Condo holiday rentals in Somerset County

4.97 out of 5 average rating, 67 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!

4.92 out of 5 average rating, 12 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.

5 out of 5 average rating, 16 reviews

Cozy Condo Park & Walk to the Village of Sugarloaf

When you choose to stay at this centrally located condo, your family will enjoy easy access to numerous attractions. Surrounded by stunning mountain views, the property is just steps away from the Whiffletree chairlift. This cozy two-bedroom, two-bathroom condo comfortably accommodates four guests and features a Smart TV, a gas fireplace, and a fully equipped kitchen, perfect for preparing all your ski meals. Additionally, it is within walking distance of everything Sugarloaf has to offer.

4.96 out of 5 average rating, 103 reviews

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!

5 out of 5 average rating, 8 reviews

Trailside Ski Retreat

Welcome to your home away from home. This beautifully designed ski in/ski out condo located in the Snowflower association on Sugarloaf Mountain offers the perfect space for families or groups to unwind and enjoy a relaxing getaway while skiing or snowboarding. This spacious 3 bedroom 3 full bathroom condo sleeps 8 comfortably. Whether you're here to relax, explore the mountain or make core memories with loved ones, this condo offers a comfortable space for everyone.

4.97 out of 5 average rating, 62 reviews

6011 Allagash Drive at Sugarloaf

1,200 square foot townhouse on West Mountain. On mountain convenience, with off the beaten path quietness. It is about a 3-4 minute walk to the West Mountain chair, for 'almost' ski-in ski out convenience. The Explorer Shuttle comes right to the development 3 times an hour on weekends, 2 during the week. Top of the line finishes, fireplace, laundry, gourmet kitchen with exceptional cookware. 1 King Bed in master and a Queen bed in each other room.

5 out of 5 average rating, 18 reviews

Valley Crossing 2 bedroom condo

This quiet condo is in the heart of Carrabassett Valley. Sugarloaf skiing and golf is just 7 miles away. Mountain bike right from the condo. There are 80 miles of trails available, for all different levels of mountain biking. The narrow gauge trail is a short ride from the condo. Hiking is plentiful, Bigelow Mountain, Burnt Mount, or hike to one of Maine Huts and Trails' huts. Tufulio's Restaurant is conveniently located nearby.

4.98 out of 5 average rating, 50 reviews

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.

4.81 out of 5 average rating, 31 reviews

Condo in Greenville

Majestic Moosehead Lake make your stay memorable

State of the art accommodations! The Perfect Vacation Getaway! Settled on the shore of Moosehead Lake our luxury suites offers state-of-the-art accommodations, with views in which one can watch the sun blaze over the mountain peaks. When you want to escape to tranquility for a taste of quaint mountain town life, all you need to do is make your reservation and come stay with us! ATV access trail and trailer parking

4.93 out of 5 average rating, 76 reviews

SuperQuad at Red Stallion

Located in the heart of Carrabassett Valley, this newly built condo offers guests a clean and modern space to stay after a long day of outdoors adventures. This condo bodes full amenities including a full bathroom, kitchen, living room and bedroom. This prime location is just minutes from Sugarloaf Mountain and even closer to hiking and biking trails, snowmobile trails, Sugarloaf Regional Airport and much more!

4.96 out of 5 average rating, 95 reviews

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.