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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 15 times in the last 48 hours

    Instant confirmation

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      Wonderful! 4.9/5
      (20 reviews)
      avg/night
      House #8156298
      • 4 BR
      • 1 BA
      • Sleeps 6
      20
      Viewed 13 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 20 times in the last 48 hours

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          avg/night
          Cottage #8129799
          • 4 BR
          • 3 BA
          • Sleeps 8
          1
          Viewed 12 times in the last 48 hours
            Multiple rentals Cottage #8102876
            • 4 BR
            • 2 BA
            • Sleeps 8
            2
            Viewed 9 times in the last 48 hours

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              Apartment #8173574
              • 1 BR
              • 1 BA
              • Sleeps 2
              3
              Viewed 10 times in the last 48 hours

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                Multiple rentals Cottage #8102876
                • 2 BR
                • 1 BA
                • Sleeps 4
                1
                Viewed 18 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 10 times in the last 48 hours

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

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                        Cottage #8197709
                        • 2 BR
                        • 1 BA
                        • Sleeps 4

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

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

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

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                                Exceptional! 5/5
                                (27 reviews)
                                avg/night
                                Cottage #1989698
                                • 1 BR
                                • 1 BA
                                • Sleeps 2
                                27
                                Viewed 50 times in the last 48 hours

                                Instant confirmation

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                                  Wonderful! 4.9/5
                                  (40 reviews)
                                  avg/night
                                  Cabin #8173995
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  40
                                  Viewed 34 times in the last 48 hours

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                                    Excellent! 4.5/5
                                    (21 reviews)
                                    avg/night
                                    Cottage #8046126
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    21
                                    Viewed 45 times in the last 48 hours

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                                      Wonderful! 4.8/5
                                      (17 reviews)
                                      avg/night
                                      Cottage #8248
                                      • 4 BR
                                      • 2 BA
                                      • Separate Toilet
                                      • Sleeps 8
                                      17
                                      Viewed 73 times in the last 48 hours

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                                        Wonderful! 4.8/5
                                        (32 reviews)
                                        avg/night
                                        Cottage #8171140
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        32
                                        Viewed 38 times in the last 48 hours

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                                          Excellent! 4.6/5
                                          (32 reviews)
                                          avg/night
                                          Cottage #1890512
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          32
                                          Viewed 26 times in the last 48 hours

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                                            Exceptional! 5/5
                                            (9 reviews)
                                            avg/night
                                            Cottage #6551716
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 4
                                            9
                                            Viewed 20 times in the last 48 hours

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                                              Excellent! 4.5/5
                                              (11 reviews)
                                              avg/night
                                              Cottage #6759436
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              11
                                              Viewed 37 times in the last 48 hours

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                                                Wonderful! 4.9/5
                                                (15 reviews)
                                                avg/night
                                                House #6730247
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 2
                                                15
                                                Viewed 23 times in the last 48 hours

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                                                  Wonderful! 4.8/5
                                                  (28 reviews)
                                                  avg/night
                                                  Barn #1867699
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 5
                                                  28
                                                  Viewed 42 times in the last 48 hours

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                                                    Wonderful! 4.8/5
                                                    (12 reviews)
                                                    avg/night
                                                    Barn #8161980
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    12
                                                    Viewed 34 times in the last 48 hours

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                                                      Wonderful! 4.9/5
                                                      (37 reviews)
                                                      avg/night
                                                      Cottage #1159360
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      37
                                                      Viewed 36 times in the last 48 hours

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

                                                        Exceptional! 5/5
                                                        (24 reviews)
                                                        avg/night
                                                        Cottage #1950049
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        24
                                                        Viewed 40 times in the last 48 hours

                                                        Confirmation within 24 hours

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                                                          Excellent! 4.7/5
                                                          (6 reviews)
                                                          avg/night
                                                          Cottage #1990530
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          6
                                                          Viewed 8 times in the last 48 hours

                                                          Confirmation within 24 hours

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                                                            Wonderful! 4.8/5
                                                            (17 reviews)
                                                            avg/night
                                                            Cottage #8095231
                                                            • 1 BR
                                                            • 2 BA
                                                            • Sleeps 2
                                                            17
                                                            Viewed 25 times in the last 48 hours

                                                            Confirmation within 24 hours

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                                                              Exceptional! 5/5
                                                              (4 reviews)
                                                              avg/night
                                                              Cottage #8126935
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              4
                                                              Viewed 42 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
                                                                (27 reviews)
                                                                avg/night
                                                                Cottage #8155295
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                27
                                                                Viewed 6 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 52 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
                                                                    (14 reviews)
                                                                    avg/night
                                                                    Cottage #1032741
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    14
                                                                    Viewed 10 times in the last 48 hours

                                                                    Confirmation within 24 hours

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

                                                                      Good! 3.8/5
                                                                      (4 reviews)
                                                                      avg/night
                                                                      Apartment #6782885
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • Sleeps 8
                                                                      4
                                                                      Viewed 24 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
                                                                        (13 reviews)
                                                                        avg/night
                                                                        Multiple rentals Cottage #8151859
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        13
                                                                        Viewed 21 times in the last 48 hours

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                                                                          Excellent! 4.5/5
                                                                          (14 reviews)
                                                                          avg/night
                                                                          Cabin #8164429
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          14
                                                                          Viewed 63 times in the last 48 hours

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                                                                            Exceptional! 5/5
                                                                            (11 reviews)
                                                                            avg/night
                                                                            Barn #8130690
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            11
                                                                            Viewed 13 times in the last 48 hours

                                                                            Confirmation within 24 hours

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                                                                              Cottage #1779185
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              7

                                                                              Confirmation within 24 hours

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                                                                                Wonderful! 4.8/5
                                                                                (9 reviews)
                                                                                avg/night
                                                                                Cottage #8122287
                                                                                • 2 BR
                                                                                • Separate Toilet
                                                                                • Sleeps 3
                                                                                9
                                                                                Viewed 23 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Excellent! 4.7/5
                                                                                  (7 reviews)
                                                                                  avg/night
                                                                                  Cottage #6776082
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  7
                                                                                  Viewed 29 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
                                                                                    (11 reviews)
                                                                                    avg/night
                                                                                    Multiple rentals Cottage #8151859
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    11
                                                                                    Viewed 22 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      Wonderful! 4.9/5
                                                                                      (12 reviews)
                                                                                      avg/night
                                                                                      Cottage #6123490
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      12
                                                                                      Viewed 9 times in the last 48 hours

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Exceptional! 5/5
                                                                                        (1 reviews)
                                                                                        avg/night
                                                                                        Cottage #8134577
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        1
                                                                                        Viewed 17 times in the last 48 hours

                                                                                        Instant confirmation

                                                                                        Your booking request will be confirmed immediately.

                                                                                          Exceptional! 5/5
                                                                                          (3 reviews)
                                                                                          avg/night
                                                                                          Cottage #6893481
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 9
                                                                                          3
                                                                                          Viewed 39 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            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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                                                                                              Cottage #1879858
                                                                                              • 5 BR
                                                                                              • 4 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 12
                                                                                              2
                                                                                              Viewed 23 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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                                                                                                Exceptional! 5/5
                                                                                                (3 reviews)
                                                                                                avg/night
                                                                                                Cottage #6462976
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 5
                                                                                                3
                                                                                                Viewed 7 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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                                                                                                  Wonderful! 4.8/5
                                                                                                  (5 reviews)
                                                                                                  avg/night
                                                                                                  Cottage #8161074
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  5
                                                                                                  Viewed 21 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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                                                                                                    Cottage #8063114
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 8
                                                                                                    2
                                                                                                    Viewed 28 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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                                                                                                      Multiple rentals Cottage #8124143
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 5
                                                                                                      12
                                                                                                      Viewed 11 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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                                                                                                      • 1 - 50 of 300+