Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Cabins
Chalets
Condos
Cottages
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Barns
Boats
Bungalows
Castles
Estates
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Sugarloaf Chalet Rentals(9)

9 Results
Book it Now!
1 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 7
    Book it Now!
    2 - 3 night minimum stay
    • 3 BR,
    • 1 BA,
    • Sleeps 8
      1 Review
      $250 - $300
      per night
      2 night minimum stay
      • 4 BR,
      • 2 BA,
      • Sleeps 8
        1 Review
        Book it Now!
        2 night minimum stay
        • 4 BR,
        • 1 BA,
        • Sleeps 8
          1 Review
          Book it Now!
          1 - 2 night minimum stay
          • 2 BR,
          • 1 BA,
          • Sleeps 6
            Book it Now!
            2 night minimum stay
            • 3 BR,
            • 1 BA,
            • Sleeps 10
              Book it Now!
              182 night minimum stay
              • 5 BR,
              • 1 BA,
              • Sleeps 10
                $346
                per week
                181 night minimum stay
                • 2 BR,
                • 1 BA,
                • Sleeps 6
                  2 Reviews
                  2 night minimum stay
                  • 4 BR,
                  • 3 BA,
                  • Sleeps 10
                     

                    Recent Sugarloaf Reviews

                    Cute cabin

                    4 of 5
                    Our group stayed in this cabin for a weekend of spring skiing at Sugarloaf. We generally stay in the Rangeley area as we ski both Sugarloaf and Saddleback and Rangeley is closer to our home. A couple in our group wanted to ski only at Sugarloaf so we chose this cabin. The cabin is located on Route 27 but we found it be very quiet without much road noise. The cabin is very cute and met all of our needs. The sunken living room with wood stove was interesting and the living room had a beautiful peaceful view. The outside wood shed was enclosed and therefore all wood dry and owners even left kindling to light the stove with. I found the cabin to be clean and comfortable. The two upstairs bedrooms are small but adequate. The cabin would be most comfortable with 6 - 8 might be a tight fit particularly with one bathroom. We would definitely consider renting this cabin again on a future trip to the Sugarloaf area.
                    • Submitted: Apr 16, 2014
                    • Stayed: Apr 2014

                    Absolutely incredible.

                    5 of 5
                    This site doesn't have nearly enough stars to rate this place accurately. Phenomenal cabin, rustic look, plenty of space, and close to the mountain. Can't ask for more. I will certainly be looking for this place again next time I'm in the area.
                    • Submitted: Jun 4, 2013
                    • Stayed: Jan 2013

                    Genuine, beautiful hideaway in the woods of Maine

                    5 of 5
                    We spent a wonderful little Christmas vacation in this beautiful, wooden cabin, ca. 10 min drive away from the Skiing resort of Sugarloaf, Maine - tucked away in a quiet beautiful little area in the woods. The cabin features a real (wood-burning) fireplace, a well-equipped kitchen, a garage for the car, some garden space around the house and everything exactly as advertised - we had a great time there as a small family of 3 (with our 3yr old son). For us the house was big, would have been big enough for two families our size. It is the last house in a little side road - so perfect if you are looking for some soothing vacation outside the cities. You definitely feel that the owners are caring about this house and keep it well. Regularly renting and looking for similar places in nice areas (we prefer them to hotels) we learned that usually photos look better than the reality - with this place it was the other way round, it is even nicer than on the photos! The owners were very helpful and well organized - getting the keys, finding a lot of tips and hints on what to do and where to find things. Everything worked out well. Sugarloaf was a nice little skiing area - we really enjoyed our time there. Seemed to us a well kept secret of the Eastern Skiing Resorts - many slopes, well prepared and yet not overly crowded. Most of the License Plates were from Maine and Massachusetts - I guess the crowds meet in the Vermont Resorts instead (do not tell them that we prefer Sugarloaf since it is much nicer!).
                    • Submitted: Jan 12, 2013
                    • Stayed: Dec 2012