Chalets in Somerset County

Lux Wilton Lakefront Home w/ Hot Tub | Walk 2 Town

Some lakefront homes make you feel like you're roughing it in comfort. This isn't one of them. Tranquil Waters is a designer-furnished retreat on Wilson Lake — contemporary finishes, premium bedding, a private hot tub with open water views & a wrap-around deck built for long evenings and slow mornings. Bring the dog! Walk to town for coffee at Chaos Coffee Co, dinner at Calzolaio, and come back to a fire pit under the stars. 3 bedrooms, 2.5 baths, sleeps 10. Four seasons. One perfect lake house.

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 or hanging out on the deck. 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, shoot some pool in the game room, or soak your cares away in the jet tub. Located in a quiet neighborhood with easy access to town, restaurants, and recreational parks. Sugarloaf is under 15 minutes away!

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.

Fantastic 4 Season Cabin across from the Kennebec

Perfect for white water rafters and summer family holidays or fall hunters, fishing on the Kennebec and snowmobiling on the Interconnected Trail System! This spotless 4 season cabin can easily sleep 6 comfortably and has everything you need. The property is surrounded by beautiful tall pines and is set back from the road for privacy. There’s a public boat launch across the road and you're minutes away from white water rafting, snowmobile trails and the best fishing and hunting in New England.

Quaint Family Chalet Great For Summer 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 - Secluded 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.

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!

Carrabassett Valley Private Chalet!

We're thrilled to welcome you to Pine Haven, your cozy getaway nestled in the heart of Carrabassett Valley. Whether you're here for the powdery slopes, the rugged biking trails, a peaceful day on the water, or the thrill of the hunt, Pine Haven is your perfect basecamp for adventure—or just unwinding in nature. Tucked away on a private lot off of Route 27, Pine Haven offers the peace and quiet of the wilderness with easy access to all the area’s best attractions.

Welcome to our Shackteau! Close to loaf + trail!

Unique ski chalet five minutes from Sugarloaf access road, with snowshoe / XC ski trail from the property that connects to valley trail system. Cozy, all-wood interior with funky bunk bed tower, homey propane stove, and den with bar and large TV. Equally well-suited for families, friends, and responsible mountain enthusiasts! We love our shackteau and know you will, too! We received negative feedback on our last cleaner so we have a new AWESOME cleaner :)

The Hideaway

Welcome to our cozy 3-bedroom home, nestled in the heart of downtown Kingfield. This family-friendly retreat is perfect for relaxing while exploring all the area’s seasonal activities. Just an 18-minute drive to Sugarloaf Mountain, it’s ideal for skiers, snowboarders, and winter sports lovers. Not a skier? No worries! With plenty of driveway space for snowmobile trailers, you’ll enjoy direct access to the Interconnected Trail System (ITS) from the property.

Cottage 1: Lake View

Cottage 1 is a two bedroom, one bath cottage that has a queen size bed in the primary bedroom and a twin over full size bunk bed with a pull out trundle bed in the secondary bedroom. This cottage is perfect for a group of 4. Comes with complementary coffee and sundries. Please refer to the aerial view of the cottages, to see associated cottage numbers. Dogs will not be allowed in this cottage. Please refer to our *policy* page for more information.

Hillside Hideaway - Great Location & Hot Tub

Welcome to our cozy Sugarloaf/Carrabassett Valley home! Sitting in the back of Redington is our private home with a hot tub, firepit & grill! There is ample parking for you & your friends. Hiking/snowshoeing trail is 100 yards into the woods out of the back of the house. Check us out on the gram @hillsidehideaway_2039. About 10 minutes from the base of Sugarloaf mountain. Family friendly, wi-fi, decked out kitchen. Feel at home within minutes!