| *Pets OK *Brbn Trl *Fire Pit *Hot Tub *Game Rm | 3 | 10 | Analysis |
| 100 Proof Hideaway | 4 | 12 | Analysis |
| 2 Bed/2.5 Bath Restored Beauty - Pistachio Palace | 2 | 5 | Analysis |
| 2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tu | 3 | 9 | Analysis |
| 4BR Farm~Bourbon Trail~private pool~horses | 4 | 8 | Analysis |
| A Slice Of Bourbon Country 1 BR *Fresh Breakfast* | 1 | 2 | Analysis |
| Anna’s Room @ Regina’s Country Livin | 1 | 2 | Analysis |
| B on the Bourbon Trail with pub, pool and hot tub | 4 | 15 | Analysis |
| Bass N Bourbon Retreat - Lakefront * Bourbon Trail | 3 | 6 | Analysis |
| Beautiful Farm Stay on the bourbon trail! | 3 | 6 | Analysis |
| Bourbon by the Lake | 4 | 7 | Analysis |
| Bricks and Barrels | 1 | 3 | Analysis |
| Brown Ave Bourbon Trail & Beds- Shelbyville, KY | 3 | 6 | Analysis |
| Cabin with spectacular views, creek, & hot tub | 2 | 6 | Analysis |
| Cabin+Bunkhouse, Sleeps 20+, 4BD 3BA Hot Tub | 5 | 16 | Analysis |
| Charming 4 Bedroom classic home bourbon trail! | 4 | 10 | Analysis |
| Charming Bourbon Country Retreat on Beautiful Farm | 3 | 7 | Analysis |
| Comfortable Charm on the Bourbon Trail | 1 | 2 | Analysis |
| Comfortable sleek home bourbon trail | 3 | 8 | Analysis |
| Convenient to Bourbon Trail, Keeneland and C Downs | 2 | 8 | Analysis |
| Cottage of Eden. Bourbon Trail Stay in Shelby Co. | 1 | 2 | Analysis |
| Country Living | 3 | 6 | Analysis |
| Country Retreat on Bourbon Trail - Fire Pit - King | 2 | 4 | Analysis |
| Countryside Retreat | 4 | 10 | Analysis |
| Cozy cottage on beautiful farm with amazing views. | 2 | 5 | Analysis |
| Cozy Cottage on Firefly Farm | 2 | Analysis | |
| Cozy Kentucky Winter, Bourbon Trail, Location! | 2 | 8 | Analysis |
| Cozy Retreat at Red Gate Farm | 1 | 3 | Analysis |
| Derby Bourbon Trail Classic | 5 | 10 | Analysis |
| Derby Getaway | 4 | 9 | Analysis |
| Derby, Bourbon Trail, Pickleball Oasis | 4 | 14 | Analysis |
| Downtown Main St 1-Bedroom Suite w/ Hi-Speed Wifi | 1 | 2 | Analysis |
| DreamStar Farm - transportation available | 4 | 8 | Analysis |
| Henry Clay Haven 5 Bed/3 Bath | 5 | 12 | Analysis |
| Heritage House is a restored 1900's 3 bedroom home | 3 | 10 | Analysis |
| Hillside view/ bourbon trail fun game room | 3 | 10 | Analysis |
| Historic Downtown~Heart of Bourbon Trail | 3 | 7 | Analysis |
| Historic home in the heart of bourbon country | 4 | 12 | Analysis |
| Horses, Bourbon, and More .... Shelbyville Condo | 2 | 4 | Analysis |
| Hot Tub | Bourbon Trail | Speakeasy | Game Rm | 3 | 8 | Analysis |
| Kamp Kessa at Cedar Fire Farm: A Nature Retreat | 1 | 8 | Analysis |
| Kentucky Bourbon Log Cabin | 4 | 8 | Analysis |
| Kentucky bourbon, horses, cozy condo | 2 | 4 | Analysis |
| Kentucky Farm Charm 6 Bedrooms in Bourbon Country | 6 | 14 | Analysis |
| King's room @ Regina’s Country Livin | 1 | 2 | Analysis |
| Lakehouse Cove Road | 3 | 10 | Analysis |
| Last Minute Discount/Hot Tub/Fire Pit/Game Room | 5 | 12 | Analysis |
| LeCoop Loft close to all the popular distilleries | 2 | 5 | Analysis |
| Little Bourbon & Lakeview Home | 1 | 3 | Analysis |
| Lucky Shoe Farmhouse | 4 | 8 | Analysis |