Condo vacation rentals in Somerset County

2BR, 2BA Sugarloaf Mountain Ski-in Ski-out condo

Second-level Sugarloaf Mountain condo getaway! Master bedroom w/ queen bed; upper level open loft bedroom sleeps up to 4 in 1 twin-sized bunk beds + 2 twins; 2 full baths; gas-fireplace; laundry; granite kitchen countertops; & private balcony. Extremely convenient 1-min walk to Snubber chairlift, 30-sec walk to shuttle stop, & easy trail access to Sugarloaf Outdoor Center. Year-round activities: alpine skiing, x-country skiing, snow shoeing, fat biking, mountain biking, golf, hiking, & more!

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!

Family Condo 5 min to Sugarloaf

NO CLEANING FEES NO ADDITIONAL GUEST FEES Free Shuttle Service pickup every hour MOUNTAIN BIKERS DREAM Immerse yourself in the mountains of Maine on the Carrabassett River in Carrabassett Valley. Located only 5 minutes from the Sugarloaf access road and on the mountain in 10, this makes the perfect family ski retreat. In the summer enjoy mountain biking right from your door on the narrow gauge and CRNEMBA trails or take the short drive up to the NEW lift service Sugarloaf Bike Park.

Sugarloaf w/ Pool, Hot Tub, Shuttle & Trail Access

A great two bedroom, two bathroom condo located on Sugarloaf Mountain directly on the Shuttle Route. Park your car when you arrive and leave it! Walk to the lift across the parking lot or grab the shuttle right outside your door to get to the main lodge, restaurants, bars, groceries, Sugarloaf Outdoor Center, and the list goes on! Apres ski at any number of the hot spots then head for the heated indoor pool house for a swim. Mountain Bike trails network right outside your door!

Slopeside Oasis at The Timbers

Our "Slopeside Oasis" is your ideal year-round retreat. Enjoy the convenience in winter and easy access to biking and hiking trails every season. Unwind by the propane fireplace, soak in our private hot tub or sweat it out in our indoor sauna. With 4 bedrooms and 3.5 baths, this spacious condo offers the perfect blend of comfort and adventure. Centrally located, it’s your gateway to the best four-season activities, making it the ultimate escape for relaxation and outdoor fun.

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!

Kineo View Suite (Direct Access to Moosehead Lake)

Welcome to Kineo View Suite, a one-bedroom, one-bathroom Condo with a breathtaking view of Mount Kineo! At Kineo View Suite, you can experience the peaceful relaxation and rejuvenation that Moosehead Lake and the surrounding Moosehead Lake Region has to offer! With Direct ATV/Trail access and shared Lake access. **Entrance to condo 4 is located at the front of the building towards the center of the building. The entrance door is Green with #4 marking the front.

Cozy Condo - Moosehead Lake with Mt Kineo Views

Welcome to Maine's 4-Season Playground! Enjoy gorgeous views of Moosehead Lake & Mt. Kineo from your 1 bedroom condo. Cozy with all the conveniences from home. Spring and Summer Activities: Kayaking, boating, fishing, ATVing, hiking, sightseeing, golfing, shopping, relaxing and more! Fall & Winter Activities: Leaf-peeping, Moose sighting, hunting, fishing, hiking, sightseeing, ice- fishing, snowmobiling & more! Great restaurants & shopping in Greenville.

Lodge Life | Heated Pool & Winter Fun

Family Lodge in Jackman, Maine This comfortable lodge room is a great home base for families ready to explore the snow-covered trails and fresh mountain air. Local Nearby Activities Snowmobiling, ice fishing, hiking, and wildlife watching are all nearby in the area, with direct access to Maine’s ITS trails and local rental options. Guided hunting trips for deer, moose, bear, and upland birds are available through nearby outfitters.

Sugarloaf Mountain Luxury Condo

Nestled on the west side of Sugarloaf Mountain, this 4 bedroom condo boasts some of the most amazing views available. Located just north of the Sugarloaf golf course, this retreat will leave its guests breathless as they take in views of Bigelow and Crocker Mountains. This property includes a private balcony, smart tv’s in every bedroom, and access to the ski shuttle, the new Bucksaw Express, and west mountain lift.