Ski-In/Out Trailside FL W105

Newly Renovated Ski In/Ski Out condo right in the heart of Sunday River. POOL, HOT TUB, SAUNA, NIGHT SKIING, KING BED, Comfy. Enjoy the convenience of skiing right outside your front door. Space for 5-6 guests with a full kitchen, living room, bathroom, bedroom (3 beds), porch, upper deck, and a ski locker. Year round fun with skiing, golf, hiking, pubs, and events just a short walk away. Book Today and Enjoy!

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, 23 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.

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

5 out of 5 average rating, 5 reviews

A spacious dining area is highlighted by a large wooden table surrounded by black chairs. Natural light filters in through large windows, accentuating the warm wooden accents of the ceiling and walls. A ceiling fan offers comfort in the open space.

Home in Newry

Direct Trail Access & Indoor Heated Pool

4.79 out of 5 average rating, 19 reviews

A comfortable living area is featured, showcasing a large window that offers views of the slopes outside. Seating includes two barstools positioned at a window nook, and a cozy sofa is situated nearby. A flat-screen TV and a stone fireplace contribute to the inviting ambiance.

Home in Newry

Slopeside: Merrill Brook 1-C

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

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

Flat in Carrabassett Valley

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 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.

4.69 out of 5 average rating, 249 reviews

Ski in/ski out Sunday River Condo Brookside 2A210

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

A spacious living area features a large sectional sofa adorned with patterned throw pillows. A sturdy coffee table sits in the center, complemented by two side tables. Natural light streams through the window, highlighting decorative wall art and a cozy carpeted floor.

5 out of 5 average rating, 34 reviews

Ski in/out Fall Line condo with tons of amenities!

A multi-level townhouse is visible against a clear blue sky, with ski lifts transporting guests overhead. The building features a combination of light and dark siding, and balconies are apparent on the upper levels, surrounded by snow-covered ground and trees.

4.87 out of 5 average rating, 251 reviews

Sunday River Locke Mountain Ski In/ Ski Out Pool

The kitchen area features modern appliances, including a stainless steel refrigerator and a gas stove. Granite countertops are complemented by open shelving displaying various kitchenware. A Keurig coffee maker is visible. A dining table with black chairs is positioned nearby on the tiled floor.

5 out of 5 average rating, 3 reviews

Cascades B-4

Children in ski gear are seen enjoying the snow in front of a large, multi-level gray condominium building. The background features snow-covered ground and a line of trees, with a peaceful winter landscape framed by distant mountains.

4.95 out of 5 average rating, 111 reviews

Sunday River Resort Condos @Cascades

Aerial view of Sunday River ski resort showcases snow-covered slopes with multiple ski trails winding down the mountainside. The lodge buildings are visible at the base, surrounded by a winter landscape of evergreen trees and mountainous terrain under a partly cloudy sky.

4.93 out of 5 average rating, 15 reviews

Sunday River Studio (Ski In/Out)

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 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, 63 reviews

6011 Allagash Drive at 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 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 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

A spacious living area is presented with a large blue sectional sofa, complemented by a light brown armchair. The kitchen space features modern appliances and a dining table. Decorative accents, including a wall with leafy patterns, add character to the welcoming environment.

4.96 out of 5 average rating, 26 reviews

Slope Side Retreat! HotTub| Sauna| Pool! Sleeps 6

An inviting living room features a gas fireplace framed by wooden paneling. Two blue armchairs and a gray sofa, adorned with a checkered throw, are arranged around a wooden coffee table. A window seat with comfortable cushions overlooks the snowy exterior, with natural light brightening the space.

4.92 out of 5 average rating, 12 reviews

Snowflower Village Trailside Condo

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.