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Saddleback Chalet - Ski-in Ski-out

Ski in, ski out beautiful condo at on the highest road on Saddleback Mountain Ski Resort. Sun filled, 65” and 40” TV’s, extra playroom w couch. Two bedrooms furnished with one queen-size bed in each, and one bunk room with four twin-sized beds. Nice deck w amazing views of Saddleback Lake and beyond. Great place to utilize Saddleback skin trails. Come in the spring/summer for hiking the AT, biking & access to Trophy rivers for native brook trout fly fishing or Fall for unbelievable fall colors.

5BR chalet only 6 miles to Sugarloaf access road!

Welcome to Mountain Haven where you will enjoy stunning views of Sugarloaf Mountain while relaxing in the living room, on the back deck, or around the fire pit! This beautiful home features 5 spacious bedrooms and 3.5 bathrooms. Snuggle up in front of the cozy gas fireplace, cook in a fully equipped kitchen, play in a large game room complete with a pool table, or soak your cares away in the jet tub. Located in a quiet neighborhood with easy access to town, restaurants, and recreational parks.

Pristine, Peaceful Kingfield Chalet

Just a short 15-20 minute drive from Sugarloaf and 3 minutes from historic downtown Kingfield, this chalet provides a peaceful, private respite after a busy day on the mountain. Our 2BR, 1BA eco-friendly chalet is tucked back from the road, with distant neighbors and fast WiFi. You can be surrounded by nature but only minutes from lovely restaurants, local shops, grocery store, gas station and tons of trails, rivers & lakes for snowshoeing, XC, snowmobiling, hiking, huts, MTB, kayaking & more.

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…

Quaint Family Chalet Great For Summer Enthusiasts!

This charming, well equipped 3 bedroom, 1 bath chalet is located in the heart of the Maine High Peaks Region (home to 10 of Maine's highest peaks.) The chalet is complimented by a full basement with a washer/dryer, screened in porch, wood burning fireplace, large loft with two twins and a futon along with a 2nd T.V. The garage is the perfect spot to store your vehicle, skis, snowmobile or ATV'S. This place has everything you need for a fun and relaxing vacation in the western mountains!

The Epic Sugarloaf Family Getaway!

Experience Sugarloaf luxury and celebrate special occasions at this iconic mountainside property. This modern and graciously constructed custom home serves as your portal for adventure. Located in Sugarloaf's Village on the Green neighborhood, you are a mere two-minute ride to the base. Enjoy breathtaking mountain views, gourmet meals in a state-of-the-art kitchen, and endless games, activities, and spaces to unwind in this epic retreat! An unforgettable Sugarloaf experience awaits.

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!

A+ View Relax Hike & Fish * w/SpaTub/Sauna

On Rt. 4 w/ stunning 280º west sky views of pristine Rangeley lake. 78 ft. deck. 2 mi to town. Hear the loons at dusk & dawn. Deer run thru yard & eagles over house. June /Jul - Lupines & Poppies Jul/Aug blueberries, apples in Fall. Open kitchen/living area. Fish, hiking trails, downhill/X- country skiing, snowmobile, fat bikes, 4 waterfalls, bowling, billiards, leisure walking in town. Rangeley Fitness Ctr w/Indoor Pool/Gym/Yoga. FREE AV Charging in town. Movie theatre.

Carrabassett Valley Private Chalet!

We're thrilled to welcome you to Pine Haven, your cozy getaway nestled in the heart of Carrabassett Valley. Whether you're here for the powdery slopes, the rugged biking trails, a peaceful day on the water, or the thrill of the hunt, Pine Haven is your perfect basecamp for adventure—or just unwinding in nature. Tucked away on a private lot off of Route 27, Pine Haven offers the peace and quiet of the wilderness with easy access to all the area’s best attractions.

Welcome to our Shackteau! Close to loaf + trail!

Unique ski chalet five minutes from Sugarloaf access road, with snowshoe / XC ski trail from the property that connects to valley trail system. Cozy, all-wood interior with funky bunk bed tower, homey propane stove, and den with bar and large TV. Equally well-suited for families, friends, and responsible mountain enthusiasts! We love our shackteau and know you will, too! We received negative feedback on our last cleaner so we have a new AWESOME cleaner :)

Rangeley Home with a View - Get Out of Dodge

Welcome to Out of Dodge in Rangeley Maine! A well Appointed Chalet with Panoramic mountain and water views. located just 15 minutes from Saddleback Ski Resort and only 5 minutes to Snowmobile and ATV trail access. Whether you’re coming for outdoor recreation or just to unwind and soak in the scenery, the view here is breathtaking in all seasons (especially fall!!) Family-friendly, High Speed Wi-Fi, 55" HDTV with surround sound and YouTube TV!

Hillside Hideaway - Great Location & Hot Tub

Welcome to our cozy Sugarloaf/Carrabassett Valley home! Sitting in the back of Redington is our private home with a hot tub, firepit & grill! There is ample parking for you & your friends. Hiking/snowshoeing trail is 100 yards into the woods out of the back of the house. Check us out on the gram @hillsidehideaway_2039. About 10 minutes from the base of Sugarloaf mountain. Family friendly, wi-fi, decked out kitchen. Feel at home within minutes!