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Area Overview

Helmsley is a historic and pretty town in the district of Ryedale, North Yorkshire. The centre of the town is a conservation area, with approximately 50 listed buildings attracting tourists all year round. Attractive architecture, appealing cafes and a range of independent shops make the town popular with visitors, who also come to see Helmsley Castle remains and Rievaulx Abbey and Terrace, which lie nearby. Average summer temperatures hover around 18°C in this part of Yorkshire, with winter averages being 1°C. The North York Moors National Park brings walkers to the town in summer and winter, but July and August are the peak months for visitors.

Things To Do in Helmsley

  • Helmsley Walled Garden: Originally developed in 1756, this historic garden covers five acres and incorporates glass houses and a working kitchen garden.
  • Nunnington Hall: A lovely old manor house with gardens, owned by the National Trust, and housing a fascinating collection of dolls’ houses. A lovely walled tea garden by the river is home to several peacocks.
  • Rievaulx Terrace: Also owned by the National Trust, Rievaulx Terrace is a lovely place for a walk and a picnic, providing expansive views of the surrounding countryside and down to Rievaulx Abbey (not part of the Terrace).

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  • Showing 1-50 of 300+
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    Apartment #8173574
    • 1 BR
    • 1 BA
    • Sleeps 2
    1

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      House #8156298
      • 4 BR
      • 1 BA
      • Sleeps 6
      18

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        Cottage #8113984
        • 2 BR
        • 1 BA
        • Separate Toilet
        • Sleeps 4
        5

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          Cottage #8129799
          • 4 BR
          • 3 BA
          • Sleeps 8
          1
            Bungalow #6710586
            • 2 BR
            • 2 BA
            • Sleeps 4
            7

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              Cottage #8171985
              • 3 BR
              • 1 BA
              • Separate Toilet
              • Sleeps 6
              5

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                Multiple rentals Cottage #8102876
                • 2 BR
                • 1 BA
                • Sleeps 4
                1

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                  Multiple rentals Cottage #8102876
                  • 4 BR
                  • 2 BA
                  • Sleeps 8
                  1

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                    Cottage #1967119
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    0

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                      Cottage #1964170
                      • 4 BR
                      • 3 BA
                      • Sleeps 11
                      0

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                        Cottage #6506804
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        0

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                          Cottage #6066022
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          0

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                            Cottage #6932211
                            • 3 BR
                            • 1 BA
                            • Sleeps 5
                            0

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                              Multiple rentals Cottage #8124143
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              5

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                                Multiple rentals Cottage #8124143
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                6

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                                  Multiple rentals Cottage #8124143
                                  • 3 BR
                                  • 1 BA
                                  • Sleeps 5
                                  11

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                                    Multiple rentals Cottage #8124143
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    5

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                                      Barn #1867699
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 5
                                      26

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                                        Cottage #1990530
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        2

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                                          Cottage #1950049
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          22

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                                            Cottage #1964154
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            0

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                                              Barn #8161980
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              11

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                                                Cottage #8119097
                                                • 2 BR
                                                • 1 BA
                                                • Separate Toilet
                                                • Sleeps 4
                                                1

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                                                  Cottage #8115534
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  2

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                                                    Apartment #6515587
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    0

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                                                      Cottage #6551716
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      5

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                                                        Cottage #1893956
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        0

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                                                          Cottage #1893822
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          1

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                                                            Cottage #8138503
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            0

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                                                              Cottage #1969934
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              0

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                                                                Multiple rentals Barn #1973639
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                9

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                                                                  Multiple rentals Barn #1973639
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 2
                                                                  8

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                                                                    Cottage #6462976
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 5
                                                                    3

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                                                                      Cottage #8063114
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 8
                                                                      1

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                                                                        Cottage #1964042
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        0

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                                                                          Cottage #1964293
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          0

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                                                                            Cottage #1969432
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            0

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                                                                              Cottage #8130817
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 2
                                                                              4

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                                                                                Cottage #1981807
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                1

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                                                                                  Barn #8130690
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  9

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                                                                                    Cottage #1969463
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    0

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                                                                                      Cottage #1964273
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      0

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                                                                                        Cottage #1965581
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        0

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                                                                                          Cottage #8120821
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 2
                                                                                          29

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                                                                                            Cottage #1968558
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            0

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                                                                                              Cottage #1969963
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 3
                                                                                              0

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                                                                                                Cottage #1159360
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                34

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                                                                                                  Cottage #1964274
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  0

                                                                                                  Instant confirmation

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                                                                                                    House #1989638
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 5
                                                                                                    2

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                                                                                                      Cottage #8155295
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      23

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                                                                                                      • 1 - 50 of 300+