Chalet holiday rentals in Carrabassett Valley

5BR chalet only 6 miles to Sugarloaf access road!

Welcome to Mountain Haven where you will enjoy stunning views of Sugarloaf Mountain while relaxing in the living room, on the back deck, or around the fire pit! This beautiful home features 5 spacious bedrooms and 3.5 bathrooms. Snuggle up in front of the cozy gas fireplace, cook in a fully equipped kitchen, play in a large game room complete with a pool table, or soak your cares away in the jet tub. Located in a quiet neighborhood with easy access to town, restaurants, and recreational parks.

Pristine, Peaceful Kingfield Chalet

Just a short 15-20 minute drive from Sugarloaf and 3 minutes from historic downtown Kingfield, this chalet provides a peaceful, private respite after a busy day on the mountain. Our 2BR, 1BA eco-friendly chalet is tucked back from the road, with distant neighbors and fast WiFi. You can be surrounded by nature but only minutes from lovely restaurants, local shops, grocery store, gas station and tons of trails, rivers & lakes for snowshoeing, XC, snowmobiling, hiking, huts, MTB, kayaking & more.

Long Pond Lookout

Welcome to Long Pond Lookout in the heart of the Rangeley Lakes Region. This 3-bed, 1-bath, post and beam cabin is centrally located to some of the best fly fishing, hiking and skiing in New England. Nestled between a small lake and a steep hillside, the house offers views across Long Pond and plentiful sunlight throughout the day. 1/2 mile from public boat launch, and a short drive to Smalls Falls and the Appalachian Trail. Under 10 minutes to downtown Rangeley and 20 minutes to Saddleback.

Tucked Away Family Chalet

Tucked Away Family Chalet is conveniently located in Carrabassett Valley close to hiking, biking, community pool/playground/tennis courts, Tufulio's restaurant and much more! A great place to enjoy nature, relax, unwind, check out from the hustle and bustle, and spend quality time with the family. Some of the best mountain biking is right out the front door and swimming in the nearby river is not to be missed. In the wintertime, access to the Narrow Gauge ski trail is a short walk away.

Relaxing Mountainside Getaway!!!

A spectacular 3/4 bedroom ski-in/ski-out condo on Saddleback Mountain with stunning views of Saddleback Lake! Fits 6 people comfortably. One queen bedroom with attached private full bathroom upstairs. Three bedrooms (king, queen and ski room with pull-out couch that can convert to twins or king). Open living area with propane fireplace, smart tv and WiFi. Offers all the comforts of home and has everything you will need to enjoy some relaxing time away from it all. You won’t want to leave…

Cheerful three bedroom Cabin in Wyman, Maine

Unwind at a peaceful cabin. Located 6 minutes north of Sugarloaf. This private spot is across from the Bigelow Preserve, close by to the Appalachian Trail head, bike trails, and Flagstaff Lake. There are three bedrooms including a master bedroom with queen size bed & TV, second bedroom has full-size bed & TV, and the third has twin size bunk beds. Downstairs is an open concept living area and kitchen. The yard features a fire pit. Cozy up to the woodstove if you wish and enjoy the scenery.

Quaint Family Chalet Great For Winter Enthusiasts!

This charming, well equipped 3 bedroom, 1 bath chalet is located in the heart of the Maine High Peaks Region (home to 10 of Maine's highest peaks.) The chalet is complimented by a full basement with a washer/dryer, screened in porch, wood burning fireplace, large loft with two twins and a futon along with a 2nd T.V. The garage is the perfect spot to store your vehicle, skis, snowmobile or ATV'S. This place has everything you need for a fun and relaxing vacation in the western mountains!

Beaver Pond Retreat

In this secluded private setting you will find peace and solitude overlooking the enchanted Beaver Pond from the outdoor hot tub. This is a 4-season retreat for skiing, snowmobiling, cross country skiing, hiking and much more. Beaver Pond Retreat offers 4 bedrooms, 2 full baths, screened in porch/game room, outdoor fire pit and full amenities to make this the perfect getaway for your group! You'll have the comforts of home while enjoying all that nature has to offer at our front door.

A+ Views-Ski Snow Machine Spa-Tub Sauna

On Rt. 4 w/ stunning 280º west sky views of pristine Rangeley lake. 78 ft. deck. 2 mi to town. Hear the loons at dusk & dawn. Deer run thru yard & eagles over house. June /Jul - Lupines & Poppies Jul/Aug blueberries, apples in Fall. Open kitchen/living area. Fish, hiking trails, downhill/X- country skiing, snowmobile, fat bikes, 4 waterfalls, bowling, billiards, leisure walking in town. Rangeley Fitness Ctr w/Indoor Pool/Gym/Yoga. FREE AV Charging in town. Movie theatre.

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.

Carrabassett Valley Private Chalet!

Welcome to Pine Haven, a three bedroom, two bath chalet located on a quiet, private lot just off of Route 27. Only 15 minutes from Sugarloaf, it is the perfect place for your next ski trip, retreat, outdoor adventure, or simple break from the world. The airy living room features an oversized dining table, OLED TV with surround sound, and a wood stove. The kitchen is well-equipped with modern appliances and all the equipment you need to cook a full meal.

Sugarloaf 4-Season Chalet | Hot Tub | River Access

Escape to this 3BR, 2BA chalet on 2 acres by the Carrabassett River—just 10 min from Sugarloaf Mountain! Relax in the private 6-person hot tub after skiing world-class slopes. In summer, swim in nearby river holes and hike scenic trails. Features 8 beds, a new deck, garage, and cozy living spaces. Perfect for ski trips, family getaways, and 4-season adventures. Sugarloaf lifts, après-ski, and trails are minutes away—book your mountain escape today!