14 cities
| City | County | 2025 Pop. ↓ |
|---|---|---|
| Rutland | Rutland County | 15,526 |
| Randolph town | Orange County | 4,835 |
| Rockingham town | Windham County | 4,777 |
| Richmond town | Chittenden County | 4,107 |
| Rutland town | Rutland County | 3,944 |
| Royalton town | Windsor County | 2,778 |
| Richford town | Franklin County | 2,349 |
| Ryegate town | Caledonia County | 1,148 |
| Rochester town | Windsor County | 1,084 |
| Ripton town | Addison County | 747 |
| Reading town | Windsor County | 691 |
| Readsboro town | Bennington County | 691 |
| Rupert town | Bennington County | 687 |
| Roxbury town | Addison County | 680 |