
Holiday rentals in Sugarloaf Mountain
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Top-rated holiday rentals in Sugarloaf Mountain
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Bubblecuffer Cabin: On shuttle Route w/Hot Tub!
Escape to our charming rustic cabin, nestled on a breathtaking 80 acres of untouched wilderness! Ideal for a relaxing getaway, this spacious retreat comfortably accommodates small families or groups, featuring 4 cozy bedrooms and 2 baths, along with 2 inviting living areas where you can unwind after a day of adventure. Located just 10 minutes from Sugarloaf, you'll have easy access to a variety of outdoor activities, including golf, mountain biking, and hiking. Our cabin is also equipped with
FamilyValueCondition
5.0 out of 5 average rating, 17 reviews
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*
ValueLocationGetting around
4.92 out of 5 average rating, 49 reviews
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!
FamilyValueComfort
4.97 out of 5 average rating, 125 reviews
Train Caboose on Mountain
Sugarloaf Village 1 - on mt ,w free shuttle. featured in "Maine Homes by Downeast" mag "Love Train". This beautifully restored caboose w/3 separate sleeping areas - a master bedroom w full bed - single comfortable bunk and a convertible couch. Fully equipped w many ammenities- Flat Screen tv w chromebox- tiled shower -great bedding/linens- full stove & microwave.-fridge- pots pans & cooking supplies -keurig & trad coffe pot-great deck & 1 1/4 yard w pines . U-Tube video JohannaFowler-x5w
ValueLocationGrill
4.95 out of 5 average rating, 194 reviews
The Summit View Hideaway
Kick back and relax in this quiet and stylish space. Brand new construction in a beautiful neighborhood. Away from the business on the mountain yet within minutes of access by a shuttle to all lifts. Bike in and out of the house for easy access to all bike trails on and off the mountain. Walking distance from the Rack and Minutes away from the golf course. Two bedroom apartment ready and equipped for short or longer stays with a full kitchen, washer/dryer. Bike rack and bike wash on site.
FamilyLocationDecor
5.0 out of 5 average rating, 19 reviews
Sugarloaf Ski-In/Ski-Out Condo w/ Pool
Experience ultimate ski-in/ski-out convenience at Snowbrook Village! Steps from the Snubber Trail and chairlift, this condo lets you quickly access Sugarloaf’s slopes! After skiing, unwind in the private recreation center featuring an indoor pool, hot tubs, and a sauna. Enjoy a fully equipped kitchen, cozy fireplace, and dedicated ski storage. The free resort shuttle stops outside for easy access to base village dining. Perfect for winter ski trips or summer mountain biking!
ValueFamilyCheck-in
4.87 out of 5 average rating, 45 reviews
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!
FamilyValueIndoor spaces
4.97 out of 5 average rating, 116 reviews
Fun all season home on West Mountain.
Bring the whole family to this great place with lots of room for fun. Ski, golf, hike, bike, or just relax. Basement has bar and all the games you need to entertain. Pellet stove will keep you warm after a full day of skiing. Located on West Mountain so can grab the lift or take the shuttle that picks you up right at the end of the driveway. Plenty of space for family and friends. 4 bedrooms that sleep 8 but extra couches and mattresses.
LocationFamilyNearby
5.0 out of 5 average rating, 49 reviews
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.
ValueLocationCheck-in
4.91 out of 5 average rating, 314 reviews
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.
LocationFamilyQuiet
4.89 out of 5 average rating, 130 reviews
Sugarloaf Home with amazing views
Sugarloaf Ski House, 10 minutes to baselodge, shuttle on call, awesome views, near crosscountry trails, restaurants, Outdoor Center. In summer months, 10 minutes to Sugarloaf Golf Course. Easy access to bike/ hiking trails, waterways, fishing. You can ski in and out from your vehicle from the ends of Lots E and F when the Bucksaw Quad is running. There's a ticket Kiosk at the base of the lift.
LocationFamilyLaundry
4.96 out of 5 average rating, 108 reviews
Perfectly located 3-bedroom Sugarloaf condo
Recently renovated, comfortable condo with an ideal location close to Sugarloaf base area for easy access to alpine skiing out the front door or nordic skiing, back-country skiing, mountain biking and hiking out the back. 3-bedroom, 2-bath and open kitchen, living and dining area with a deck. Perfect for relaxing and recreating in the mountains.
LocationFamilyComfort
4.98 out of 5 average rating, 61 reviewsPopular amenities for Sugarloaf Mountain holiday rentals
Other great holiday rentals in Sugarloaf Mountain

5BR chalet only 6 miles to Sugarloaf access road!
FamilyLocationAmenities
5.0 out of 5 average rating, 46 reviews
Sugarloaf Mountain Luxury Condo
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4.98 out of 5 average rating, 59 reviews
Ski-in, Ski-out Timbers 4-Bedroom condo
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4.92 out of 5 average rating, 50 reviews
Winter's Way Sugarloaf Getaway
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5.0 out of 5 average rating, 11 reviews
Ski-In Ski-Out Condo Perfect for Families!
LocationFamilyHospitality
4.95 out of 5 average rating, 20 reviews
Mountain Escape | Views • Firepit • Near Sugarloaf
FamilyLocationIndoor spaces
4.92 out of 5 average rating, 12 reviews
Redington Red House
ValueFamilyNearby
5.0 out of 5 average rating, 26 reviews
Trailside Ski Retreat
FamilyLocationCheckout
5.0 out of 5 average rating, 16 reviewsFrequently 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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