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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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    Exceptional! 5/5
    (5 reviews)
    avg/night
    Cottage #8171985
    • 3 BR
    • 1 BA
    • Separate Toilet
    • Sleeps 6
    5
    Viewed 12 times in the last 48 hours

    Instant confirmation

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      Wonderful! 4.8/5
      (19 reviews)
      avg/night
      House #8156298
      • 4 BR
      • 1 BA
      • Sleeps 6
      19
      Viewed 14 times in the last 48 hours

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        Exceptional! 5/5
        (7 reviews)
        avg/night
        Bungalow #6710586
        • 2 BR
        • 2 BA
        • Sleeps 4
        7
        Viewed 13 times in the last 48 hours

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          Cottage #8129799
          • 4 BR
          • 3 BA
          • Sleeps 8
          1
            Apartment #8173574
            • 1 BR
            • 1 BA
            • Sleeps 2
            3
            Viewed 12 times in the last 48 hours

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

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                Multiple rentals Cottage #8102876
                • 2 BR
                • 1 BA
                • Sleeps 4
                1
                Viewed 11 times in the last 48 hours

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

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                    House #6976585
                    • 3 BR
                    • 1 BA
                    • Separate Toilet
                    • Sleeps 6
                    Viewed 27 times in the last 48 hours

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                      avg/night
                      Cottage #6506804
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Viewed 11 times in the last 48 hours

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                        Cottage #6066022
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Viewed 6 times in the last 48 hours

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                          Cottage #6932211
                          • 3 BR
                          • 1 BA
                          • Sleeps 5
                          Viewed 6 times in the last 48 hours

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

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                              Exceptional! 5/5
                              (24 reviews)
                              avg/night
                              Cottage #1989698
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              24
                              Viewed 104 times in the last 48 hours

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                                Excellent! 4.4/5
                                (18 reviews)
                                avg/night
                                Cottage #8046126
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                18
                                Viewed 30 times in the last 48 hours

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                                  Wonderful! 4.9/5
                                  (37 reviews)
                                  avg/night
                                  Cabin #8173995
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  37
                                  Viewed 32 times in the last 48 hours

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                                    Wonderful! 4.8/5
                                    (14 reviews)
                                    avg/night
                                    Cottage #8248
                                    • 4 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 8
                                    14
                                    Viewed 64 times in the last 48 hours

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                                      Wonderful! 4.8/5
                                      (31 reviews)
                                      avg/night
                                      Cottage #8171140
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      31
                                      Viewed 49 times in the last 48 hours

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                                        Excellent! 4.5/5
                                        (30 reviews)
                                        avg/night
                                        Cottage #1890512
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        30
                                        Viewed 13 times in the last 48 hours

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                                          Exceptional! 5/5
                                          (7 reviews)
                                          avg/night
                                          Cottage #6551716
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          7
                                          Viewed 67 times in the last 48 hours

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                                            Excellent! 4.7/5
                                            (26 reviews)
                                            avg/night
                                            Barn #1867699
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 5
                                            26
                                            Viewed 36 times in the last 48 hours

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                                              Excellent! 4.5/5
                                              (10 reviews)
                                              avg/night
                                              Cottage #6759436
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              10
                                              Viewed 58 times in the last 48 hours

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                                                Wonderful! 4.9/5
                                                (36 reviews)
                                                avg/night
                                                Cottage #1159360
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 6
                                                36
                                                Viewed 32 times in the last 48 hours

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                                                  Exceptional! 5/5
                                                  (23 reviews)
                                                  avg/night
                                                  Cottage #1950049
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  23
                                                  Viewed 43 times in the last 48 hours

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                                                    Excellent! 4.7/5
                                                    (11 reviews)
                                                    avg/night
                                                    Barn #8161980
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    11
                                                    Viewed 29 times in the last 48 hours

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                                                      Exceptional! 5/5
                                                      (13 reviews)
                                                      avg/night
                                                      House #6730247
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 2
                                                      13
                                                      Viewed 10 times in the last 48 hours

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                                                        Wonderful! 4.8/5
                                                        (25 reviews)
                                                        avg/night
                                                        Cottage #8155295
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        25
                                                        Viewed 7 times in the last 48 hours

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Wonderful! 4.8/5
                                                          (5 reviews)
                                                          avg/night
                                                          Cottage #1990530
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          5
                                                          Viewed 8 times in the last 48 hours

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                                                            Excellent! 4.7/5
                                                            (15 reviews)
                                                            avg/night
                                                            Cottage #8095231
                                                            • 1 BR
                                                            • 2 BA
                                                            • Sleeps 2
                                                            15
                                                            Viewed 8 times in the last 48 hours

                                                            Confirmation within 24 hours

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                                                              Excellent! 4.5/5
                                                              (14 reviews)
                                                              avg/night
                                                              Cabin #8164429
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 4
                                                              14
                                                              Viewed 71 times in the last 48 hours

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                Exceptional! 5/5
                                                                (4 reviews)
                                                                avg/night
                                                                Cottage #8126935
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                4
                                                                Viewed 22 times in the last 48 hours

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  Wonderful! 4.8/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  Cottage #8051459
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  6
                                                                  Viewed 26 times in the last 48 hours

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                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    Exceptional! 5/5
                                                                    (7 reviews)
                                                                    avg/night
                                                                    Cottage #1779185
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    7
                                                                    Viewed 5 times in the last 48 hours

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      Wonderful! 4.9/5
                                                                      (13 reviews)
                                                                      avg/night
                                                                      Cottage #1032741
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      13
                                                                      Viewed 31 times in the last 48 hours

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                                                                        Wonderful! 4.8/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        Multiple rentals Cottage #8151859
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        13
                                                                        Viewed 14 times in the last 48 hours

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                                                                          Good! 3.8/5
                                                                          (4 reviews)
                                                                          avg/night
                                                                          Apartment #6782885
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • Sleeps 8
                                                                          4
                                                                          Viewed 19 times in the last 48 hours

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            Exceptional! 5/5
                                                                            (10 reviews)
                                                                            avg/night
                                                                            Barn #8130690
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            10
                                                                            Viewed 12 times in the last 48 hours

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              Wonderful! 4.8/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              Multiple rentals Cottage #8151859
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              10
                                                                              Viewed 8 times in the last 48 hours

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                Wonderful! 4.8/5
                                                                                (8 reviews)
                                                                                avg/night
                                                                                Cottage #8122287
                                                                                • 2 BR
                                                                                • Separate Toilet
                                                                                • Sleeps 3
                                                                                8
                                                                                Viewed 44 times in the last 48 hours

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  Cottage #6123490
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  10

                                                                                  Instant confirmation

                                                                                  Your booking request will be confirmed immediately.

                                                                                    Excellent! 4.7/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    Cottage #8090645
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    6
                                                                                    Viewed 23 times in the last 48 hours

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      Wonderful! 4.8/5
                                                                                      (6 reviews)
                                                                                      avg/night
                                                                                      Cottage #6776082
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      6
                                                                                      Viewed 51 times in the last 48 hours

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        Exceptional! 5/5
                                                                                        (1 reviews)
                                                                                        avg/night
                                                                                        Cottage #8134577
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        1
                                                                                        Viewed 25 times in the last 48 hours

                                                                                        Instant confirmation

                                                                                        Your booking request will be confirmed immediately.

                                                                                          Very Good! 4/5
                                                                                          (1 reviews)
                                                                                          avg/night
                                                                                          Cottage #8122501
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 6
                                                                                          1
                                                                                          Viewed 19 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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                                                                                            Excellent! 4.7/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            Cottage #6469157
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 6
                                                                                            6
                                                                                            Viewed 10 times in the last 48 hours

                                                                                            Instant confirmation

                                                                                            Your booking request will be confirmed immediately.

                                                                                              Exceptional! 5/5
                                                                                              (3 reviews)
                                                                                              avg/night
                                                                                              Cottage #6462976
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 5
                                                                                              3
                                                                                              Viewed 35 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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                                                                                                Exceptional! 5/5
                                                                                                (3 reviews)
                                                                                                avg/night
                                                                                                Cottage #6893481
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 9
                                                                                                3
                                                                                                Viewed 37 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 33 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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                                                                                                    avg/night
                                                                                                    Cottage #1967501
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                    Viewed 7 times in the last 48 hours

                                                                                                    Instant confirmation

                                                                                                    Your booking request will be confirmed immediately.

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

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 300+