Condo holiday rentals in Somerset County

The exterior of a multi-story condo building is displayed, featuring a deep red wooden facade and multiple balconies. A wooden walkway leads to the entrance, surrounded by greenery, with cloudy skies overhead.

4.95 out of 5 average rating, 91 reviews

Ski-in-ski-out-sugarloaf-condo

This Ski-in-ski-out condo is across from the health and fitness center (pool/hot tubs/gym/cafe). Walk 10 minutes or take the free shuttle to the Sugarloaf Mountain Village. Just a few minutes walk to the Shipyard Brew Haus. It is directly next to the Snubber Trail and Lift mid-station. A nearby trail system links to the Nordic Center for skiing, biking, and snowshoeing. Very comfy King size bed, twin bed, pull out couch, full size refrigerator and a 55" TV with Netflix, Hulu... Ideal location!!

An inviting living room features a gas fireplace framed by wooden paneling. Two blue armchairs and a gray sofa, adorned with a checkered throw, are arranged around a wooden coffee table. A window seat with comfortable cushions overlooks the snowy exterior, with natural light brightening the space.

4.96 out of 5 average rating, 23 reviews

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.

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, 48 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, 124 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!

4.97 out of 5 average rating, 35 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!

The kitchen features wooden cabinetry and a modern design with ample counter space. A stainless steel fridge and coffee maker are visible alongside a sleek electric stove. Four tan bar stools provide seating at the granite countertop, enhancing the functional layout.

4.94 out of 5 average rating, 49 reviews

Post & Beam, Ski-in/Ski-Out Birchwood Penthouse

Editors choice!! Located in the heart of the action!! Beautiful post and beam, ski-in/ski-out Birchwood penthouse perfect for a family and friends getaway. Sleeps 10. Fantastic views of the mountain as well as the Bigelow range. Minutes walk (or ski) to the best that Sugarloaf has to offer: Sugarloaf Village, Upper Snubber trail and lifts (Sawduster), Shipyard Brew Haus, Sugartree Sports & Fitness Center with indoor pool, indoor and outdoor hot tubs, steam room, sauna and 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, 64 reviews

On Mountain Sugarloaf Condo

Welcome to your cozy, first-floor, pet-friendly condo at Sugartree! Adventure is right outside your door with ski in/ski out access to the slopes, biking & hiking trails all around, NEW downhill bike park, a world-class golf course, and breathtaking scenery. Central location with an on-site fitness center, pool, and hot tubs included for a fee (closed summer). Bars, restaurants, and shops within a short walk or ride. This is the ideal spot for creating new mountain memories!

4.96 out of 5 average rating, 111 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, 176 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.