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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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    Bungalow #6710586
    • 2 BR
    • 2 BA
    • Sleeps 4
    7
    Viewed 15 times in the last 48 hours

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      House #8156298
      • 4 BR
      • 1 BA
      • Sleeps 6
      18
      Viewed 25 times in the last 48 hours

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        Cottage #8171985
        • 3 BR
        • 1 BA
        • Separate Toilet
        • Sleeps 6
        5
        Viewed 37 times in the last 48 hours

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          avg/night
          Cottage #8129799
          • 4 BR
          • 3 BA
          • Sleeps 8
          1
          Viewed 6 times in the last 48 hours
            Apartment #8173574
            • 1 BR
            • 1 BA
            • Sleeps 2
            2
            Viewed 5 times in the last 48 hours

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              Multiple rentals Cottage #8102876
              • 4 BR
              • 2 BA
              • Sleeps 8
              1
              Viewed 15 times in the last 48 hours

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                Multiple rentals Cottage #8102876
                • 2 BR
                • 1 BA
                • Sleeps 4
                1
                Viewed 13 times in the last 48 hours

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                  avg/night
                  Cottage #1964170
                  • 4 BR
                  • 3 BA
                  • Sleeps 11
                  Viewed 9 times in the last 48 hours

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                    House #6976585
                    • 3 BR
                    • 1 BA
                    • Separate Toilet
                    • Sleeps 6

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

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

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

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

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                              Cottage #1989698
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              23
                              Viewed 102 times in the last 48 hours

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                                avg/night
                                Cottage #8046126
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                17
                                Viewed 30 times in the last 48 hours

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                                  Cabin #8173995
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  36
                                  Viewed 38 times in the last 48 hours

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                                    Cottage #8248
                                    • 4 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 8
                                    13
                                    Viewed 75 times in the last 48 hours

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                                      avg/night
                                      Cottage #1890512
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 2
                                      30
                                      Viewed 44 times in the last 48 hours

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                                        Barn #1867699
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 5
                                        26
                                        Viewed 64 times in the last 48 hours

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                                          Cottage #8171140
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 4
                                          29
                                          Viewed 70 times in the last 48 hours

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                                            Cottage #1950049
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            22
                                            Viewed 35 times in the last 48 hours

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                                              avg/night
                                              Barn #8161980
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              11
                                              Viewed 28 times in the last 48 hours

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                                                Cottage #1159360
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 6
                                                35
                                                Viewed 48 times in the last 48 hours

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                                                  Cottage #6759436
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  10
                                                  Viewed 73 times in the last 48 hours

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                                                    Cottage #8155295
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    23
                                                    Viewed 13 times in the last 48 hours

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                                                      Cabin #8164429
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      14
                                                      Viewed 37 times in the last 48 hours

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                                                        Cottage #8095231
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        13
                                                        Viewed 16 times in the last 48 hours

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                                                          House #6730247
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          11
                                                          Viewed 26 times in the last 48 hours

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                                                            Cottage #6551716
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            5
                                                            Viewed 40 times in the last 48 hours

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                                                              Cottage #1990530
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              3
                                                              Viewed 15 times in the last 48 hours

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                                                                Cottage #1032741
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                13
                                                                Viewed 27 times in the last 48 hours

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                                                                  avg/night
                                                                  Multiple rentals Cottage #8151859
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  13
                                                                  Viewed 31 times in the last 48 hours

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                                                                    avg/night
                                                                    Cottage #8051459
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    6
                                                                    Viewed 42 times in the last 48 hours

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                                                                      avg/night
                                                                      Cottage #8126935
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      4
                                                                      Viewed 33 times in the last 48 hours

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                                                                        avg/night
                                                                        Cottage #1779185
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        7
                                                                        Viewed 10 times in the last 48 hours

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                                                                          Cottage #6123490
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          9
                                                                          Viewed 18 times in the last 48 hours

                                                                          Confirmation within 24 hours

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                                                                            avg/night
                                                                            Apartment #6782885
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • Sleeps 8
                                                                            2
                                                                            Viewed 38 times in the last 48 hours

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                                                                              Cottage #8122287
                                                                              • 2 BR
                                                                              • Separate Toilet
                                                                              • Sleeps 3
                                                                              8
                                                                              Viewed 36 times in the last 48 hours

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                                                                                avg/night
                                                                                Cottage #6469157
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 6
                                                                                6
                                                                                Viewed 17 times in the last 48 hours

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                                                                                  avg/night
                                                                                  Cottage #8090645
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  6
                                                                                  Viewed 28 times in the last 48 hours

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                                                                                    avg/night
                                                                                    Barn #8130690
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    9
                                                                                    Viewed 22 times in the last 48 hours

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                                                                                      Cottage #8134577
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      1
                                                                                      Viewed 22 times in the last 48 hours

                                                                                      Instant confirmation

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                                                                                        Cottage #8122501
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 6
                                                                                        1
                                                                                        Viewed 24 times in the last 48 hours

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                                                                                          Cottage #6776082
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          5
                                                                                          Viewed 27 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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                                                                                            avg/night
                                                                                            Multiple rentals Cottage #8151859
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            10
                                                                                            Viewed 14 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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                                                                                              avg/night
                                                                                              Cottage #6462976
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 5
                                                                                              3
                                                                                              Viewed 18 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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                                                                                                Cottage #1879858
                                                                                                • 5 BR
                                                                                                • 4 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 12
                                                                                                2
                                                                                                Viewed 36 times in the last 48 hours

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                                                                                                  avg/night
                                                                                                  Cottage #1967501
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                  Viewed 9 times in the last 48 hours

                                                                                                  Instant confirmation

                                                                                                  Your booking request will be confirmed immediately.

                                                                                                    Multiple rentals Barn #1973639
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 2
                                                                                                    8
                                                                                                    Viewed 5 times in the last 48 hours

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                                                                                                      avg/night
                                                                                                      Cottage #6893481
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 9
                                                                                                      2
                                                                                                      Viewed 57 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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                                                                                                      • 1 - 50 of 300+