| "Madison Manor II” *Regatta Special* Great Patio | 2 | 6 | Analysis |
| "Madison Manor I” Special Book 2 nights Get 1 Free | 3 | 6 | Analysis |
| #1 Lady V’s Bed and Breakfast The Rose Room | 1 | 2 | Analysis |
| #2 Lady V’s Bed and Breakfast - Bedroom | 2 | 2 | Analysis |
| 2 King Beds-1 Block to Main St-Downtown Cottage! | 2 | 4 | Analysis |
| 207 | King Suites, River Views, Deck, Parking | 4 | 10 | Analysis |
| 209 King Beds, River View, Deck, Parking | 4 | 10 | Analysis |
| 3-suite cottage spa (aaaah!) house | 3 | 6 | Analysis |
| 322 East 3rd Street | 2 | 5 | Analysis |
| Beautiful Bungalow on Main | 2 | 6 | Analysis |
| Beautiful Riverfront Cottage | 1 | 2 | Analysis |
| Bicentennial Park View | 3 | 6 | Analysis |
| Cabin in the Holler | 2 | 4 | Analysis |
| Campus Cottage: Cozy, Convenient, Captivating | 2 | 6 | Analysis |
| Carole's Cottage | 1 | 3 | Analysis |
| Carpet Alley | 2 | 4 | Analysis |
| Charming Bungalow in Historic Downtown Madison | 2 | 4 | Analysis |
| Charming shotgun in the heart of downtown Madison | 2 | 6 | Analysis |
| Coming Home Cottage | 1 | 4 | Analysis |
| Convivial House | 2 | 4 | Analysis |
| Cozy 3 bedroom home, steps away from Main Street | 3 | 6 | Analysis |
| Cozy Cottage downtown *Pets*Trails*firepit*Clean | 2 | 4 | Analysis |
| Cozy downtown home with patio. Walk to everything. | 2 | 4 | Analysis |
| Cozy Farmhouse Retreat in Historic District | 1 | 2 | Analysis |
| Cozy red cottage | 2 | 5 | Analysis |
| Cozy Room in the Country | 1 | 2 | Analysis |
| Downtown Historic Maddox House - on Main Street | 1 | 2 | Analysis |
| Dragonfly Suite | 1 | 2 | Analysis |
| East Main Lofts - Boho 203 | 1 | 4 | Analysis |
| East Main Lofts - Coastal 201 | 1 | 2 | Analysis |
| East Main Lofts - Farmhouse 204 | 1 | 2 | Analysis |
| East Main Lofts - Haven 202 | 1 | 2 | Analysis |
| East Main Lofts -Roller Rink 301 | 4 | 10 | Analysis |
| Eleonora's Cottage On Main | 3 | 6 | Analysis |
| Great little efficiency apt in downtown Madison | 1 | 2 | Analysis |
| Hardy Lake Vacation House | 2 | 4 | Analysis |
| Hilltop O-Asis | 1 | 2 | Analysis |
| Historic 1830s Log Cabin in Madison, IN | 2 | 6 | Analysis |
| Historic city overlook suite 206 | 1 | 3 | Analysis |
| Historic Home on Main St., USA | 2 | 6 | Analysis |
| Historic Madison on Main Street | 3 | 8 | Analysis |
| Historic Madison Retreat - 1 Mi to Ohio River | 2 | 4 | Analysis |
| Historic Madison Spa Retreat perfect location | 1 | 4 | Analysis |
| Historic woodside view suite 205 | 1 | 3 | Analysis |
| Historical Shot Gun Home On Beautiful Main Street | 2 | 4 | Analysis |
| Hometown on Main Street, Suite 102 | 1 | 2 | Analysis |
| Indiana Vacation Rental: Walk to Madison Main St! | 3 | 6 | Analysis |
| Jefferson Off Main: *4 Beds*King Beds*Walk to Main | 4 | 8 | Analysis |
| JPG Officer's Quarters | 3 | 10 | Analysis |
| La Belle Rivière Suite 202 at The Chandler Hotel | 1 | 4 | Analysis |