| Professional Mortgage Sourcing Ltd | Financial services | 2008 |
| Provident Construction Limited | Real estate | 2003 |
| Prycardan Limited | | 1979 |
| PS Scaffolding Limited | Construction | 2006 |
| Psst! Marketing Ltd | Professional & scientific | 2022 |
| Puddleduck Cleaning Company Limited | Administrative & support | 2014 |
| R & M Hare Builders Limited | Construction | 2002 |
| R & S Livestock Ltd | Agriculture & fishing | 2020 |
| R D Attridge Builders Ltd | Construction | 2014 |
| R S Investments (N.E.) Limited | Wholesale & retail | 2017 |
| R Scholey Limited | Arts & recreation | 2012 |
| R T & P M Kirkbride Limited | Administrative & support | 2006 |
| R Thurston Building Ltd | Construction | 2017 |
| R.T. Hire Limited | Construction | 2005 |
| Rajeda Limited | Mining & quarrying | 2012 |
| RAW Farm Potash Ltd | Financial services | 2013 |
| RAW Psychology Limited | Health & social care | 2018 |
| RC-01-PGRN-18183232-PARTNERSHIP Ltd | Hospitality | 2019 |
| RC-02-PGRN-17193232-PARTNERSHIP Ltd | Hospitality | 2019 |
| RC-03-PGRN-19173232-PARTNERSHIP Ltd | Hospitality | 2019 |
| RC-04-PGRN-16163434-PARTNERSHIP Ltd | Hospitality | 2019 |
| RC-05-PGRN-13173535-PARTNERSHIP Ltd | Hospitality | 2019 |
| RDL Scaffolding Ltd | Construction | 2015 |
| Real World Safety Ltd | Professional & scientific | 2025 |
| Recls Limited | Mining & quarrying | 2013 |
| Red Badge I.T. Services Limited | Construction | 2002 |
| Red Bricks Property Ltd | Real estate | 2025 |
| Red Change Management Solutions Ltd | Professional & scientific | 2022 |
| Redman Drilling Services Limited | Mining & quarrying | 2007 |
| Regent House Maintenance Limited | Households | 1988 |
| Remn Holdings Limited | Financial services | 2020 |
| Residents of 11 Brunswick Mews Ltd | Households | 2015 |
| Restore Compliance Limited | Professional & scientific | 2025 |
| Restore Consult Limited | Professional & scientific | 2025 |
| Reviewtime Limited | Water & waste | 1994 |
| Revival North Yorkshire CIC | Health & social care | 2015 |
| RFP Whitby Ltd | Wholesale & retail | 2023 |
| RG and HE Thompson Limited | Other services | 2013 |
| RG Leisure (Whitby) Limited | Arts & recreation | 2004 |
| RHB Retreats LLP | | 2023 |
| Richard Agar Associates Limited | Professional & scientific | 1988 |
| Richard Graham (Yorkshire) Ltd | Agriculture & fishing | 2018 |
| Richard Gray Wealth Management Limited | Professional & scientific | 2016 |
| Richardson and Smith Property Holdings Limited | Real estate | 2021 |
| Richmond House Flats Management Ltd | Households | 2019 |
| River Gardens Cafe Ltd | Hospitality | 2022 |
| River Horse Aviation Limited | Arts & recreation | 2025 |
| RJM Electrical Consulting Ltd | Professional & scientific | 2025 |
| RJM Site Projects Ltd | Transport & logistics | 2026 |
| RK Owen Limited | Construction | 2001 |
| RL Associate Consultancy Ltd | Real estate | 2018 |
| RLS Housing Limited | Real estate | 2020 |
| RM Plant & Machinery Hire Ltd | Administrative & support | 2026 |
| RMH Enterprise Holdings Limited | Other services | 2026 |
| Robert Harrison & Sons (Building Contractors) Limited | Construction | 2000 |
| Robert Harrison & Sons (Funeral Directors) Limited | Other services | 2000 |
| Robin Hood Bay Retreats Limited | Real estate | 2026 |
| Robin Hood's Bay Tourism Association Limited | Other services | 2013 |
| Robin Hoods Bay Holiday Cottages Limited | Real estate | 2011 |
| Robinson Properties (Whitby) Ltd | Real estate | 2008 |
| Robinson's Whitby JET Ltd | Manufacturing | 2026 |
| Robinsons JET Limited | Manufacturing | 2003 |
| Roland Head Ltd | Information & communication | 2021 |
| Rose Engineering (Whitby) Ltd | Professional & scientific | 2013 |
| Rose Engineering Services Ltd | Manufacturing | 2019 |
| Rose Mechanical Ltd | Construction | 2022 |
| Roseville Group Ltd | Professional & scientific | 2021 |
| Rosewood Court Residents Management Company Limited | Extraterritorial | 2012 |
| Ross Oram Enterprises Ltd | Hospitality | 2024 |
| Roundhouse ( Whitby ) Ltd | Extraterritorial | 2022 |
| Royal Crescent (Whitby) Residents Company Limited | Other services | 2008 |
| Royal Mansions Whitby RTM Company Limited | Households | 2008 |
| RS Building (Whitby) Limited | Construction | 2021 |
| RS Gildroy Ltd | Construction | 2001 |
| Rsjdr Ltd | Construction | 2026 |
| Rubus Property Ltd | Real estate | 2024 |
| Runswick Drilling Limited | Mining & quarrying | 2024 |
| Ruswarp Eco Developments Ltd | Construction | 2008 |
| Ruswarp Pleasure Boats Limited | Arts & recreation | 2019 |
| Rutherford Shields Ltd | Professional & scientific | 2018 |
| RW Project Services Ltd | Construction | 2016 |
| Ryan Champion Rallysport Limited | Arts & recreation | 2002 |
| Ryedale Cleaning Services Ltd | Administrative & support | 2026 |
| Ryedale Consultancy Ltd | Professional & scientific | 2017 |
| Ryedale Properties Ltd | Real estate | 2019 |
| Ryedale Property Management Ltd | Real estate | 2020 |
| Ryedale Subsea Engineering Ltd | Professional & scientific | 2016 |
| Ryndle Court Properties Limited | Real estate | 2002 |
| S & G Wood Ltd | Agriculture & fishing | 2013 |
| S D Tindall Limited | Agriculture & fishing | 2012 |
| S P Bell Management Services Ltd | Professional & scientific | 2025 |
| S. L. Body Repairs Limited | Wholesale & retail | 1983 |
| S.A.J.D Limited | Mining & quarrying | 2013 |
| S.H. Coates Ltd | Manufacturing | 2001 |
| Sacky's Cafe Ltd | Hospitality | 2023 |
| Sally Landers Limited | Administrative & support | 2012 |
| SAM Wilkinson Solid Fuels Ltd | Wholesale & retail | 2012 |
| Samwell Worldwide Ltd | Arts & recreation | 2024 |
| Sandbox Projects Ltd | Administrative & support | 2020 |
| Sanders Yard Ltd. | Hospitality | 2004 |