Ski-in/out rentals in Saddleback Ski Mountain Maine

Sunnyside close to Sunday River/Black Mt/Sugarloaf

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.

Snowflower Village Trailside Condo

Come enjoy a Sugarloaf getaway that is convenient for you and your family with our Ski- in/Ski- out Snowflower Court Trailside Condo, located off the Snowbrook trail and Snubber Chairlift. In the winter, enjoy hitting the slopes and a cozying up in the window seat where you can watch the snow falling down! Our 2 bedroom, 2 full bath Condo is pet friendly; the perfect location to rest and relax with the comforts of being central to some of the best four season activities this area has to offer.

Spacious 4 BR Condo in Carrabassett Valley

Looking for direct access to adventure? This is it! Space for 10 means 2 families easily fit. Trail access is just a few steps away, straight to the super quad. Want to start slower? Try the shuttle to the village! Need to unwind at the end of the day? Downstairs family room provides large couch, tv, games, puzzles, etc for the kids while the adults enjoy some quiet time in the upstairs kitchen/living room. Hot tub to ease muscles at the end of an adventurous day! *hot tub closed May-Oct*

Cozy Ski-In/Ski-Out Escape at Sugarloaf with AC

Cozy ski-in/ski-out condo in Sugarloaf’s desirable Sugartree complex. Wake up, click in, and ski out. Enjoy effortless slope access, mountain adventures, and relaxing après ski memories. Perfect for families, couples, and outdoor enthusiasts year-round, with hiking, mountain biking, golf, and foliage outside your door. Mountain views from your private balcony, plus indoor access to the pool, hot tubs & sauna at the Sugarloaf Fitness Center (add’l fees apply). Full kitchen, and AC for summer!

Gondola Village at Sugarloaf

Welcome to the heart of Carrabassett Valley in the western mountains of Maine. Come golf, hike, bike, ski, and relax. Conveniently located at the bottom of Whiffletree chair (ski in, ski out) with views of Bigelow. Take a scenic chairlift ride or test out the new Sugarloaf Bike Park. Sugarloaf Golf Club is only minutes away. Enjoy miles of mountain biking, hiking, and cross-country trails. Short walk to base area for restaurants and shops. Then relax in this cozy condo after your adventures.

Modern Ski and Golf - West Mnt

New in 2021 4BR townhouse at Sugarloaf! Hot tub and pet friendly. Walk to the West Mnt Trail or hop the free shuttle to the base lodge. Features a master king suite, 2 queen bedrooms, full guest bath. Basement has a teen retreat including a queen bed and bunkbeds, a private bath, and living room. Two living areas with big smart TVs, mountain views, and a fully stocked kitchen. Steps from golf, hiking, and biking trails. Perfect for families or friends looking for year-round mountain fun!

On-Mountain @ Saddleback-Hot Tub | Mountain Views

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Custom, Maine-made Cedar Hot Tub! 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. One of very few mountainside listings with a hot tub, A/C and views!

Rangeley Ridge Condo, Ski-in/out

**NEW LISTING** Ski-in/ski-out condo at the base of Saddleback Mountain in Rangeley, Maine. This pet friendly, 1-bedroom, 1-bath retreat sleeps 4 and offers stunning views of the surrounding peaks and Saddleback Lake. Features include a full kitchen, cozy living space, washer/dryer, and convenient ski locker. Step outside to the slopes, then relax and take in the mountain scenery. Perfect for a ski getaway or year-round escape in the heart of Maine’s High Peaks region.

First Tracks at Sugarloaf

Welcome to First Tracks! Located right on mountain bike trails and less than a three minute walk to Sugarloaf Village. With epic hiking, waterfall swims, disc golf, zip lining and mountain biking right out the back door we've got your vacation covered. Plenty of room to spread out in the condo with a game room downstairs and a hot tub to soothe your tired muscles after a day of play. Sugarloaf in the summer is magical. Let us know if you need any recommendations!

Mountain Biking, Hiking & Golf/Sugarloaf condo A/C

Unwind in the comfort of air conditioning after a day of adventure. The condo features a fully equipped kitchen, modern living area, and access to an indoor pool and tennis courts. Enjoy convenient amenities, including Wi-Fi, parking, and in-house washer and dryer. Whether you’re seeking thrilling outdoor activities or a peaceful mountain escape, our condo is the ideal base for your next vacation. Book now and experience the best of mountain living!

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.

Relaxing Mountainside Getaway!!!

A spectacular 3-4 bedroom ski-in/ski-out condo on Saddleback Mountain with stunning views of Saddleback Lake! Comfortably accommodates up to 6 people. Comfortable, beautifully furnished, open living area with a propane fireplace, Smart TV and Wi-Fi. This charming condo offers all the comforts of home and everything you need to relax and enjoy your mountain getaway.