Ski-in/Ski-out holiday rentals in Franklin County

Condo near wiffletree chairlift!

3bdr, 2 bath, 7bed. Sleep 10, perfect for 2 families! Steps from Wiffletree chairlift & MTN bike trails, near fitness center, restaurants & golf course. Out from the 70s, condo has nothing fancy, but has a LOT of heart & feels like 2nd home. 2 families (9 kids!) usually share it. Expect a fully functional place with many games. Bring your food, belongings & outdoor gear. Spend the day searching for powder & relax at night in front of the fireplace, where spirits of Amos Winter & Bob Marley meet!

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!

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*

Beautiful 5 BDR Townhouse, Ski In Ski Out!

This newly listed condo is the perfect spot for your vacation. A tastefully decorated and vibrant condo centrally located on Sugarloaf mountain. A ski in, ski out property with a chairlift right out back. This spacious and well lit condo features a sunny living room, 4 bedrooms, 3.5 bathrooms, and much more. The kitchen is stocked with everything you need to cook your favorite meals. The living room is comfortable and cozy with hardwood floors and a fireplace to enjoy after a day of skiing!.

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!

Gondola Village at Sugarloaf

Welcome to the heart of Carrabassett Valley in the western mountains of Maine. Come golf, hike, bike, ski, and relax. Conveniently located at the bottom of Whiffletree chair (ski in, ski out) with views of Bigelow. Take a scenic chairlift ride or test out the new Sugarloaf Bike Park. Sugarloaf Golf Club is only minutes away. Enjoy miles of mountain biking, hiking, and cross-country trails. Short walk to base area for restaurants and shops. Then relax in this cozy condo after your adventures.

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.

On-Mountain @ Saddleback-Hot Tub | Mountain Views

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Custom, Maine-made Cedar Hot Tub! 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. One of very few mountainside listings with a hot tub, A/C and views!

Sugarloaf Ski-In/Ski-Out Condo w/ Pool

Experience ultimate ski-in/ski-out convenience at Snowbrook Village! Steps from the Snubber Trail and chairlift, this condo lets you quickly access Sugarloaf’s slopes! After skiing, unwind in the private recreation center featuring an indoor pool, hot tubs, and a sauna. Enjoy a fully equipped kitchen, cozy fireplace, and dedicated ski storage. The free resort shuttle stops outside for easy access to base village dining. Perfect for winter ski trips or summer mountain biking!

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!

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.

Sunnyside close to Sunday River/Black Mt/Sugarloaf

Welcome to Sunnyside! The perfect peaceful getaway for families, friends, or couples. Enjoy easy access to Sunday River (20 minutes), Black Mountain (7 minutes), and Mount Abram (30 minutes) in winter. In summer, swim at nearby Ellis Pond/ Roxbury or hike and camp at Whitecap Mountain Preserve. Come fall, enjoy breathtaking foliage right outside your door. We look forward to welcoming you!