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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.

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.

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.

Bigelow Alpine Lodge

This historic building was built in 1892 and has kept a lot of its original charm but now has been transformed into a gorgeous newly renovated 3 bedroom, 2.5 bath spacious home. The backyard overlooking the north branch of the Dead River leads you directly to Flagstaff Lake for ample outdoor recreation. Walking distance to our local grocery store, restaurants and shops. Spacious dining/living room, open kitchen with full amenities to make this the perfect getaway for your group!

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 mi to Sugarloaf Mountain, 1.5 mi to Flagstaff Lake boat launch, 20 min drive to Rangeley. Outdoor dining area, firepit , deck, & covered porch. It’s the perfect spot to launch your outdoor adventures from!

The Riverfront Retreat - 27 minutes to Sugarloaf!

This vibrant farmhouse is surrounded by 800 ft. of Lemon Stream. Walk to the historic wire bridge! It is about 27 minutes to Sugarloaf and 8 minutes to Kingfield; located directly off Rt. 27 in route to Carrabassett Valley. You can hit the slopes then come home to a cozy, gas fireplace. There's a firepit by the stream to enjoy the stars in warmth. The home is full of color and organic decor. FAST STARLINK WIFI!

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.