OwnersDirect uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
OwnersDirect uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit

Ideally situated for exploring the incredible natural, historical and cultural diversity of north Yorkshire, holiday rental accommodation in Pickering will put you within easy reach of the fascinating blend of ancient tradition and modern culture that exists in the magnificent city of York, a scenically outstanding stretch of coastline and the vast, unspoilt beauty of the North Yorkshire Moors - holiday rentals in Yorkshire never being more popular than an authentic country cottage in Pickering, although many other charmingly rural villages and typical market towns prove to be highly sought after in this northern corner of the region. When considering the holiday accommodation in Pickering, cottage rentals in the North Yorkshire Moors prove to be the perfect solution to a family vacation as the surrounding area is simply packed full of opportunities for sport, leisure, recreation and entertainment that will appeal to people of all ages and interests, so without having to travel more than a few miles away from your cottage rental in Pickering you can enjoy anything from hiking across the moors to fishing, or discovering the architectural splendour of Castle Howard to the delights of a journey on the steam railway line that winds its way through the countryside of north Yorkshire. Holiday rental accommodation in Pickering will therefore give you a genuine insight into real country life in England and the welcome chance to leave the stresses and strains of a hectic urban routine behind you - for a blissfully relaxing fortnight at least!

  View Map Map
Additional service fee may apply.
    Exceptional! 5/5
    (35 reviews)
    avg/night
    Multiple rentals Apartment #8128743
    • 1 BR
    • 1 BA
    • Sleeps 2
    35
    Viewed 31 times in the last 48 hours

    Confirmation within 24 hours

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

      Multiple rentals Cottage #8128743
      • 2 BR
      • 1 BA
      • Separate Toilet
      • Sleeps 5
      27
      Viewed 26 times in the last 48 hours

      Confirmation within 24 hours

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

        Multiple rentals Cottage #8128743
        • 4 BR
        • 2 BA
        • Separate Toilet
        • Sleeps 8
        20
        Viewed 9 times in the last 48 hours

        Confirmation within 24 hours

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

          Multiple rentals Cottage #8128743
          • 2 BR
          • 1 BA
          • Separate Toilet
          • Sleeps 3
          21

          Confirmation within 24 hours

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

            Wonderful! 4.8/5
            (30 reviews)
            avg/night
            Cottage #8171140
            • 2 BR
            • 1 BA
            • Sleeps 4
            30
            Viewed 55 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 #8109152
              • 2 BR
              • 1 BA
              • Sleeps 4
              4
              Viewed 18 times in the last 48 hours
                Exceptional! 5/5
                (8 reviews)
                avg/night
                Cottage #8094066
                • 2 BR
                • 2 BA
                • Sleeps 4
                8
                Viewed 29 times in the last 48 hours
                  Excellent! 4.7/5
                  (23 reviews)
                  avg/night
                  Cottage #8155295
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  23
                  Viewed 9 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 38 times in the last 48 hours

                    Confirmation within 24 hours

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

                      avg/night
                      Cottage #1967648
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Viewed 5 times in the last 48 hours

                      Instant confirmation

                      Your booking request will be confirmed immediately.

                        avg/night
                        Cottage #1969081
                        • 3 BR
                        • 1 BA
                        • Sleeps 5
                        3
                        Viewed 5 times in the last 48 hours

                        Instant confirmation

                        Your booking request will be confirmed immediately.

                          Cottage #1969930
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          Viewed 6 times in the last 48 hours

                          Instant confirmation

                          Your booking request will be confirmed immediately.

                            Cottage #1966903
                            • 4 BR
                            • 2 BA
                            • Sleeps 7
                            Viewed 5 times in the last 48 hours

                            Instant confirmation

                            Your booking request will be confirmed immediately.

                              Exceptional! 5/5
                              (4 reviews)
                              avg/night
                              Cottage #8168654
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              4
                              Viewed 41 times in the last 48 hours

                              Confirmation within 24 hours

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

                                Cottage #6856767
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                Viewed 6 times in the last 48 hours

                                Instant confirmation

                                Your booking request will be confirmed immediately.

                                  avg/night
                                  Cottage #1966321
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Viewed 12 times in the last 48 hours

                                  Instant confirmation

                                  Your booking request will be confirmed immediately.

                                    Cottage #1969781
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4

                                    Instant confirmation

                                    Your booking request will be confirmed immediately.

                                      Cottage #6721221
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4

                                      Confirmation within 24 hours

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

                                        Cottage #1964489
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4

                                        Instant confirmation

                                        Your booking request will be confirmed immediately.

                                          Cottage #1968815
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 6

                                          Instant confirmation

                                          Your booking request will be confirmed immediately.

                                            Cottage #1967575
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 6
                                            1

                                            Instant confirmation

                                            Your booking request will be confirmed immediately.

                                              Cottage #1968517
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4

                                              Instant confirmation

                                              Your booking request will be confirmed immediately.

                                                Cottage #1965562
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 2

                                                Instant confirmation

                                                Your booking request will be confirmed immediately.

                                                  Cottage #1968088
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4

                                                  Instant confirmation

                                                  Your booking request will be confirmed immediately.

                                                    Cottage #1967738
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 5

                                                    Instant confirmation

                                                    Your booking request will be confirmed immediately.

                                                      Cottage #1969031
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4

                                                      Instant confirmation

                                                      Your booking request will be confirmed immediately.

                                                        Cottage #6806381
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        Viewed 5 times in the last 48 hours

                                                        Instant confirmation

                                                        Your booking request will be confirmed immediately.

                                                          avg/night
                                                          Apartment #6921890
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Viewed 5 times in the last 48 hours

                                                          Instant confirmation

                                                          Your booking request will be confirmed immediately.

                                                            avg/night
                                                            Cottage #6741366
                                                            • 3 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            Viewed 6 times in the last 48 hours

                                                            Instant confirmation

                                                            Your booking request will be confirmed immediately.

                                                              Cottage #1966827
                                                              • 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 128 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
                                                                  (23 reviews)
                                                                  avg/night
                                                                  Cottage #6713114
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  23
                                                                  Viewed 158 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    Excellent! 4.4/5
                                                                    (17 reviews)
                                                                    avg/night
                                                                    Cottage #8046126
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    17
                                                                    Viewed 56 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
                                                                      (17 reviews)
                                                                      avg/night
                                                                      Cottage #1654691
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 3
                                                                      17
                                                                      Viewed 89 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 70 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
                                                                          House #8073148
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          23
                                                                          Viewed 61 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
                                                                            (14 reviews)
                                                                            avg/night
                                                                            Cottage #8064168
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            14
                                                                            Viewed 54 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
                                                                              Cottage #8248
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 8
                                                                              13
                                                                              Viewed 101 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
                                                                                (30 reviews)
                                                                                avg/night
                                                                                Cottage #1890512
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                30
                                                                                Viewed 49 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
                                                                                  (21 reviews)
                                                                                  avg/night
                                                                                  Apartment #6480489
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  21
                                                                                  Viewed 51 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
                                                                                    (26 reviews)
                                                                                    avg/night
                                                                                    Barn #1867699
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    26
                                                                                    Viewed 63 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      Wonderful! 4.9/5
                                                                                      (15 reviews)
                                                                                      avg/night
                                                                                      House #8146854
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      15
                                                                                      Viewed 68 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        Exceptional! 5/5
                                                                                        (25 reviews)
                                                                                        avg/night
                                                                                        House #8160420
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 8
                                                                                        25
                                                                                        Viewed 50 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 59 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
                                                                                            (16 reviews)
                                                                                            avg/night
                                                                                            Cottage #8140006
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            16
                                                                                            Viewed 48 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 40 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
                                                                                                (10 reviews)
                                                                                                avg/night
                                                                                                Bungalow #6714420
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                10
                                                                                                Viewed 109 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 46 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Exceptional! 5/5
                                                                                                    (13 reviews)
                                                                                                    avg/night
                                                                                                    Cottage #6498542
                                                                                                    • 5 BR
                                                                                                    • 4 BA
                                                                                                    • Sleeps 10
                                                                                                    13
                                                                                                    Viewed 108 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
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      Apartment #6814463
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      8
                                                                                                      Viewed 90 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+