| Rickerby Limited | Wholesale & retail | 2003 |
| Riverside Garage (Holmrook) Ltd | Wholesale & retail | 2002 |
| ROB Jones Joinery Limited | Construction | 2002 |
| Robbie Taylor Ltd | Construction | 2007 |
| Robek Plumbing and Heating Limited | Construction | 2002 |
| Robert Benson Coaches Limited | Transport & logistics | 2003 |
| Robsons Hair Salon Limited | Other services | 2003 |
| Rodney Lowden Ltd | Transport & logistics | 2025 |
| Roger Hughes & Co Ltd | Construction | 2022 |
| Romanian World Limited | Hospitality | 2018 |
| Roose & Walney Sand & Gravel Company Limited(The) | Mining & quarrying | 1960 |
| ROW Hall Farm | Administrative & support | 2007 |
| RS Autocare Centre Limited | Wholesale & retail | 2004 |
| Rugs (UK) Limited | Extraterritorial | 2005 |
| Russell Steel Limited | Education | 2005 |
| S & a Hodgson Limited | Construction | 2005 |
| S & K Associates (Cumbria) Ltd | Professional & scientific | 2006 |
| S & M Management Ltd | Real estate | 2025 |
| S J Davidson Limited | Construction | 2003 |
| S S a Cafe Limited | Hospitality | 2004 |
| S Smedley Limited | Construction | 2002 |
| S. Mason & Sons Ltd | Wholesale & retail | 2002 |
| S.E.A Sport Horses Limited | Agriculture & fishing | 2025 |
| S.H. Brownrigg Limited | Transport & logistics | 1990 |
| SAM Clark Ltd | Wholesale & retail | 2003 |
| SAM Scott's Limited | Wholesale & retail | 2003 |
| SAM5 Limited | Construction | 2020 |
| Samantha Hodgson Limited | Administrative & support | 2006 |
| Sandgate Court (Penrith) Management Company Limited | Households | 1993 |
| Sarah Cousins Consultancy Ltd | Administrative & support | 2016 |
| Sark Services Limited | Wholesale & retail | 2009 |
| Saundersons (Ironmongers) Limited | Wholesale & retail | 1973 |
| SB Bathrooms Limited | Construction | 2003 |
| Sedgwick Nurseries Limited | Health & social care | 2002 |
| Sheldon Property Developments Limited | Construction | 2004 |
| Shepherds Lodge Residential Home Limited | Health & social care | 2006 |
| Show Case Models | | 1990 |
| Siddle Limited | Wholesale & retail | 2002 |
| Signature Bathrooms Limited | Wholesale & retail | 2006 |
| Signs by Design / Blinds by Design Limited | Manufacturing | 2003 |
| Silver HOW Venture Advisory Services Limited | Financial services | 2025 |
| Simpson and Parsons (Holdings) Limited | Professional & scientific | 2007 |
| Sinclair's Jewellers Limited | Wholesale & retail | 2003 |
| Sizzling Services Limited | Professional & scientific | 1997 |
| SJE Financial Services Limited | Financial services | 2003 |
| Skelton Joinery Limited | Construction | 2003 |
| Skiddaw Developments Ltd | Construction | 2004 |
| Skills Shop Ltd | Education | 2007 |
| Skinners (Commercial Developments) Limited | Real estate | 1966 |
| Sky (Whitehaven) Limited | Hospitality | 2010 |
| SLD Cumbria Ltd | Hospitality | 2021 |
| Smarter Cars (Ulverston) Limited | Wholesale & retail | 2003 |
| Smeaton Property Investment Ltd | Real estate | 2026 |
| Smith Engineering (GB) Limited | Manufacturing | 2003 |
| Smithies Manufacturing Engineering Limited | Professional & scientific | 2005 |
| Smsp Limited | Administrative & support | 2007 |
| Snowzo Ltd | Information & communication | 2020 |
| Softlines (UK) Limited | Information & communication | 1996 |
| Solo Beauty Limited | Other services | 2002 |
| Solomon Court Limited | Households | 1990 |
| Solway Industrial Doors Limited | Manufacturing | 2003 |
| Solway Instruments Limited | Professional & scientific | 2003 |
| Solway Salon Supplies Ltd | Wholesale & retail | 2002 |
| Soultime Limited | Arts & recreation | 2003 |
| South Cumbria Construction Limited | Construction | 1973 |
| South Cumbria Developments Limited | Professional & scientific | 1936 |
| South Lakeland Physiotherapy Service Limited | Health & social care | 2002 |
| South Tynedale Railway Preservation Society | Transport & logistics | 1984 |
| Sowerby Transport Provider Limited | Transport & logistics | 2007 |
| SPB Computers Limited | Information & communication | 2003 |
| Spinal Homecare Services Ltd | Health & social care | 2001 |
| Splash Hand Carwash Cumbria Ltd | Administrative & support | 2022 |
| Spoilt for Choice (Cumbria) Ltd | Wholesale & retail | 2003 |
| Ssecs Limited | Professional & scientific | 2007 |
| ST Lukes Street Chippy Limited | Hospitality | 2002 |
| ST Mary's Orangery Ltd | Hospitality | 1995 |
| ST. Thomas Cross Garage Limited | Wholesale & retail | 2001 |
| Stan Sherlock Associates Limited | Financial services | 2006 |
| Stanbrook Systems Limited | Professional & scientific | 1997 |
| Stead Mortgages Limited | Financial services | 2009 |
| Stephen Atherton Productions Limited | Information & communication | 2006 |
| Stephen Furness Ltd | Construction | 2002 |
| Stephen LEE Associates Limited | Education | 2003 |
| Stepping Stones Day Nursery (Cumbria) Ltd | Education | 2001 |
| Steve Forrest Limited | Construction | 2004 |
| Steve Robinson Windows Limited | Construction | 2004 |
| Stollers Furniture World Limited | Wholesale & retail | 1994 |
| Stollers Limited | Extraterritorial | 2019 |
| Stollers Stores (Barrow) | Wholesale & retail | 1946 |
| Stoneraise Farming Limited | Agriculture & fishing | 2005 |
| Story Contracting Limited | Construction | 1999 |
| Stramongate Press Limited | Manufacturing | 2001 |
| Stratton Oakwood Ltd | Construction | 2022 |
| Street Eite Associates Limited | Professional & scientific | 2003 |
| Striding Edge Ltd | Wholesale & retail | 1993 |
| Stuart's Sports Limited | Wholesale & retail | 2003 |
| Studio International Limited | Extraterritorial | 1977 |
| Studio Language Courses (Cambridge) Limited | Administrative & support | 1992 |
| Summerfield Books 2007 Ltd | Wholesale & retail | 2007 |
| Swift Contracting Limited | Professional & scientific | 1995 |