| One Stop Bathrooms and Interiors Limited | Wholesale & retail | 2016 |
| One to One Security (Northern) Ltd | Administrative & support | 2017 |
| Oriental Garden 123 Limited | Hospitality | 2025 |
| Ornela Healthcare Ltd | Health & social care | 2024 |
| Orton Hall Limited | Households | 1999 |
| OSB Nominee Limited | Professional & scientific | 2012 |
| OT Engineering Ltd | Professional & scientific | 2024 |
| P & K Developments (Cumbria) Limited | Construction | 2015 |
| P H T Developments Limited | Construction | 2003 |
| P J Bragg Technical Limited | Professional & scientific | 2013 |
| P J Engineering Cumbria Limited | Administrative & support | 2007 |
| Pactec Engineered Packaging Solutions Limited | Manufacturing | 2009 |
| Pansta Limited | Health & social care | 2019 |
| Parry Joinery Developments Ltd | Construction | 2020 |
| Paul Henley Limited | Professional & scientific | 2006 |
| PCL Developments (Cumbria) Limited | Construction | 1992 |
| PCL Heat & GAS Engineers Limited | Construction | 2016 |
| Peak Health and Performance Limited | Arts & recreation | 2020 |
| Peco Italia Ltd | Hospitality | 2025 |
| People & Choices Ltd | Wholesale & retail | 2025 |
| Pets at Peace Limited | Other services | 2017 |
| Petteril Property Limited | Real estate | 2018 |
| Pharmapeutics Ltd | Health & social care | 2022 |
| Pillars Wellbeing Limited | Education | 2025 |
| Pirum IT Limited | Information & communication | 2009 |
| Planet Gender CIC | Other services | 2025 |
| Platinum Live Ltd | Professional & scientific | 2020 |
| Poly Pack (Cumbria) Limited | Administrative & support | 2003 |
| Prevail Engineering Limited | Financial services | 2010 |
| Prime Potential (UK) Limited | Information & communication | 2023 |
| Proactive Solutions Ltd | Construction | 2024 |
| Professional Barber Whitehaven Ltd | Other services | 2023 |
| Project Specific Limited | Information & communication | 2023 |
| Property Lets (N.W.) Limited | Real estate | 2001 |
| Protec Safety Solutions Ltd | Professional & scientific | 2020 |
| Proud and Diverse Cumbria CIC | Hospitality | 2023 |
| R & I Robson Limited | Real estate | 2015 |
| R B Technical Engineering Limited | Professional & scientific | 1999 |
| R&F Letting Limited | Real estate | 2025 |
| R&M Health Care Services Ltd | Health & social care | 2022 |
| Rainbow City Play Centre Ltd | Arts & recreation | 2023 |
| Rainbow Day Nursery (Cumbria) Limited | Education | 2013 |
| Rare Bird Communication Community Interest Company | Education | 2025 |
| Rashid Fast Food Ltd | Hospitality | 2025 |
| RAW Pet Food Cumbria Ltd | Wholesale & retail | 2020 |
| Raymond Williamson Electrical Contractor Ltd | Construction | 2008 |
| RBH1 Ltd | Professional & scientific | 2012 |
| Reactor Games Ltd | Manufacturing | 2022 |
| Real Good Property Limited | Real estate | 2021 |
| Rebellious Kitchen CIC | Hospitality | 2026 |
| Red Terra Firma Ltd | Hospitality | 2025 |
| Redstone Consulting Engineers Ltd | Professional & scientific | 2018 |
| Reecebillingtononlinecoaching Ltd | Education | 2026 |
| Responsive Training Services Ltd | Professional & scientific | 2018 |
| Revival Industrial & Domestic Works Limited | Other services | 2023 |
| RGM Properties (Cumbria) Limited | Extraterritorial | 2006 |
| RH Industrial Solutions Ltd | Professional & scientific | 2025 |
| RKR Electrical Solutions Limited | Administrative & support | 2020 |
| Rodeos Whitehaven Ltd | Hospitality | 2023 |
| Rogan Drilling Services Limited | Mining & quarrying | 2012 |
| Rogan Property Services Limited | Real estate | 2020 |
| Rosehill Arts Trust Limited | Hospitality | 1959 |
| Rosehill Theatre Enterprises Limited | Arts & recreation | 2017 |
| Rottington Hall | Administrative & support | 2011 |
| Rst-Ecom Ltd | Wholesale & retail | 2025 |
| Rustique Vintage Ltd | Manufacturing | 2025 |
| RWL Engineering Ltd | Professional & scientific | 2024 |
| RWL Sport Limited | Education | 2024 |
| S E Ceilings Limited | Construction | 2011 |
| S J Developments (Cumbria) Limited | Construction | 2008 |
| S&K Robertson Ltd | Real estate | 2024 |
| S.A.S. - MEP Consulting Ltd | Professional & scientific | 2024 |
| S.Lymer Properties Ltd | Real estate | 2025 |
| S.T.M. Property (Cumbria) Limited | Real estate | 2020 |
| S2 Unified Ltd | Information & communication | 2015 |
| S25 Coaching Ltd | Arts & recreation | 2021 |
| SAF Commercial Services (Cumbria) Limited | Professional & scientific | 2022 |
| Safe Haven Consulting Ltd | Education | 2012 |
| Safety Access Management Ltd | Other services | 2012 |
| Sandhills Court Estate Management Company Limited | Real estate | 1985 |
| Saravi Homes Limited | Real estate | 2024 |
| Saravi Limited | Health & social care | 2023 |
| SB Quality & Inspection Services Ltd | Administrative & support | 2011 |
| SBG Property Management Ltd | Real estate | 2024 |
| SBG Stays Ltd | Real estate | 2024 |
| Scotch Street Flats Limited | Households | 1989 |
| Scots Nation Limited | Manufacturing | 2010 |
| Scott Quality Services Ltd | Professional & scientific | 2014 |
| Scrubmarine Limited | Professional & scientific | 2023 |
| Sedbergh Dental Practice Ltd | Health & social care | 2025 |
| Sensory PIT Stop Ltd | Arts & recreation | 2025 |
| Sensory PIT Stops Global CIC | Health & social care | 2026 |
| Sensory World Cumbria Ltd | Arts & recreation | 2025 |
| Sensory World Play Cumbria CIC | Arts & recreation | 2025 |
| SGL Training Limited | Education | 2010 |
| SGW Site Engineering and Surveying Limited | Professional & scientific | 2018 |
| Sharif NK Ltd | Transport & logistics | 2026 |
| Shenval Ltd | Professional & scientific | 2021 |
| Shiloh Coffee Roasters Ltd | Manufacturing | 2016 |
| SHN Training Services Limited | Education | 2016 |