14 cities
| City | County | 2025 Pop. ↓ |
|---|---|---|
| Rutland | Rutland County | 15,511 |
| Randolph | Orange County | 4,988 |
| Rockingham | Windham County | 4,692 |
| Richmond | Chittenden County | 4,167 |
| Rutland | Rutland County | 3,898 |
| Royalton | Windsor County | 2,723 |
| Richford | Franklin County | 2,311 |
| Ryegate | Caledonia County | 1,138 |
| Rochester | Windsor County | 1,080 |
| Ripton | Addison County | 742 |
| Readsboro | Bennington County | 691 |
| Rupert | Bennington County | 688 |
| Reading | Windsor County | 681 |
| Roxbury | Addison County | 666 |