House holiday rentals in Carrabassett Valley

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled among the trees in a quiet, private neighborhood, yet close to area restaurants & amenities, this is the perfect house for the outdoor enthusiast. The open floor plan & entertainment system are ideal for relaxing after a full day. Close to hiking & biking trails, 7 miles to Sugarloaf, 1.5 miles to Flagstaff Lake, 20 min drive to Rangeley. Outdoor dining area, firepit , deck, & covered porch. It’s the perfect spot to launch your outdoor adventures from, with a great rental history!

Mahoney Manor

My father executed his vision and built Mahoney Manor from the ground up. What started as a "camp" eventually became his full-time home before his untimely death in 2018. Nestled in the woods at the base of Ira Mountain just minutes from Sugarloaf and along the Carrabassett River, Emmett created a sanctuary. He spent the last years of his life "developing" two empty lots into a Zen-like nature trail system with hand made bridges and benches perfect for 4-season walking or snowshoeing.

Modern Chalet Shuttle/Hot Tub

Welcome to Butter! Located in Sugarloaf Village, our modern house is newly constructed and we are excited to share it with you. It is 2 bedrooms and 2 bathrooms with two living areas and a pull out couch on the bottom floor. The mudroom is loaded with hooks and cubbies for everyone's gear for an amazing time at Sugarloaf. Plus come and relax in the hot tub at the end of your day. The shuttle stops in front of the house every 30 min and will take you to the mountain or Outdoor Center.

4 Bed 1 Bath on River: Skiing & Mountain bike!

Quiet get away for the family on the river. Hear the sound of the flowing water right outside the windows. 4 Bedroom, 1 Bath, mudroom, radiant floor heat and propane gas stove, full kitchen, with deck and grill. Only a mile from Sugarloaf mountain and the Outdoor center and 24 miles from Flagstaff Lake. Activities include: cross country skiing, skate skiing, downhill skiing, skating and mountain biking, hiking, fishing and golfing.

The Cozy Cottage

The Cozy Cottage is a true gem! Conveniently located less than a mile from downtown Kingfield and only 20 minutes to Sugarloaf Mountain. It's pet-friendly, sleeps 4 adults comfortably & has all the amenities you need after a day in the mountains! Close to tons of trails for snowmobile, ATV, cross country, hiking, mountain biking, etc. The town of Kingfield offers restaurants, local shops, a grocery store, gas stations, etc.

Cozy, quiet & private near Sugarloaf

This relaxing spot in the western Maine mountains is perfect for nature lovers throughout the seasons. Close to Sugarloaf, Bigelow Preserve, Flagstaff Lake and the Appalachian trail. Fishing, swimming, hiking, skiing, boating, Sugarloaf’s outdoor adventure center and 138 miles of ATV trails are all available close by. Restaurants, bars and local stores are walkable. Check out our guidebook!

Eustis Escape

Cute camp with a bedroom on the main floor with a queen bed and two lofts, one with a full and the other with a twin. There is a nice open kitchen, living, dining area. The camp sits right in the middle of downtown Eustis, walking distance to Trails End Restaurant and right next to the snowmobile trail.

The Winter House

This is called the Winter house, it is our new home for winter time. Queen bedroom, living/ kitchen area fully stocked, grill, 2 kayaks new furniture, mattress and linens The Floor to Ceiling windows in the Great room are amazing with the beautiful view. Every room has a view of the Lake.