Enjoy New England at Its Finest with Sugarloaf Maine Rentals

Sugarloaf, Maine rentals are truly wonderful destinations. The area is beautiful year-round, offering travelers a chance to see what New England has to offer. Whether you want to experience the beauty of fall foliage season, the heart of ski season, or a beautiful Maine summer, seasonal rentals at Sugarloaf give you great opportunities to do so.

Sugarloaf Maine Rentals Offer Top Quality Skiing


One of the many things condo rentals in Sugarloaf, Maine are most known for is their proximity to a premiere ski destination. Sugarloaf Mountain, Maine rentals offer skiers a chance to experience some of the best skiing in New England, and the area offers a number of attractions for people looking to enjoy time off the slopes.

Enjoy a Great Family Vacation with Seasonal Rentals at Sugarloaf


Sugarloaf, Maine rentals are known primarily as ski rentals for many people. A number of seasonal rentals at Sugarloaf are designed specifically for use during ski season. These rentals offer great proximity to the slopes as well as a beautiful setting that will certainly make any vacation more enjoyable.

Condo Rentals in Sugarloaf, Maine Let You Enjoy R&R


The prime reason for most vacations is the desire to relax and enjoy life. Whether you find your enjoyment on the slopes, in antiques stores, or in front of a cozy fire, condo rentals in Sugarloaf, Maine are designed with you in mind. Sugarloaf Mountain rentals let you enjoy life at your own pace and provide many amenities to help you do so.

Forget the notion of a cramped, tiny cabin or the prospect of staying in a stuffy hotel room. With Sugarloaf, Maine rentals, you can enjoy all the amenities of home. Many properties offer added amenities, such as fireplaces and hot tubs for guests to enjoy. Seasonal rentals at Sugarloaf are designed for comfort and relaxation. If you are looking for a great destination, condo rentals in Sugarloaf, Maine are perfect choices. Sugarloaf Mountain, Maine rentals let you choose how to enjoy your vacation while providing you with all the amenities and beauty you need to make it an experience to remember.

Expand your search for a summer rental on the coast of Maine to include Downeast and Acadia, Boothbay Harbor Area, MidCoast and Penobscot Bay, Portland and Casco Bay, and Southern Coast of Maine.

You have sent
a request for
information to
this owner.
FILTERS
List View
Map View
Cancel Apply Filters
  1.  >
  2.  >
  3.  >
  4.  >
  5.  >

Sugarloaf: Condos, Houses & More(133)

sort by HomeAway Sort
The Loaf Loft Sugarloaf Chalet Sleeps 22 -- Bring The Whole Family!
    5 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 22
$500 - $750
per night

The Loaf Loft Sugarloaf Chalet Sleeps 22 -- Bring The Whole Family!

Book it Now!
2 night Minimum Stay
  • 5 BR,
  • 4 BA,
  • Sleeps 22
  1. Sugarloaf >
  2. Carrabassett Valley Chalet
#373272
    2 Reviews
    Timberline Ski & Golf Luxury Townhouse - Book For the 2012/2013 Season
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8

    Timberline Ski & Golf Luxury Townhouse - Book For the 2012/2013 Season

    • 3 BR,
    • 2 BA,
    • Sleeps 8
    1. Sugarloaf >
    2. Carrabassett Valley Townhome
    #259935vb
      (14)
      Sugarloaf lodge retreat
        5 Bedrooms,
      • 4 Bathrooms
        • , Sleeps 20
      $1,000 - $1,500
      per night

      Sugarloaf lodge retreat

      2 night Minimum Stay
      • 5 BR,
      • 4 BA,
      • Sleeps 20
      1. Sugarloaf >
      2. Carrabassett Valley Lodge
      #3000138
        1 Review
        Ultimate Sugarloaf Ski House
          5 Bedrooms,
        • 4 Bathrooms, 
        • 1 Half Bath
          • , Sleeps 12

        Ultimate Sugarloaf Ski House

        • 5 BR,
        • 4 BA,
        • 1 HF BA,
        • Sleeps 12
        1. Sugarloaf >
        2. Carrabassett Valley House
        #953392
          Ski in/Ski Out
            3 Bedrooms,
          • 1 Bathroom
            • , Sleeps 9

          Ski in/Ski Out

          • 3 BR,
          • 1 BA,
          • Sleeps 9
          1. Sugarloaf >
          2. Carrabassett Valley Condo
          #104157
            (6)
            Conveniently Located Two Bed Room, Two Bath Suite Spectacular
              2 Bedrooms, Sleeps 6

            Conveniently Located Two Bed Room, Two Bath Suite Spectacular

            • 2 BR,
            • Sleeps 6
            1. Sugarloaf >
            2. Carrabassett Valley Condo
            #331055
              Trailside, four bedroom, sun filled condo with view of Sugarloaf and AC
                4 Bedrooms,
              • 3 Bathrooms
                • , Sleeps 11
              $150 - $350
              per night

              Trailside, four bedroom, sun filled condo with view of Sugarloaf and AC

              2 night Minimum Stay
              • 4 BR,
              • 3 BA,
              • Sleeps 11
              1. Sugarloaf >
              2. Carrabassett Valley Condo
              #247255
                7 Miles North of Sugarloaf - Fantastic Setting
                  3 Bedrooms,
                • 2 Bathrooms, 
                • 1 Half Bath
                  • , Sleeps 8
                $200 - $250
                per night

                7 Miles North of Sugarloaf - Fantastic Setting

                2 night Minimum Stay
                • 3 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 8
                1. Sugarloaf >
                2. Carrabassett Valley House
                #3320732
                  Fish, Hike, Sugarloaf! Fish, Hike, Sugarloaf! Private Camp!
                    3 Bedrooms,
                  • 1 Bathroom
                    • , Sleeps 7

                  Fish, Hike, Sugarloaf! Fish, Hike, Sugarloaf! Private Camp!

                  • 3 BR,
                  • 1 BA,
                  • Sleeps 7
                  1. Sugarloaf >
                  2. Stratton House
                  #935178
                    Trailside 4 Bdrm/ 3 Bath Trailside Condo With Mountain Views
                      4 Bedrooms,
                    • 3 Bathrooms
                      • , Sleeps 8
                    $150 - $425
                    per night

                    Trailside 4 Bdrm/ 3 Bath Trailside Condo With Mountain Views

                    2 night Minimum Stay
                    • 4 BR,
                    • 3 BA,
                    • Sleeps 8
                    1. Sugarloaf >
                    2. Carrabassett Valley Condo
                    #3492403
                      SUGARLOAF INN - TRUE SKI-IN/OUT
                        1 Bedrooms,
                      • 1 Bathroom
                        • , Sleeps 4
                      $180 - $230
                      per night

                      SUGARLOAF INN - TRUE SKI-IN/OUT

                      • 1 BR,
                      • 1 BA,
                      • Sleeps 4
                      1. Sugarloaf >
                      2. Carrabassett Valley Hotel
                      #3490274
                        Best Location - Ski In/Out - 4 Bedroom + Loft - 150 yds to Base Lodge & Village
                          4 Bedrooms,
                        • 2 Bathrooms
                          • , Sleeps 10
                        $350 - $450
                        per night

                        Best Location - Ski In/Out - 4 Bedroom + Loft - 150 yds to Base Lodge & Village

                        3 night Minimum Stay
                        • 4 BR,
                        • 2 BA,
                        • Sleeps 10
                        1. Sugarloaf >
                        2. Carrabassett Valley Condo
                        #100405
                          (5)
                          Luxury three bedroom condo on Mountain in the heart of it all
                            3 Bedrooms,
                          • 3 Bathrooms, 
                          • 1 Half Bath
                            • , Sleeps 8

                          Luxury three bedroom condo on Mountain in the heart of it all

                          • 3 BR,
                          • 3 BA,
                          • 1 HF BA,
                          • Sleeps 8
                          1. Sugarloaf >
                          2. Carrabassett Valley Condo
                          #916794
                            Beautiful Ski In/ Ski Out, Close to Everything, Easy Walk to it All
                              3 Bedrooms,
                            • 2 Bathrooms
                              • , Sleeps 9

                            Beautiful Ski In/ Ski Out, Close to Everything, Easy Walk to it All

                            • 3 BR,
                            • 2 BA,
                            • Sleeps 9
                            1. Sugarloaf >
                            2. Carrabassett Valley Condo
                            #3471077
                              3 Bedroom On-Mountain Condo , Weekly and nightly Rental
                                3 Bedrooms,
                              • 2 Bathrooms
                                • , Sleeps 8

                              3 Bedroom On-Mountain Condo , Weekly and nightly Rental

                              • 3 BR,
                              • 2 BA,
                              • Sleeps 8
                              1. Sugarloaf >
                              2. Carrabassett Valley Condo
                              #225077
                                (3)
                                Luxury Sugarloaf Condo - 4 Bedrooms Sleeps 10
                                  4 Bedrooms,
                                • 3 Bathrooms, 
                                • 1 Half Bath
                                  • , Sleeps 10

                                Luxury Sugarloaf Condo - 4 Bedrooms Sleeps 10

                                • 4 BR,
                                • 3 BA,
                                • 1 HF BA,
                                • Sleeps 10
                                1. Sugarloaf >
                                2. Carrabassett Valley Condo
                                #255735
                                  Sugarloaf Ski in Ski out
                                    3 Bedrooms,
                                  • 2 Bathrooms
                                    • , Sleeps 8

                                  Sugarloaf Ski in Ski out

                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 8
                                  1. Sugarloaf >
                                  2. Carrabassett Valley Condo
                                  #351097
                                    Very Fine Trailside Condo
                                      4 Bedrooms,
                                    • 3 Bathrooms
                                      • , Sleeps 10

                                    Very Fine Trailside Condo

                                    • 4 BR,
                                    • 3 BA,
                                    • Sleeps 10
                                    1. Sugarloaf >
                                    2. Carrabassett Valley Condo
                                    #103119
                                      Sugarloaf 3+ BR Ski Condo - Luxury, Close to Lift & Sugartree Health Club
                                        3 Bedrooms,
                                      • 4 Bathrooms
                                        • , Sleeps 8
                                      $350 - $500
                                      per night

                                      Sugarloaf 3+ BR Ski Condo - Luxury, Close to Lift & Sugartree Health Club

                                      Book it Now!
                                      3 night Minimum Stay
                                      • 3 BR,
                                      • 4 BA,
                                      • Sleeps 8
                                      1. Sugarloaf >
                                      2. Carrabassett Valley Condo
                                      #372899
                                        On Mountain, Luxurious 4-Bedroom House - Village on The Green
                                          4 Bedrooms,
                                        • 2 Bathrooms
                                          • , Sleeps 8
                                        $150 - $400
                                        per night

                                        On Mountain, Luxurious 4-Bedroom House - Village on The Green

                                        2 - 3 night Minimum Stay
                                        • 4 BR,
                                        • 2 BA,
                                        • Sleeps 8
                                        1. Sugarloaf >
                                        2. Carrabassett Valley House
                                        #360118
                                          (6)
                                          On-mountain condo Bright,updated kitchen with brand new stainless appliances.
                                            3 Bedrooms,
                                          • 2 Bathrooms
                                            • , Sleeps 12
                                          $225 - $500
                                          per night

                                          On-mountain condo Bright,updated kitchen with brand new stainless appliances.

                                          Book it Now!
                                          2 - 3 night Minimum Stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 12
                                          1. Sugarloaf >
                                          2. Carrabassett Valley Condo
                                          #263764
                                            Trail side mountain home, ski in/ski out, handicapped accessible
                                              4 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 14
                                            $550 - $750
                                            per night

                                            Trail side mountain home, ski in/ski out, handicapped accessible

                                            Book it Now!
                                            2 night Minimum Stay
                                            • 4 BR,
                                            • 2 BA,
                                            • Sleeps 14
                                            1. Sugarloaf >
                                            2. Carrabassett Valley House
                                            #143918
                                              1 Review
                                              Beautiful Waterfront Home! Available Seasonally Or Short Term
                                                3 Bedrooms,
                                              • 2 Bathrooms
                                                • , Sleeps 8
                                              $225 - $375
                                              per night

                                              Beautiful Waterfront Home! Available Seasonally Or Short Term

                                              2 - 3 night Minimum Stay
                                              • 3 BR,
                                              • 2 BA,
                                              • Sleeps 8
                                              1. Sugarloaf >
                                              2. Stratton House
                                              #142983
                                                (11)
                                                Four Season recreation in the Western Mountains of Maine
                                                  3 Bedrooms,
                                                • 1 Bathroom
                                                  • , Sleeps 6
                                                $150 - $240
                                                per night

                                                Four Season recreation in the Western Mountains of Maine

                                                2 night Minimum Stay
                                                • 3 BR,
                                                • 1 BA,
                                                • Sleeps 6
                                                1. Sugarloaf >
                                                2. Kingfield House
                                                #127306
                                                  (3)
                                                  NOW BOOKING FOR SUMMER RENTALS
                                                    3 Bedrooms,
                                                  • 2 Bathrooms, 
                                                  • 1 Half Bath
                                                    • , Sleeps 9
                                                  $200 - $375
                                                  per night

                                                  NOW BOOKING FOR SUMMER RENTALS

                                                  2 - 3 night Minimum Stay
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 9
                                                  1. Sugarloaf >
                                                  2. Carrabassett Valley Condo
                                                  #127875
                                                    (9)
                                                    Sunny Ski-In / Ski-Out Sugarloaf Condo in Snowbrook Village!
                                                      2 Bedrooms,
                                                    • 2 Bathrooms
                                                      • , Sleeps 9
                                                    $75 - $325
                                                    per night

                                                    Sunny Ski-In / Ski-Out Sugarloaf Condo in Snowbrook Village!

                                                    2 night Minimum Stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 9
                                                    1. Sugarloaf >
                                                    2. Carrabassett Valley Condo
                                                    #242332
                                                      Luxury Mountain Condo with hot tub and breathtaking mountain views
                                                        3 Bedrooms,
                                                      • 3 Bathrooms, 
                                                      • 1 Half Bath
                                                        • , Sleeps 10
                                                      $300 - $400
                                                      per night

                                                      Luxury Mountain Condo with hot tub and breathtaking mountain views

                                                      2 night Minimum Stay
                                                      • 3 BR,
                                                      • 3 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 10
                                                      1. Sugarloaf >
                                                      2. Carrabassett Valley Condo
                                                      #118316
                                                        (11)
                                                        Sugarloaf Ski In Ski Out Sugartree Studio
                                                          Studio,
                                                        • 1 Bathroom
                                                          • , Sleeps 6
                                                        $150 - $200
                                                        per night

                                                        Sugarloaf Ski In Ski Out Sugartree Studio

                                                        2 night Minimum Stay
                                                        • Studio,
                                                        • 1 BA,
                                                        • Sleeps 6
                                                        1. Sugarloaf >
                                                        2. Carrabassett Valley Condo
                                                        #3497089
                                                          (4)
                                                          Luxury On Mountain Sugarloaf Condo
                                                            4 Bedrooms,
                                                          • 4 Bathrooms
                                                            • , Sleeps 10
                                                          $450 - $650
                                                          per night

                                                          Luxury On Mountain Sugarloaf Condo

                                                          2 - 3 night Minimum Stay
                                                          • 4 BR,
                                                          • 4 BA,
                                                          • Sleeps 10
                                                          1. Sugarloaf >
                                                          2. Carrabassett Valley Condo
                                                          #943255
                                                            (3)
                                                            Sugarloaf Summer Mountainside Private Home, Walk To Lifts, All Amenities.
                                                              4 Bedrooms,
                                                            • 2 Bathrooms, 
                                                            • 1 Half Bath
                                                              • , Sleeps 8
                                                            $300 - $550
                                                            per night

                                                            Sugarloaf Summer Mountainside Private Home, Walk To Lifts, All Amenities.

                                                            1 - 3 night Minimum Stay
                                                            • 4 BR,
                                                            • 2 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 8
                                                            1. Sugarloaf >
                                                            2. Carrabassett Valley House
                                                            #3177094
                                                              1 Review
                                                              • 1 - 30 of 133
                                                              Advertisement

                                                              Sugarloaf