Chalets in Somerset County

Moosehead Lakefront Cabin|Pets Ok|Dock|Views|WIFI

Bring the whole family and friends to this great place with lots of room for fun. Lodge style log home with 5 suites, each with a full bathroom. Located on Moosehead Lake in Maine. Great Room with floor to ceiling fireplace and amazing lake views. Enjoy the covered deck with another fireplace! Large lawn area for kids to play. Fun game room. 300 feet of private water frontage and dock. 4 season recreational fun. Fast Starlink WIFI. More info on our page, just search for PineTreeStays and save!

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.

Chalet w/hot tub, EV charger

In the morning, ski when you want with no long drive. After having a fun day skiing on the mountain or x-country trails, or snowshoeing, fat tire biking, relax in the hot tub or chill in the great room with views of Sugarloaf Mountain while the kids have a blast in the downstairs game room! This new, contemporary ski lodge is perfect for groups or families and their pets. Fully equipped kitchen. Recharge your EVs every day. Heated mud room and boot dryers ensure that your equipment is ready.

The Chalet on the Ridge-20 Mins from Sugarloaf!

The 'Chalet on the Ridge' is a chalet style home that offers 4bdrm/3 baths (includes sleeping loft) with breathtaking views of the Bigelow Mountain range. It is a great spot to get away from it all to enjoy outdoor adventures, or just kick back for some R&R. The chalet is just 20 mins to Sugarloaf, 45 mins to Saddleback, and mins from the ITS trail access. Four seasons of activities await you-ski, snowmobile, hunt, fish, bike, golf, hike, swim, boat, dine out, stargaze, or sleep in.

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.

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 :)

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!

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!

Piper Pond A-Frame

Beautiful ALL season home in the Maine woods. Trailer access to ATV trails and direct access to Maines Interconnected Trail System for snowmobiles (ITS). Great location on Piper Pond for swimming, fishing and kayaking! Private home with plenty of room for the whole family. 7 beds in 4 bedrooms with two separate office spaces. Easy access to hiking and Moosehead Lake region. House comes with 5 kayaks, one canoe, paddles and life jackets.