| North Yorkshire Vehicle Hire Ltd | Administrative & support | 2025 |
| Northbridge Money Ltd | Financial services | 2026 |
| Northfields Turbine Ltd | Energy | 2012 |
| Northlands Consulting Limited | Professional & scientific | 2015 |
| Novocrypt Ltd | Wholesale & retail | 2024 |
| Noyon Pickering Limited | Hospitality | 2021 |
| Nuko Limited | Professional & scientific | 2001 |
| Old Forge Wilton Limited | Hospitality | 2014 |
| Onyx Automation Ltd | Information & communication | 2024 |
| Opus Europe Limited | Professional & scientific | 1991 |
| OUT of the Garden Shed Ltd | Arts & recreation | 2014 |
| Outdoor Shows Limited | Arts & recreation | 2012 |
| Outdoor Ventures Limited | Arts & recreation | 2024 |
| P a Scaife Building Contractor Limited | Construction | 2006 |
| PAD55 Pickering Commonhold Association Ltd | Real estate | 2007 |
| Paddock TEN Detailing Ltd | Wholesale & retail | 2021 |
| Paddock TEN Ltd | Transport & logistics | 2019 |
| Paddock TEN Paint Ltd | Wholesale & retail | 2017 |
| Paddocktentransport Ltd | Transport & logistics | 2024 |
| Patrick Stephenson Limited | Professional & scientific | 2002 |
| Peak Power Systems Ltd | Construction | 2011 |
| Peat Rigg Outdoor Training Centre Community Interest Company | Education | 2007 |
| Peel Terrace Management Limited | Extraterritorial | 2004 |
| Permanently Installed Cradle Maintenance Limited | Professional & scientific | 2008 |
| Peter Nelson Fitness Limited | Arts & recreation | 2015 |
| Peter Rayment Design Limited | Professional & scientific | 1990 |
| Pharmily Health Plus Ltd | Wholesale & retail | 2023 |
| Pickering Barber Ltd | Other services | 2025 |
| Pickering Book Tree Ltd | Wholesale & retail | 2022 |
| Pickering Construction Holdings Ltd | Financial services | 2024 |
| Pickering Construction Limited | Construction | 2011 |
| Pickering Estates Limited | Real estate | 1953 |
| Pickering Guns Ltd | Arts & recreation | 2026 |
| Pickering Jewellers Ltd | Wholesale & retail | 2026 |
| Pickering Midsummer Festival CIC | Administrative & support | 2026 |
| Pickering Plant Hire Limited | Construction | 2008 |
| Pickering Postal Services Limited | Transport & logistics | 2016 |
| Pickering Support Services Ltd | Extraterritorial | 2024 |
| Pickering Town Community Interest Company | Other services | 2021 |
| Pizza Pals Community Pizzeria CIC | Hospitality | 2023 |
| PJ and DA Norman Limited | Construction | 2006 |
| Place Newton Estate Shoot Limited | Arts & recreation | 2012 |
| Plantation Business Services Limited | Construction | 2000 |
| Platform 3 (Pickering) Ltd | Hospitality | 2019 |
| Pocket Rockets Cleaning Rescue (North Yorkshire) Ltd | Administrative & support | 2025 |
| Pointcloud Solutions Ltd | Professional & scientific | 2026 |
| Postplants Ltd | Wholesale & retail | 2026 |
| Proline P.V.C.U. Ltd | Construction | 2003 |
| Properties by Design Limited | Construction | 2001 |
| Propiteer Capital PLC | Financial services | 2019 |
| Pure Car Mechanics Limited | Wholesale & retail | 2012 |
| Pure Global International Ltd | Administrative & support | 2017 |
| Pyramid Systems (Malton) Limited | Real estate | 1973 |
| R Atkinson Electrical Contractor Limited | Manufacturing | 2013 |
| R Stello’S Ltd | Construction | 2021 |
| R W Balderson Icecream Limited | Wholesale & retail | 2012 |
| R Williamson Ltd | Wholesale & retail | 2015 |
| R&M Restorations Ltd | Manufacturing | 2024 |
| R.S.W Plastering/Fixing Services Ltd | Construction | 2018 |
| R.V.Roger Limited | Agriculture & fishing | 1961 |
| Railway Children Ball Limited | Administrative & support | 2001 |
| Rainbow Vapes Limited | Wholesale & retail | 2015 |
| Ralph Anthony Limited | Real estate | 2017 |
| Ralph Anthony Search Limited | Administrative & support | 2019 |
| Ralph Schorah-Croft Limited | Construction | 2004 |
| Randerson Hall Limited | Wholesale & retail | 2000 |
| Raven Van Conversions Ltd | Manufacturing | 2025 |
| Red COW Music Ltd | Wholesale & retail | 2010 |
| Redmill Timber Company Ltd | Manufacturing | 2013 |
| Reed Estates Limited | Agriculture & fishing | 1996 |
| Relay HQ Ltd | Professional & scientific | 2026 |
| Remote Key Repairs Ltd | Wholesale & retail | 2026 |
| Rhodes and Calvert LLP | | 2013 |
| Richardson Lonsdale Ltd | Construction | 2022 |
| Ridings Homecare Limited | Financial services | 2008 |
| RMH Joinery Ltd | Manufacturing | 2014 |
| Robards Enterprise Ltd | Extraterritorial | 2024 |
| Robert Blundell Limited | Professional & scientific | 2024 |
| Robert Dring Ltd | Financial services | 2019 |
| Roberts 66 Limited | Real estate | 2016 |
| Rocklands Lodge's Pickering Ltd | Hospitality | 2025 |
| Rosedale Reading Room Limited | Arts & recreation | 2012 |
| Rowan Solutions Limited | Professional & scientific | 2019 |
| Roxby Farm Supplies Ltd | Administrative & support | 2016 |
| Roxby Roads Limited | Other services | 2022 |
| RSS Consultancy Limited | Professional & scientific | 2023 |
| RW & G Balderson Ltd | Real estate | 2002 |
| Ryedale Adas Calibration Centre Limited | Wholesale & retail | 2025 |
| Ryedale Bars & Leisure Ltd | Hospitality | 2008 |
| Ryedale Bodyworks Limited | Administrative & support | 2020 |
| Ryedale Caravans & Motorhomes Ltd | Manufacturing | 2024 |
| Ryedale Container Hire Limited | Administrative & support | 2018 |
| Ryedale Festival Trust Limited | Arts & recreation | 2006 |
| Ryedale Funeral Service Ltd | Extraterritorial | 2013 |
| Ryedale Property Limited | Real estate | 2023 |
| Ryedale Services Limited | Wholesale & retail | 2023 |
| Ryedale Skip Hire Ltd | Real estate | 2002 |
| Ryedale Software Ltd | Information & communication | 2015 |
| Ryedale Vets Ltd | Professional & scientific | 2010 |
| S B Bulmer (Livestock) Ltd | Agriculture & fishing | 2003 |