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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 21 times in the last 48 hours

    Confirmation within 24 hours

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      Wonderful! 4.9/5
      (18 reviews)
      avg/night
      House #8156298
      • 4 BR
      • 1 BA
      • Sleeps 6
      18
      Viewed 8 times in the last 48 hours

      Confirmation within 24 hours

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        Exceptional! 5/5
        (7 reviews)
        avg/night
        Bungalow #6710586
        • 2 BR
        • 2 BA
        • Sleeps 4
        7
        Viewed 16 times in the last 48 hours

        Confirmation within 24 hours

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

          Cottage #8129799
          • 4 BR
          • 3 BA
          • Sleeps 8
          1
            Apartment #8173574
            • 1 BR
            • 1 BA
            • Sleeps 2
            2
            Viewed 11 times in the last 48 hours

            Confirmation within 24 hours

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

              Confirmation within 24 hours

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

                Multiple rentals Cottage #8102876
                • 2 BR
                • 1 BA
                • Sleeps 4
                1
                Viewed 9 times in the last 48 hours

                Confirmation within 24 hours

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

                  Instant confirmation

                  Your booking request will be confirmed immediately.

                    House #6976585
                    • 3 BR
                    • 1 BA
                    • Separate Toilet
                    • Sleeps 6
                    Viewed 7 times in the last 48 hours

                    Confirmation within 24 hours

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

                      avg/night
                      Cottage #6506804
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Viewed 6 times in the last 48 hours

                      Instant confirmation

                      Your booking request will be confirmed immediately.

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

                        Instant confirmation

                        Your booking request will be confirmed immediately.

                          Cottage #6066022
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          Viewed 5 times in the last 48 hours

                          Instant confirmation

                          Your booking request will be confirmed immediately.

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

                            Instant confirmation

                            Your booking request will be confirmed immediately.

                              Exceptional! 5/5
                              (23 reviews)
                              avg/night
                              Cottage #1989698
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              23
                              Viewed 121 times in the last 48 hours

                              Confirmation within 24 hours

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                                Excellent! 4.4/5
                                (17 reviews)
                                avg/night
                                Cottage #8046126
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                17
                                Viewed 41 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
                                  (36 reviews)
                                  avg/night
                                  Cabin #8173995
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  36
                                  Viewed 65 times in the last 48 hours

                                  Confirmation within 24 hours

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

                                    Confirmation within 24 hours

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                                      Wonderful! 4.8/5
                                      (13 reviews)
                                      avg/night
                                      Cottage #8248
                                      • 4 BR
                                      • 2 BA
                                      • Separate Toilet
                                      • Sleeps 8
                                      13
                                      Viewed 63 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
                                        (29 reviews)
                                        avg/night
                                        Cottage #8171140
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        29
                                        Viewed 48 times in the last 48 hours

                                        Confirmation within 24 hours

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

                                          Confirmation within 24 hours

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

                                            Exceptional! 5/5
                                            (23 reviews)
                                            avg/night
                                            Cottage #1950049
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            23
                                            Viewed 53 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
                                              (11 reviews)
                                              avg/night
                                              Barn #8161980
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              11
                                              Viewed 21 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
                                                (36 reviews)
                                                avg/night
                                                Cottage #1159360
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 6
                                                36
                                                Viewed 38 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  Excellent! 4.5/5
                                                  (10 reviews)
                                                  avg/night
                                                  Cottage #6759436
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  10
                                                  Viewed 35 times in the last 48 hours

                                                  Confirmation within 24 hours

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

                                                    Exceptional! 5/5
                                                    (5 reviews)
                                                    avg/night
                                                    Cottage #6551716
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    5
                                                    Viewed 89 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
                                                      (14 reviews)
                                                      avg/night
                                                      Cottage #8095231
                                                      • 1 BR
                                                      • 2 BA
                                                      • Sleeps 2
                                                      14
                                                      Viewed 16 times in the last 48 hours

                                                      Confirmation within 24 hours

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

                                                        Excellent! 4.5/5
                                                        (14 reviews)
                                                        avg/night
                                                        Cabin #8164429
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        14
                                                        Viewed 36 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          Exceptional! 5/5
                                                          (11 reviews)
                                                          avg/night
                                                          House #6730247
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          11
                                                          Viewed 25 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
                                                            (23 reviews)
                                                            avg/night
                                                            Cottage #8155295
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            23
                                                            Viewed 5 times in the last 48 hours

                                                            Confirmation within 24 hours

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

                                                              Wonderful! 4.8/5
                                                              (4 reviews)
                                                              avg/night
                                                              Cottage #1990530
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              4
                                                              Viewed 7 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 32 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 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 35 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 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
                                                                        (7 reviews)
                                                                        avg/night
                                                                        Cottage #1779185
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        7
                                                                        Viewed 7 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
                                                                          Cottage #6123490
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          10
                                                                          Viewed 17 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            avg/night
                                                                            Apartment #6782885
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • Sleeps 8
                                                                            3
                                                                            Viewed 20 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 26 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
                                                                                (6 reviews)
                                                                                avg/night
                                                                                Cottage #8090645
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                6
                                                                                Viewed 16 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
                                                                                  (6 reviews)
                                                                                  avg/night
                                                                                  Cottage #6469157
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 6
                                                                                  6
                                                                                  Viewed 21 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Exceptional! 5/5
                                                                                    (9 reviews)
                                                                                    avg/night
                                                                                    Barn #8130690
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    9
                                                                                    Viewed 30 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 16 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 13 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 #6776082
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          5
                                                                                          Viewed 21 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 23 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Exceptional! 5/5
                                                                                              (3 reviews)
                                                                                              avg/night
                                                                                              Cottage #6462976
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 5
                                                                                              3
                                                                                              Viewed 17 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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

                                                                                                Cottage #1879858
                                                                                                • 5 BR
                                                                                                • 4 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 12
                                                                                                2
                                                                                                Viewed 62 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  avg/night
                                                                                                  Cottage #1967501
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                  Viewed 5 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

                                                                                                    Confirmation within 24 hours

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

                                                                                                      avg/night
                                                                                                      Cottage #6893481
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 9
                                                                                                      2
                                                                                                      Viewed 40 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+