| R-One Project Management Ltd | Extraterritorial | 2015 |
| R. K. Ruszkowski Limited | Health & social care | 2014 |
| R. Lloyd (Handling) Limited | Extraterritorial | 1980 |
| R.H. Irving Construction Limited | Construction | 1994 |
| R.I. Stamper Haulage Limited | Transport & logistics | 2002 |
| R.J. & I. Monkhouse Limited | Transport & logistics | 1983 |
| R.K. Trucks Centre Carlisle Limited | Wholesale & retail | 2026 |
| R.M. Forlow Limited | Professional & scientific | 2003 |
| R.M.T Systems Ltd | Other services | 2011 |
| R.N.Clark & Co.,Limited | Real estate | 1941 |
| R.S Metal & Iron Work Ltd | Manufacturing | 2025 |
| R.T.D.L. Limited | Health & social care | 2007 |
| R.W.A Fitness Ltd | Arts & recreation | 2025 |
| R2 Eco Ltd | Transport & logistics | 2026 |
| RA Leisure (Brampton) Limited | Hospitality | 2019 |
| Raans Estates Holdings Ltd | Extraterritorial | 2023 |
| Racdam Investments | Financial services | 2024 |
| Racehorse Rescue Centre Limited | Extraterritorial | 2012 |
| Rachel Hayton Psychology Ltd | Health & social care | 2024 |
| Radiance Solutions Limited | Health & social care | 2024 |
| Radio Carlisle Taxis Limited | Transport & logistics | 2022 |
| Radu Fast Ltd | Transport & logistics | 2025 |
| Ralmona Enterprise UK Ltd | Extraterritorial | 2024 |
| Ralph Hedley Landscaping & Building Services Limited | Construction | 2007 |
| Rambd Limited | Professional & scientific | 2021 |
| Ramble and Roast Events Ltd | Hospitality | 2026 |
| Ramble and Roast Ltd | Wholesale & retail | 2025 |
| Rapidelectrical(Carlisle) Limited | Construction | 2021 |
| Rapidroute Logistics Solutions Ltd | Transport & logistics | 2026 |
| Raresource Ltd | Wholesale & retail | 2025 |
| Rasm Cumbria Limited | Real estate | 2024 |
| Rasti Food Ltd | Wholesale & retail | 2025 |
| Ratten ROW Properties Ltd | Real estate | 2025 |
| Ravenbeck Property Services Ltd | Real estate | 2014 |
| Ravenkirk Property Ltd | Real estate | 2008 |
| Ravenside Lodge Kennels & Cattery Limited | Other services | 2016 |
| RAW Insurance Brokers Ltd. | Financial services | 2018 |
| RAW PD Limited | Real estate | 2025 |
| RB Landscaping Ltd | Administrative & support | 2016 |
| RDB Deliveries Ltd | Transport & logistics | 2025 |
| Rdhwell Ltd | Transport & logistics | 2024 |
| Reach OUT Support Limited | Health & social care | 2018 |
| Real Deal ME Limited | Information & communication | 2021 |
| Reay Farming | Agriculture & fishing | 2022 |
| Rebecca Davidson Wealth Management Ltd | Financial services | 2025 |
| Rebike Cumbria C.I.C. | Administrative & support | 2011 |
| Rebuild Roofing & Guttering Ltd | Construction | 2026 |
| Red Chilli (Carlisle) Limited | Hospitality | 2021 |
| Red Rose (Cumbria) Limited | Construction | 2016 |
| Red Toad Consulting Limited | Public administration | 2024 |
| Redbank Property & Construction Surveyors Ltd | Professional & scientific | 2026 |
| Reddi Dating Limited | Information & communication | 2022 |
| Redmayne 1860 Ltd | Manufacturing | 2018 |
| Reed Graham Properties Limited | Real estate | 2003 |
| Reed Marine Limited | Administrative & support | 2019 |
| Reedbrough Consulting Ltd | Wholesale & retail | 2023 |
| Reflecting Group Limited | Other services | 2022 |
| Refrigeration (Mitton) Limited | Construction | 1990 |
| Regalpark GB Limited | Administrative & support | 2004 |
| Regent Street (Carlisle) Limited | Professional & scientific | 2011 |
| Regent Street Development Ltd | Construction | 2023 |
| Reggiana UK Limited | Manufacturing | 2001 |
| Rehoboth Spaces Limited | Real estate | 2023 |
| Reiver Management Limited | Households | 2003 |
| Reiver Reinstatement Limited | Construction | 2018 |
| Relax Hair & Beauty Limited | Other services | 2007 |
| Relentik Ltd | Information & communication | 2012 |
| Ren-O-Build Construction Limited | Construction | 2025 |
| Ren-O-Build Developments Ltd | Construction | 2025 |
| Renaissance AGE Limited | Health & social care | 2025 |
| Renew - Advanced Skin & Laser Limited | Other services | 2024 |
| Rent Review Consultancy Limited | Real estate | 2024 |
| Rent-A-Ramp Cumbria Ltd | Administrative & support | 2018 |
| Resident Nomad Services Ltd | Wholesale & retail | 2023 |
| Resolve Construction Services Limited | Professional & scientific | 2018 |
| Restoration Cumbria Ltd | Construction | 2025 |
| Restore (Cumbria) | Wholesale & retail | 2012 |
| Reta (Carlisle) Ltd | Hospitality | 2018 |
| Retail Food Limited | Hospitality | 2012 |
| Retel Electronic Servicing Ltd | Other services | 2018 |
| Revamp Group UK Ltd | Construction | 2026 |
| Revelation Academy Limited | Education | 2018 |
| Reverseword Limited | Real estate | 2010 |
| Revive Professional Exterior Cleaning Ltd | Administrative & support | 2024 |
| Revolutioniser Ltd | Professional & scientific | 2023 |
| REX Bennett & SON Limited | Construction | 2011 |
| REX Boba Ltd | Manufacturing | 2019 |
| RG Civil Engineering and Surveying Ltd | Construction | 2024 |
| RGS Contractors Ltd | Construction | 2026 |
| Rheda Pumping Station Limited | Water & waste | 2018 |
| RHG Properties Ltd | Real estate | 2025 |
| Rhino Barrier Systems Limited | Administrative & support | 2020 |
| Rhoades Ltd | Hospitality | 2012 |
| Rhoades Murrell Limited | Hospitality | 2016 |
| Rhythm AV Limited | Professional & scientific | 2011 |
| Ribble Valley Bathrooms Limited | Wholesale & retail | 2018 |
| Richard Bell Limited | Construction | 2006 |
| Richard Betton (Stationers) Ltd | Wholesale & retail | 2004 |
| Richard Charnley & Sons (Holdings) Limited | Transport & logistics | 2019 |
| Richard Charnley & Sons Limited | Transport & logistics | 1956 |