
Holiday houses in Sugarloaf Mountain
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Top-rated holiday rentals in Sugarloaf Mountain
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Peaceful - Private - Paradise -- The Sugar Shack
MASSIVE SAVINGS FOR THIS WEEKEND - VETERANS DAY SAVINGS We look forward to welcoming you to the Sugar Shack! Our 2 BR 1 BA camp with additional lofted living and sleeping space is the perfect place to host your family on your next vacation to Carrabassett Valley. Nestled among poplar and pine trees, this private home has all the comforts and convenience you need including 1 Gig WiFi, a well stocked kitchen, multiple sleeping arrangements, indoor and outdoor wood fire comforts and so much more.

Apres Ski Haus
This cabin is anything but ordinary! Nestled on an open bluff in the woods of Kingfield, Maine this architectural wonder is a perfect getaway for a couple or group. It's a warm and cozy space to come back and unwind after a long day of hitting the slopes or any four season activity. The open concept living room and newly remodeled kitchen have modern amenities like an espresso machine, Smart TV, and comfortable furnishings that will make you feel at home. Only 20 minutes to Sugarloaf Mountain!

The Maine Frame // A Private Getaway
Enjoy your own personal A-Frame cabin tucked away in the mountains of the Carrabassett Valley. The Maine Frame is a private getaway with easy access to Sugarloaf Ski Resort, numerous hiking trails, unique local eateries, and multiple lakes and rivers for kayaking in Maine’s Western Mountains & Lakes Region. The cabin features high-speed internet for streaming movies on rainy nights, quick access to Kingfield for food and supplies, and a large wooden deck for lounging and entertaining at home.

Sweet home nestled in quiet spot; Walk to dining.
Situated at the end of a dead end street, Rockstar Quarry House is a place where you can relax and unwind with Deer regularly grazing right in the backyard. Walk to Fotter's grocery, Backstrap Grill, both just a stone's throw away. Here, in the center of Stratton, in the western mountains of Maine, an 8 mile drive to Sugarloaf and 27 miles to Saddleback. Whether you're here to ski, cycle, swim, snowmobile, hike or anything else you can think of, this region will provide the opportunity.

Mountain Escape | Views • Firepit • Near Sugarloaf
Perched high on Ira Mountain, this home features breathtaking panoramic views from nearly every room. Whether you’re sipping coffee at sunrise or watching the sun dip behind the peaks from the expansive deck, the scenery will be a highlight of your stay. With two beautifully appointed bedrooms, each offering comfortable beds and peaceful surroundings to ensure a restful night’s sleep. With three full bathrooms, there’s plenty of space for families or groups to spread out and enjoy privacy.

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!

Tall Pines Cozy Cabin
NO CLEANING FEE, NOTHING EXTRA FOR YOU! You will find this peaceful cozy cabin nestled among tall beautiful red pine trees. Located in a quiet private community in Eustis. This space is perfect for a single person or a couple. The cozy cabin is located next to our home but is a separate stand-alone unit. A lot to offer in a small space. Outside there is a gas grill and a covered porch with chairs to enjoy in the warmer months. Sit and take in the peaceful surroundings or a good book.

On The River 2 with Lucy the resident cat
On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

Cozy Cabin with Modern Amenities. Pet Friendly!
Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Private Cabin next to Narrow Gauge Trails & River
Historic Ski camp built in 1957! Located a mile from Sugarloaf access road. View of Sugarloaf! Private trail to the Narrow Gauge Parking lot & Trail system. Biking and Hiking right out the door! Only a 4 minute drive to Super Quad and on the Shuttle route. Located within a mile from Anti~Gravity Center, Outdoor Center, Hugs restaurant, Carrabassett Public Library, Mountain Side Grocery Store & Gas station.

The Loaf View - 3 Bed Apt - 10 min from Sugarloaf
Relax, ski, snowshoe, mountain bike, hike or just flake out in our spacious three-bedroom lower-level apartment in Reddington East -- just 10-minutes from the Loaf. 1500 square feet, fully equipped kitchen, comfortable living area great for watching the game, blazing fast internet, and a spectacular view of the mountain. There's plenty of room for your skis, coats, and other items in the secure entryway.

First Tracks at Sugarloaf
Welcome to First Tracks! Our home is located in the Timbers, a great jumping off point for all your adventures. Located right on the ski trail and less than a three minute walk to Sugarloaf Village. Plenty of room to spread out in the condo with a game room downstairs (ping pong tourney anyone?). Two fireplaces, cozy seating, games and a hot tub to recover after a day of adventure.
Popular amenities for Sugarloaf Mountain holiday rentals
Other great holiday rentals in Sugarloaf Mountain

Pip's Place-10 Min to Sugarloaf/5 min to Flagstaff

Carrabassett Cabin

SuperQuad at Red Stallion

🏞Cabin in the Pines On The Way To Sugarloaf⛰

Home just minutes away from Sugarloaf!

Windy Meadow Farm Cabin

The Milkhouse Cottage

Lakefront Cabin/Ski Mountains/Snowmobile/Fish/Hike
Frequently Asked Questions
Where is Sugarloaf Mountain located?
Sugarloaf Mountain rises in western Maine, nestled among the forests and valleys of the Carrabassett Valley region. It is known as a prominent mountain and recreation area surrounded by natural scenery.
When is the best time to visit Sugarloaf Mountain?
Winter attracts visitors who want to experience snow sports, while late spring through early fall is often suggested for hiking, mountain biking, and enjoying the scenery. Each season has distinct outdoor activities and changes in temperature, making Sugarloaf Mountain popular year-round.
What are some things to do near Sugarloaf Mountain?
Around Sugarloaf Mountain, travelers explore activities like hiking scenic trails, mountain biking, and skiing or snowboarding in winter. The area also has golf courses, nature walks, and opportunities for fishing, making it attractive for outdoor enthusiasts year-round.
How is the weather near Sugarloaf Mountain?
Winters near Sugarloaf Mountain are cold, with temperatures often between 5–28°F (-15––2°C) and frequent snowfall, while summers tend to be milder, reaching around 57–75°F (14–24°C) with regular rain showers. Conditions change throughout the year, so packing layered clothing and waterproof gear is often recommended.
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