| "Bloomin' Acres" Peaceful Country Homestead | 1 | 2 | Analysis |
| 1860’s Art House | 2 | 6 | Analysis |
| 7 Bedroom Lake House with miles of Wooded Trails | 7 | 16 | Analysis |
| A Country Retreat at Airy Knob Farm | 6 | 16 | Analysis |
| Arlington Stone - Great Location | 2 | 5 | Analysis |
| Asbury Guest House | 4 | 8 | Analysis |
| Authentic Country Farmhouse on Pond / Greencastle | 4 | 10 | Analysis |
| Beautiful Cabin close to DePauw & Owl Ridge | 5 | Analysis | |
| Beautiful Downtown Greencastle Apartment | 3 | 8 | Analysis |
| Beautiful Home Near DePauw Univ! | 4 | 8 | Analysis |
| Cabin at the Falls | 2 | Analysis | |
| Camper in Wooded Floral Setting. Grill, Firepit | 1 | 2 | Analysis |
| Castle 853 - We aim to be the cleanest! | 2 | 4 | Analysis |
| Charming apartment on the edge of DePauw campus. | 1 | 2 | Analysis |
| Charming Greencastle Home < 1 Mi to DePauw! | 2 | 4 | Analysis |
| Classic Lakefront Retreat on Raccoon Lake | 4 | 14 | Analysis |
| Clean, functional and charming home | 3 | 6 | Analysis |
| Come Live The Barn Life In Town! | 1 | 5 | Analysis |
| Complete House with Local Access | 3 | 6 | Analysis |
| Cottage in Coatesville | 3 | 8 | Analysis |
| Courthouse Square Loft | 1 | 2 | Analysis |
| Covered Bridge Cabin (on Big Walnut Creek) | 3 | Analysis | |
| Cozy & stylish cabin, short walk to Raccoon Lake | 3 | 6 | Analysis |
| Cozy family home near restaurants and DePauw | 4 | 9 | Analysis |
| Cozy Hilton Style Home near DePauw | 2 | 4 | Analysis |
| East Poplar Downtown Greencastle-sleeps 4 | 1 | 4 | Analysis |
| Greencastle Retreat:Hot Tub Haven & Fireside Charm | 3 | 8 | Analysis |
| Guesthouse Near Nature Park | 1 | 2 | Analysis |
| Heritage Lake Ranch | 3 | 7 | Analysis |
| Hillsdale Home - Remodeled 2 bd Near Downtown | 2 | 5 | Analysis |
| Indulgence at DePauw | 4 | 8 | Analysis |
| Lakefront Luxury Home on Raccoon Lake | 3 | 10 | Analysis |
| Loft 201 on Greencastle square above Bridges | 2 | 4 | Analysis |
| Loft 202 on Greencastle Square above Bridges | 1 | 2 | Analysis |
| Major Dunbar Home | 4 | 9 | Analysis |
| Martinsville Home | 2 | 3 | Analysis |
| Modern 4 Bed Home On Golf Course Close To Campus + | 4 | 8 | Analysis |
| Modern, Two-Bedroom Lake House! | 2 | 4 | Analysis |
| NAMASTE Lofts - Downtown Greencastle! | 1 | 4 | Analysis |
| Near DePauw treasure | 2 | 6 | Analysis |
| One Bedroom Apt. w/ King Suite & Free Parking | 1 | 4 | Analysis |
| One Bedroom Apt. with King Suite & Free Parking | 1 | 4 | Analysis |
| Park Place | 3 | 5 | Analysis |
| Parke County Escape | 3 | 8 | Analysis |
| Peaceful country home by DePauw and Monon Bell! | 4 | 9 | Analysis |
| Peaceful Ctry Home 1 ac. Wlk to 3FatLabs. 3BR 2BA | 3 | 8 | Analysis |
| Perfect Solo Glamping Getaway Tent With Extras | 1 | 1 | Analysis |
| Quiet Country Retreat Near DePauw University | 3 | 8 | Analysis |
| Raccoon Lake Cabin | 1 | 4 | Analysis |
| Small-Town Serenity: Your Airbnb Getaway | 2 | 6 | Analysis |