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