Ski-in/Ski-out holiday rentals in Carrabassett Valley

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.

Ski-In Ski-Out Condo Perfect for Families!

Prime Location: Access the Condo Cross Cut trail right behind the condo, or take a leisurely 6-10 minute stroll to the Sawduster Chairlift and the popular Shipyard Brew Pub. Outdoor Space: Unwind on the porch after a thrilling day on the mountain. Fun for Everyone: Challenge your friends and family to a game of ping pong in the game area—perfect for friendly competition! Accommodations: Our 3 bedrooms and 3 bathrooms, plus a fun lower-level twin bunk bed, ideal for kids or extra guests.

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.

*New Listing* Sugarloaf Ski In/Out Condo

Snowbrook Village Condo with 2 bedrooms, 2 bathrooms and 1 sofa bed. Can host 5-7 people. Perfect place to spend time outside during the day and relax by the fireplace in the evening. Kitchen is well outfitted so you need only bring your food and outdoor gear. Just a few steps away from the Snubber chairlift with pool and hot tubs available in the Village. Outside locker for your ski/golf equipment. Golf course, mountain bike trails, hiking and more nearby. Air conditioned in the summer.

Snubbers Cozy Haven

Charming ski-in/ski-out 1 bedroom 1 bath condo in Timber Wind at Sugarloaf just steps from the Snubber lift and across from the fitness center. Comfortably sleeps 4 with a king bed, cozy kid friendly bunks, and a luxurious sofa. Enjoy a fully stocked kitchen with all new appliances, including an espresso machine. Building perks include a fun game room for kids, private ski locker, and a secure entry. The perfect mountain getaway for families or friends, ideal year-round outdoor adventure!

Summit Haus - Golf & Liftside Penthouse!

Experience alpine luxury in this cozy penthouse condo in Sugarloaf Ski Area. Enjoy breathtaking mountain vistas through skylights, and comfortable sleep in four quality beds, one being a whimsical top bunk. Perfectly positioned next to Snubber Lift, hit the slopes directly, then rejuvenate at the neighboring fitness center. This penthouse combines comfort, convenience, and adventure, making it your perfect home-away-from-home for an unforgettable ski vacation.

Mountainside at Saddleback - Sunsets! Views!

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Incredible views - and sunsets - in all seasons. Ski-in/Ski-out in winter (natural snow dependent), in summer enjoy a peaceful, beautiful and comfortable mountain retreat. Come for outdoor adventures, time on the nearby lakes or just to unwind and soak in the scenery. Yes, we have A/C and fast fiber WiFi! HDTV w/streaming services included.

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.

Ski-in, Ski-out Timbers 4-Bedroom condo

This Timbers location cannot be beat: ski-in, ski-out, only a 5 minute walk to base village and right next to the Superquad! Newly furnished and stylishly decorated, this family-friendly 4 bed, 3 bath Timbers condo features an open-concept main floor with living area, kitchen, and dining table for 10. Well-stocked kitchen and TV for each bedroom. Upstairs has 3 BR, 2 BA and basement has ski prep & rec area, additional bathroom and bunk room.