| Revoroute Ltd | Information & communication | 2017 |
| Rhet Dumfries and Galloway Countryside Initiative | Education | 2003 |
| Rhsm Developments Ltd | Real estate | 2021 |
| Rhyvek UK Ltd | Health & social care | 2016 |
| Rice & Spice 2 U Limited | Hospitality | 2018 |
| Richards Ventures Limited | Hospitality | 2022 |
| Rimfire Property Ltd | Construction | 2021 |
| Rimosa Limited | Real estate | 2025 |
| Ringford Containers Ltd | Transport & logistics | 2021 |
| Ringford Vehicle Services Ltd | Wholesale & retail | 2010 |
| Ripae Limited | Hospitality | 2019 |
| Risk Protect+ Limited | Financial services | 2024 |
| RJH Investments Limited | Real estate | 2011 |
| RK Renewables Limited | Construction | 2018 |
| RLM Technical Solutions Limited | Construction | 2012 |
| RM Joinery & Construction Ltd | Construction | 2025 |
| RM Performance AI Ltd | Information & communication | 2026 |
| RNZ Glow Ltd | Real estate | 2024 |
| Roan Farms Limited | Agriculture & fishing | 2026 |
| Roasters & Co Limited | Hospitality | 2026 |
| Robb Veterinary Clinic Limited | Professional & scientific | 2017 |
| Robert J. Currie Limited | Manufacturing | 2007 |
| Robert Little & SON Ltd | Agriculture & fishing | 2024 |
| Robertson Dairy Services Limited | Agriculture & fishing | 2022 |
| Robertson Gemini Limited | Wholesale & retail | 1993 |
| Robison Construction Limited | Construction | 2011 |
| Robson Property Investments Limited | Real estate | 2019 |
| Rogika Property Ltd | Real estate | 2024 |
| Rolan Turkish Barbers Ltd | Other services | 2019 |
| Rosefield Garage (Dumfries) Limited | Wholesale & retail | 2021 |
| Rosefield Mills Gallery C.I.C. | Wholesale & retail | 2022 |
| Rosefield Mills Limited | Manufacturing | 2020 |
| Rosevale Property Management Limited | Financial services | 2020 |
| Ross Solutions Ltd | Wholesale & retail | 2024 |
| Ross Wylie Racing Ltd | Arts & recreation | 2012 |
| Rotchell Property Company Limited | Real estate | 2026 |
| Rutherfords Electrical Solutions Ltd | Construction | 2023 |
| Ryan’S Off-Licence Dumfries Ltd | Wholesale & retail | 2023 |
| S & D Plumbing and Heating Services Limited | Construction | 2022 |
| S & L Bradford Ltd | Real estate | 2021 |
| S & S Cleaning Limited | Administrative & support | 2024 |
| S B Sportsmassage Ltd | Education | 2022 |
| S.F Mcdougall Contracts Limited | Administrative & support | 2023 |
| S.W.A.R. Roofing Limited | Construction | 2023 |
| S6 Hire Limited | Administrative & support | 2021 |
| Saab Locums Ltd | Health & social care | 2011 |
| SAI Sprash Limited | Hospitality | 2018 |
| Saint Bride's Church (Dumfries) Limited | Other services | 2009 |
| Sale Hall Ltd | Wholesale & retail | 2012 |
| Saltire Convenience Shop Ltd | Wholesale & retail | 2025 |
| Salus Community Care & Support Ltd | Health & social care | 2025 |
| Salvator Ltd | Professional & scientific | 2023 |
| SAM Bowsher Chainsaw Carving Ltd | Wholesale & retail | 2022 |
| Sandstone Rentals (Scotland) Ltd | Real estate | 2023 |
| Saqib Holdings Ltd | Real estate | 2020 |
| SB Squared Solutions Limited | Professional & scientific | 2019 |
| SBC Masonry Limited | Construction | 2022 |
| Sbss Ltd | Construction | 2025 |
| SCH Tools Limited | Wholesale & retail | 2012 |
| Scotia Automation Ltd | Construction | 2021 |
| Scotia Medtec Ltd | Professional & scientific | 2013 |
| Scotia NDT Services Limited | Professional & scientific | 2015 |
| Scotland Together | Other services | 2015 |
| Scotlay Free Range EGG Co Limited | Wholesale & retail | 2011 |
| Scott Jack Commercial Finance Ltd | Financial services | 2022 |
| SCT Retail Ltd | Agriculture & fishing | 2023 |
| Scuba Addicts Limited | Administrative & support | 2015 |
| SD Cater Limited | Hospitality | 2019 |
| SDM Agri Limited | Administrative & support | 2026 |
| SDM Developments Limited | Administrative & support | 2024 |
| Second Nature Online Limited | Wholesale & retail | 2018 |
| Seimos Ltd | Hospitality | 2025 |
| Sera Steading Kennels Ltd | Other services | 2024 |
| Sercader Limited | Professional & scientific | 2017 |
| SFL Residency Ltd | Real estate | 2022 |
| Shacon Enterprises Ltd | Agriculture & fishing | 2026 |
| Shades of Entertainment Ltd | Administrative & support | 2022 |
| Shades of SAX Ltd | Arts & recreation | 2022 |
| Shawsholm Farming Partners Limited | Agriculture & fishing | 2016 |
| Shearington Farmers | | 1991 |
| Sheermagic (Moffat) Ltd | Hospitality | 2019 |
| Sheriff Homes Limited | Construction | 2012 |
| Sheriff Investments Unlimited | Administrative & support | 2013 |
| Shipmentx Limited | Wholesale & retail | 2023 |
| Shoreline Engineering (Services) Limited | Construction | 2014 |
| SIA Steel Erection & Cladding Ltd | Construction | 2026 |
| Signature Hair Limited | Other services | 2011 |
| Silver Shore Properties Limited | Real estate | 2026 |
| Simegis Limited | Real estate | 2013 |
| Simpsonssolutions Ltd | Construction | 2011 |
| SIN Limited | Wholesale & retail | 2026 |
| Sinden Forestry Ltd | Agriculture & fishing | 2024 |
| Sirra Ltd | Wholesale & retail | 2024 |
| SJM Pipeline Inspections Limited | Energy | 2007 |
| Skaailash Limited | Real estate | 1986 |
| Skairfield Limited | Agriculture & fishing | 1998 |
| SKG Aviation Services Limited | Transport & logistics | 2011 |
| Skylinecorporation Ltd | Wholesale & retail | 2025 |
| Sleeping Giants Community Development CIC | Education | 2017 |
| SLG Mortgages Limited | Financial services | 2017 |