20 Best Vacation Rentals in Winterberg - Holiday Lettings - Cabins

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110 Vacation rentals

(1) Excellent 

    15

    Ski home to rent in Winterberg

    North Rhine-Westphalia / Winterberg

    6 18 2 nights min

    • 6 bedrooms
    • sleeps 18
    • 2 nights min
    • Ski
    • Child friendly
    • Pet friendly
    This wonderful detached house with a large lawn and terrace provides the ideal opportunity for groups up to a size of 18 people in Winterberg to spend a pleasant time. The house is divided into three floors. There are 6 bedrooms, 2 bathrooms. 4 of the bedrooms are equip

    from $422 / night

    $3,195 - $4,626 / week

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    from $422 / night

    (1) Good 

      10

      Winterberg ski villa to rent.

      North Rhine-Westphalia / Winterberg

      4 8 min stay varies

      • 4 bedrooms
      • sleeps 8
      • min stay varies
      • Ski
      • Child friendly
      • Pet friendly
      You enter the villa through a spacious bright hall with cloakroom. Through the large glass wall you look directly at the adjacent piste via your terrace and patio. The wellness bathroom includes infrared sauna. In the winter you can easily access the ski slope from your

      from $200 / night

      $1,396 / week

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      from $200 / night

        35

        Winterberg ski condo to rent.

        North Rhine-Westphalia / Winterberg

        3 10 3 nights min

        • 3 bedrooms
        • sleeps 10
        • 3 nights min
        • Swimming pool
        • Ski
        • Child friendly
        Duplex apartment on 2 levels and floors: 1 bedroom with new double box-spring bed and additional double-deck / loft bed 1 bedroom with queen bed 1.40 meters 1 bedroom with queen bed 1.60 meters additional single bed with 0.80 meters cot, cot and highchair 1 bathroom wit

        from $255 / night

        $1,780 / week

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        from $255 / night

          24

          Winterberg ski condo to rent.

          North Rhine-Westphalia / Winterberg

          1 4 2 nights min

          • 1 bedroom
          • sleeps 4
          • 2 nights min
          • Ski
          • Child friendly
          • Car not necessary
          Apartment on the bike park / ski cap (Winterberg) for max. 4 Pers. Wi-Fi, TV, patio / garden with panoramic views over the mountains of the Sauerland region up to Hesse. Facilities The apartment is newly renovated, comfortably furnished and includes: SLEEPING double bed

          from $76 / night

          $528 / week

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          from $76 / night

            10

            Apartment rental in Winterberg

            North Rhine-Westphalia / Winterberg

            3 8 2 nights min

            • 3 bedrooms
            • sleeps 8
            • 2 nights min
            • Child friendly
            In the house Merian is located in Winterberg at the top - right on the ski area. Within walking distance are the first exit to the ski area in less than 5 minutes. The car can stop. Restaurants, ski rental and a umbrella are also within easy walking distance. is about 2

            from $234 / night

            $1,637 / week

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            from $234 / night

              6

              Winterberg Vacation apartment rental

              North Rhine-Westphalia / Winterberg

              2 3 3 nights min

              • 2 bedrooms
              • sleeps 3
              • 3 nights min
              • Child friendly
              Fine country house apartment in the heart of the holiday Winterberg on the Winterberg cap, very close to the famous Veltins EisArena and the well-known sports venues, we have created a little paradise. Wohntraum cap - this name meets the ambiance of our elegant apartmen

              from $103 / night

              $716 / week

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              from $103 / night

                18

                Winterberg Vacation condo rental

                North Rhine-Westphalia / Winterberg

                7 16 2 nights min

                • 7 bedrooms
                • sleeps 16
                • 2 nights min
                • Child friendly
                In the house Merian is located in Winterberg at the top - right on the ski area. Within walking distance are the first exit to the ski area in less than 5 minutes. The car can stop. Restaurants, ski rental and a umbrella are also within easy walking distance. It is appr

                from $620 / night

                $4,338 / week

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                from $620 / night

                  7

                  Winterberg Vacation apartment rental

                  North Rhine-Westphalia / Winterberg

                  1 3 2 nights min

                  • 1 bedroom
                  • sleeps 3
                  • 2 nights min
                  • Child friendly
                  In the house Merian is located in Winterberg at the top - right on the ski area. Within walking distance are the first exit to the ski area in less than 5 minutes. The car can stop. Restaurants, ski rental and a umbrella are also within easy walking distance. It is appr

                  from $135 / night

                  $939 / week

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                  from $135 / night

                    11

                    Vacation apartment in Winterberg

                    North Rhine-Westphalia / Winterberg

                    3 8 2 nights min

                    • 3 bedrooms
                    • sleeps 8
                    • 2 nights min
                    • Child friendly
                    In the house Merian is located in Winterberg at the top - right on the ski area. Within walking distance are the first exit to the ski area in less than 5 minutes. The car can stop. Restaurants, ski rental and a umbrella are also within easy walking distance. It is abou

                    from $234 / night

                    $1,637 / week

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                    from $234 / night

                      18

                      Winterberg ski apartment to rent.

                      North Rhine-Westphalia / Winterberg

                      1 5 min stay varies

                      • 1 bedroom
                      • sleeps 5
                      • min stay varies
                      • Ski
                      • Child friendly
                      • Car not necessary
                      Appartement de Ruiter is located on the Fichtenweg near a breathtaking nature reserve, and within walking distance of the center of Winterberg with many cozy restaurants and shops. The apartment of 54 m² can accommodate up to 5 people and is located on the first floor o

                      from $71 / night

                      $403 - $984 / week

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                      from $71 / night

                        36

                        Winterberg ski condo to rent.

                        North Rhine-Westphalia / Winterberg

                        3 8 min stay varies

                        • 3 bedrooms
                        • sleeps 8
                        • min stay varies
                        • Ski
                        • Child friendly
                        • Pet friendly
                        Property HOLIDAY I comprises on two levels: Sleeping # 1: Double (2 persons) Bedroom # 2: Double (2 persons) bedroom # 3: Two bunk beds (4 beds) KITCHEN electric / gas and grill, oven , refrigerator and freezer, dishwasher, microwave, coffee maker, toaster, egg cooker,

                        from $127 / night

                        $886 / week

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                        from $127 / night

                          10

                          Winterberg Vacation studio accommodation

                          North Rhine-Westphalia / Winterberg

                          Studio 2 3 nights min

                          • Studio
                          • sleeps 2
                          • 3 nights min
                          • Child friendly
                          Enjoy your relaxing holiday in Winterberg in this modern and functional apartment. It is central to the entire ski arena Winterberg close to the Bike Park and experience the mountain cap in a quiet side street.    The apartment is on the first floor of the house. The ba

                          from $83 / night

                          $464 - $643 / week

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                          from $83 / night

                            15

                            Vacation apartment in Winterberg

                            North Rhine-Westphalia / Winterberg

                            2 4 3 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 3 nights min
                            • Child friendly
                            This apartment is excellent in central Winterberg.    The apartment is located in a quiet location, yet all the shops are within walking distance. The apartment is cozy and rustic furnishings. Both bedrooms are each equipped with a double bed. One bedroom is located out

                            from $113 / night

                            $643 - $850 / week

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                            from $113 / night

                              15

                              Vacation apartment rental

                              North Rhine-Westphalia / Winterberg

                              3 5 3 nights min

                              • 3 bedrooms
                              • sleeps 5
                              • 3 nights min
                              • Child friendly
                              This modern, functionally furnished apartment is located in the beautiful city of Winterberg. There is plenty of room for the whole family.  The apartment is comfortably furnished and has three separate bedrooms. The kitchen is well equipped, in the living room you can

                              from $193 / night

                              $1,158 - $1,494 / week

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                              from $193 / night

                                15

                                Vacation apartment rental

                                North Rhine-Westphalia / Winterberg

                                1 2 3 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 3 nights min
                                • Child friendly
                                Great holiday home has an excellent central location in Winterberg. Here you will find enough space for two people. The apartment has a small balcony, common garden use is also possible.    The apartment is cozy and rustic furnishings. The separate bedroom is equipped w

                                from $101 / night

                                $593 - $759 / week

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                                from $101 / night

                                  15

                                  Vacation studio in Winterberg

                                  North Rhine-Westphalia / Winterberg

                                  Studio 2 3 nights min

                                  • Studio
                                  • sleeps 2
                                  • 3 nights min
                                  • Child friendly
                                  The apartment is modern and functional and is centrally located to the entire ski arena Winterberg close to the Bike Park. The apartment is located in a quiet side street, so you can enjoy your relaxing holiday in a central location here.    The apartment is on the firs

                                  from $83 / night

                                  $464 - $643 / week

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                                  from $83 / night

                                  (1) Very Good 

                                    22

                                    Winterberg ski apartment to rent.

                                    North Rhine-Westphalia / Winterberg

                                    2 6 min stay varies

                                    • 2 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Ski
                                    • Child friendly
                                    • Pet friendly
                                    An attractive apartment 85m2 located on the ground floor with free WIFI at the center of Winterberg a stone's throw from the forest.Winterberg is known for winter sports. But in the summer you can make beautiful walks, enjoy cycling, sledding with the children or get a

                                    from $103 / night

                                    $716 / week

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                                    from $103 / night

                                      9

                                      Vacation apartment with shared pool in Winterberg

                                      North Rhine-Westphalia / Winterberg

                                      1 2 3 nights min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 3 nights min
                                      • Swimming pool
                                      • Child friendly
                                      Modern apartment for two people in a resort on the golf course in Winterberg. The apartment on the third floor has a nice balcony. Here you can enjoy breakfast in the fresh air in the morning, garden furniture are available.     The interior of the apartment is modern a

                                      from $115 / night

                                      $684 - $850 / week

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                                      from $115 / night

                                        10

                                        Winterberg ski apartment to rent.

                                        North Rhine-Westphalia / Winterberg

                                        3 9 min stay varies

                                        • 3 bedrooms
                                        • sleeps 9
                                        • min stay varies
                                        • Ski
                                        • Child friendly
                                        • Private garden
                                        New, comfortable and luxuriously furnished house with fireplace and WiFi, located on a dead end road with stunning views of the ski jump and directly on the slopes. The bustling center of Winterberg, various restaurants and cozy apres ski options are all within a short

                                        from $301 / night

                                        $2,102 / week

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                                        from $301 / night

                                        (3) Excellent 

                                          20

                                          Ski apartment to rent in Winterberg

                                          North Rhine-Westphalia / Winterberg

                                          3 6 3 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 3 nights min
                                          • Ski
                                          • Child friendly
                                          • Pet friendly
                                          Welcome in Winterberg - Züschen, Your holiday home in the Sauerland! Our house is located in a beautiful secluded location, 5 minutes from the center. Many hiking trails are in the immediate vicinity - the footbath the place with benches and lawn is in front of our hou

                                          from $147 / night

                                          $997 - $1,212 / week

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                                          from $147 / night

                                          Great rentals within 20 miles that match your search

                                          Distance approx 5.3 miles from Winterberg Show on Map

                                          (1) Excellent 

                                            4

                                            Oberkirchen Vacation condo rental

                                            Schmallenberg / Oberkirchen

                                            2 3 3 nights min

                                            • 2 bedrooms
                                            • sleeps 3
                                            • 3 nights min
                                            • Child friendly
                                            • Ask about pets
                                            • Private garden
                                            Dominance of the family-run House is an old farmhouse 18.Jahrhundert, it is the idyllic upper Sorpetal on the southern slope of the Hunau on an increase (550 mNN) in one of the most beautiful valleys of the hochsauerland, Winterberg and Schmallenberg. The holiday home i

                                            from $76 / night

                                            $510 / week

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                                            from $76 / night

                                            Distance approx 9.2 miles from Winterberg

                                              5

                                              Vacation apartment in Schwalefeld

                                              Hesse / Schwalefeld

                                              1 2 3 nights min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 3 nights min
                                              • Child friendly
                                              - Parking on the site - Consumption costs incl. - Difficult access road - Not suitable for youth groups - Optional: Bedlinen incl towels Costs overview: Mandatory services to be paid to the local service provider: Cleaning Fee: EUR 40.00 per stay Optional additional

                                              from $101 / night

                                              $612 - $791 / week

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                                              from $101 / night

                                              Distance approx 3.14 miles from Winterberg Show on Map

                                                10

                                                Ski apartment to rent in Neuastenberg

                                                North Rhine-Westphalia / Neuastenberg

                                                2 6 min stay varies

                                                • 2 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Ski
                                                • Child friendly
                                                • Pet friendly
                                                The apartment has the same luxury as the Villas Winterberg villas and is located on the ground floor (Amalia) or first floor (Alexia). Access to the entrance on the first floor is via an outside staircase (snow permeable). The apartments are located directly on the ski

                                                from $115 / night

                                                $805 / week

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                                                from $115 / night

                                                Distance approx 8.42 miles from Winterberg

                                                  20

                                                  Vacation apartment in Usseln

                                                  Hesse / Usseln

                                                  1 2 3 nights min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 3 nights min
                                                  • Child friendly
                                                  - Parking on the site - Consumption costs incl. - Houseowner lives on the site - Not suitable for youth groups - Bedlinen incl towels (included) - Final cleaning (included) Costs overview: Mandatory services to be paid to the local service provider: Tourism Fee: EUR 1

                                                  from $83 / night

                                                  $510 - $635 / week

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                                                  from $83 / night

                                                  Distance approx 4.4 miles from Winterberg Show on Map

                                                    11

                                                    Vacation apartment in Niedersfeld

                                                    North Rhine-Westphalia / Niedersfeld

                                                    1 2 3 nights min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 3 nights min
                                                    • Child friendly
                                                    Spend your vacation in this tastefully decorated apartment in the Rothaargebirge. The apartment is on Untergeschos a residential building and is comfortably furnished. In the living area there is also the well-equipped kitchen and sofa bed. The separate bedroom is equip

                                                    from $75 / night

                                                    $412 - $582 / week

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                                                    from $75 / night

                                                    Distance approx 19.03 miles from Winterberg

                                                      25

                                                      Vacation home in Frankenau

                                                      Hesse / Frankenau

                                                      3 6 2 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 2 nights min
                                                      • Child friendly
                                                      • Pet friendly
                                                      This holiday house is located in a holiday park in the Edersee-Kellerwald National Park. The "Witch House" offers enough space to accommodate up to 6 people. The three spacious mezzanines give an impression of spaciousness. Both bedrooms on the top floor have sloping ce

                                                      from $72 / night

                                                      $434 - $844 / week

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                                                      from $72 / night

                                                      Distance approx 2.69 miles from Winterberg Show on Map

                                                        15

                                                        Vacation apartment in Altastenberg

                                                        Hesse / Altastenberg

                                                        1 2 3 nights min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 3 nights min
                                                        • Child friendly
                                                        - Parking on the site - Shared tumble dryer - Shared washing machine - Consumption costs incl. - Shared washing machine (fee) - Not suitable for youth groups - Bedlinen incl towels (included) - Cot: 1 - Child's chair: 1 Costs overview: Mandatory services to be paid to

                                                        from $119 / night

                                                        $689 - $943 / week

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                                                        from $119 / night

                                                        Distance approx 19.04 miles from Winterberg

                                                          23

                                                          Frankenau Vacation home rental

                                                          Hesse / Frankenau

                                                          3 6 2 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 2 nights min
                                                          • Child friendly
                                                          • Pet friendly
                                                          This holiday house is one of the so-called "witch houses" in the holiday park Frankenau. These cosy houses can accommodate up to six people. The houses are individually furnished. In addition to a fireplace or a stove in the living area, each house also has a terrace wi

                                                          from $78 / night

                                                          $471 - $919 / week

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                                                          from $78 / night

                                                          Distance approx 18.93 miles from Winterberg

                                                            20

                                                            Vacation apartment in Frankenau

                                                            Hesse / Frankenau

                                                            2 4 2 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 2 nights min
                                                            • Child friendly
                                                            This holiday park, located between Sauerland and the Hessian Bergland, is ideal for nature lovers and children. The park offers apartments ranging from small half-timbered houses to double houses built like bungalows and cosy cottages that are lovingly called "witch hou

                                                            from $72 / night

                                                            $430 - $844 / week

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                                                            from $72 / night

                                                            Distance approx 2.73 miles from Winterberg Show on Map

                                                              14

                                                              Vacation apartment in Neuastenberg

                                                              North Rhine-Westphalia / Neuastenberg

                                                              1 2 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 3 nights min
                                                              • Child friendly
                                                              • Pet friendly
                                                              This is a nice, suitable equipped holiday apartment in Winterberg.    The apartment has a fully equipped kitchen, a cozy living and dining area and a double bedroom. The sofa bed with two additional beds, located in a separate room. On the terrace you can enjoy the wide

                                                              from $135 / night

                                                              $772 - $1,029 / week

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                                                              from $135 / night

                                                              Distance approx 2.52 miles from Winterberg Show on Map

                                                                20

                                                                Ski home to rent in Neuastenberg

                                                                North Rhine-Westphalia / Neuastenberg

                                                                3 6 3 nights min

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • 3 nights min
                                                                • Swimming pool
                                                                • Ski
                                                                • Child friendly
                                                                The newly renovated, F **** certified, half-timbered house with comfortable facilities located on the sunny south-east slope in a quiet location above the center of the health resort Neuastenberg with direct, stunning views of the "Sauerland nature." Here you can sunbat

                                                                from $122 / night

                                                                $850 - $1,297 / week

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                                                                from $122 / night

                                                                Distance approx 13.69 miles from Winterberg

                                                                  27

                                                                  Vacation home in Kirchrarbach

                                                                  North Rhine-Westphalia / Kirchrarbach

                                                                  2 4 2 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 2 nights min
                                                                  • Child friendly
                                                                  • Pet friendly
                                                                  This welcoming holiday home is located in a quite place called Erflinghausen near the Henne river. You can stay in the heart of the Sauerland region which is located about 7 km south of Meschede. The Hennesee Lake (located about 1 km away) is ideal for swimming and wate

                                                                  from $101 / night

                                                                  $670 - $966 / week

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                                                                  from $101 / night

                                                                  Distance approx 19 miles from Winterberg

                                                                    25

                                                                    Frankenau Vacation home rental

                                                                    Hesse / Frankenau

                                                                    3 6 2 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 2 nights min
                                                                    • Child friendly
                                                                    • Pet friendly
                                                                    Enjoy a great holiday in one of these so-called "Hexenhäuser"(Witch Cottages). The cottage offers space for up to six people. Relax in front of a fireplace in the living area, which has a beautiful terrace with garden furniture. The houses are individually designed. Tw

                                                                    from $78 / night

                                                                    $471 - $919 / week

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                                                                    from $78 / night

                                                                    Distance approx 18.98 miles from Winterberg

                                                                      19

                                                                      Vacation home in Frankenau

                                                                      Hesse / Frankenau

                                                                      3 6 2 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 2 nights min
                                                                      • Child friendly
                                                                      • Pet friendly
                                                                      This holiday house is located in a holiday park in the Edersee-Kellerwald National Park. The "Witch House" offers enough space to accommodate up to 6 people. It is situated on an open grassy plot and has a terrace on the ground floor. The three mezzanines give an impres

                                                                      from $72 / night

                                                                      $434 - $844 / week

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                                                                      from $72 / night

                                                                      Distance approx 19.03 miles from Winterberg

                                                                        24

                                                                        Frankenau Vacation home rental

                                                                        Hesse / Frankenau

                                                                        3 6 2 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 2 nights min
                                                                        • Child friendly
                                                                        This holiday house is located in a holiday park in the Edersee-Kellerwald National Park. The "Witch House" offers enough space to accommodate up to 6 people. It is situated on an open grassy plot and has a terrace on the ground floor. The three mezzanines give an impres

                                                                        from $72 / night

                                                                        $430 - $844 / week

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                                                                        from $72 / night

                                                                        Distance approx 15.88 miles from Winterberg

                                                                          29

                                                                          Vacation apartment in Brilon

                                                                          North Rhine-Westphalia / Brilon

                                                                          3 6 3 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 3 nights min
                                                                          • Child friendly
                                                                          • Pet friendly
                                                                          This spacious and simple furnished apartment is located on the 1st floor in a quiet area. The large, shared garden invites you to relax and the location is a perfect place to experience the forest and nature. For trips to the surrounding areas there are numerous possibi

                                                                          from $81 / night

                                                                          $345 - $710 / week

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                                                                          from $81 / night

                                                                          Distance approx 19.01 miles from Winterberg

                                                                            19

                                                                            Vacation home in Frankenau

                                                                            Hesse / Frankenau

                                                                            3 6 2 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 2 nights min
                                                                            • Child friendly
                                                                            • Pet friendly
                                                                            This holiday home is one of the so-called "witch houses", which is located in a holiday park in the Edersee-Kellerwald National Park. It is located on an open grassy plot and can accommodate up to 6 people. On the ground floor you can relax by the fireplace or the stove

                                                                            from $72 / night

                                                                            $434 - $844 / week

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                                                                            from $72 / night

                                                                            Distance approx 7.95 miles from Winterberg

                                                                            (3) Excellent 

                                                                              8

                                                                              Ski condo to rent in Medebach

                                                                              North Rhine-Westphalia / Medebach

                                                                              1 4 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • 1 night min
                                                                              • Ski
                                                                              • Child friendly
                                                                              • Private garden
                                                                              Our apartment is located in a bungalow park Orketal in Medebacher bay. It is located right next to our other apartment. Both have a private entrance and a private terrace. In approximately 4 Km of the Center Parcs Sauerland is located. This is very popular with its subt

                                                                              from $50 / night

                                                                              $349 / week

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                                                                              Responds fast!
                                                                              avg. 51 minutes

                                                                              from $50 / night

                                                                              Distance approx 5.5 miles from Winterberg Show on Map

                                                                                14

                                                                                Vacation apartment rental

                                                                                North Rhine-Westphalia / Altenfeld

                                                                                2 4 3 nights min

                                                                                • 2 bedrooms
                                                                                • sleeps 4
                                                                                • 3 nights min
                                                                                • Child friendly
                                                                                The apartment is in Altenfeld, a small village located in Sauerland and situated 15 km north-west of the (winter sports) Winterberg. You will occupy the ground floor of this detached house situated on the outskirts of Altenfeld. Your holiday house is located only 10 km

                                                                                from $58 / night

                                                                                $345 - $439 / week

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                                                                                from $58 / night

                                                                                Distance approx 14.44 miles from Winterberg

                                                                                  14

                                                                                  Vacation home in Diemelsee

                                                                                  Hesse / Diemelsee

                                                                                  1 2 3 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 2
                                                                                  • 3 nights min
                                                                                  • Child friendly
                                                                                  • Pet friendly
                                                                                  The ground level achievable row house is located in a district of Diemelsee in a quiet location, right in the middle in the Waldecker Land. The accommodation is bright and modern and has a wood-burning fireplace in the living room for cozy evenings. The bedroom has two

                                                                                  from $108 / night

                                                                                  $575 - $766 / week

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                                                                                  from $108 / night