Condo holiday rentals in Somerset County

A vibrant red sectional sofa features colorful throw pillows, providing comfortable seating. A rustic wooden coffee table sits in front, resting on a patterned area rug. Natural light filters through large windows adorned with light curtains, illuminating the cozy living area.

4.97 out of 5 average rating, 79 reviews

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!

A large, colorful sign reading 'SUGARLOAF' is positioned prominently among a cluster of rocks. Lush greenery and trees provide a natural backdrop, complementing the partly cloudy sky.

4.97 out of 5 average rating, 66 reviews

On Mountain Sugarloaf Condo

**Nightly rate now includes Airbnb's 15.5% service fee** Welcome to your cozy, first-floor, pet-friendly condo at Sugartree! Adventure is right outside your door with ski in/out access to the slopes, biking/hiking trails, downhill bike park, world-class golf course, and breathtaking scenery. Central location with on-site fitness center, pool/hot tubs included for a fee (closed summer). Eat, drink, and shop within a short walk or ride. This is the ideal spot for creating new mountain memories!

A living area features a stone fireplace with a wooden mantel, overlooking expansive windows that provide mountain views. A large couch is positioned centrally, complemented by a coffee table. The space includes a flat-screen TV and a bar area with high stools, all set on wooden flooring.

4.92 out of 5 average rating, 49 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*

A cozy living area features a comfortable sofa and an accent chair beside a stylish table. A propane fireplace is framed by wooden shelves displaying decorative items. A flat-screen TV is positioned on a wooden console, with board games and books available for guest use.

4.97 out of 5 average rating, 125 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!

4.89 out of 5 average rating, 35 reviews

Best location on the mountain! Park & Walk!

LOCATED ON THE EAST SIDE OF SUGARLOAF, this is truly the best spot on the mountain! Literally just steps away from the ski trails. Truly a ski in and ski out property. First floor features an updated living room area, full size kitchen, open dining/living area with cathedral ceilings, great wood burning wood stove that opens up to a fireplace, mud room ski locker, deck and prime parking pass. This condo should be your # 1 choice if you are looking for convenience, comfort and affordability.

4.98 out of 5 average rating, 40 reviews

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.

A cozy living area features a real wood fireplace with a brick surround and a television mounted above it. A plush red sofa with decorative pillows faces the fireplace, complemented by a coffee table designed for games. A door leads to a bedroom area in the background.

4.86 out of 5 average rating, 51 reviews

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!

4.97 out of 5 average rating, 115 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!

4.8 out of 5 average rating, 181 reviews

A gazebo is positioned on a grassy area, overlooking Moosehead Lake and Mt. Kineo in the distance. The scene features a clear blue sky and lightly wooded surroundings, enhancing the serene view of the water and mountains.

Condo in Rockwood

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.

4.97 out of 5 average rating, 31 reviews

A serene waterfront scene captures boats docked along a wooden pier, with the calm water reflecting a stunning sunset. Vibrant clouds stretch across the sky, while the distant shoreline is softly illuminated, creating a peaceful atmosphere.

Condo in Greenville

Nothing compares on Moosehead-Twilight Suite

You have found your getaway in the Twilight suite. Our stunning suite provides complete tranquility The spacious suite features a full-size living room, 2 bathrooms, dining area, 2 bedrooms one with a plush queen-sized bed and the other a king-sized bed. We have a pull out couch. Your suite has a private deck overlooking Moosehead Lake. In your suite we've left no detail out, providing helpful amenities like WI-FI, flat-screen TV, coffee maker.

A spacious living area features a dark leather sectional sofa and a contemporary coffee table topped with candles. Natural light fills the room through large windows, offering views of the outdoors. A stone fireplace adds warmth, while a television is mounted above the mantel.