| "Eagle's Cliff" at Lake Cumberland Beautiful Views | 2 | 6 | Analysis |
| "Lake it Easy" at Conley Bottom & Lake Cumberland | 3 | 12 | Analysis |
| "Safe Harbor Cozy Cottage" | 2 | 6 | Analysis |
| 'Top of the Hill'- Cozy Retreat with Hot Tub! | 2 | 4 | Analysis |
| *Tiny LakeView Cottage* Pets welcome! Kayaks | 1 | 4 | Analysis |
| A Cumberland Retreat | 3 | 8 | Analysis |
| Beautiful Farmhouse near Lake Cumberland | 3 | 10 | Analysis |
| BT Retreat | 4 | 12 | Analysis |
| Clean and cozy, only 150 yards away from water. | 1 | 4 | Analysis |
| Clean and Cozy. Only 175 yards from the water. | 2 | 4 | Analysis |
| Comfortable apartment near town | 1 | 2 | Analysis |
| Country cottage near lake! | 2 | 6 | Analysis |
| Cozy 3-Bedroom Beaver Creek Cottage | 3 | 8 | Analysis |
| Cozy Cabin - Lake Cumberland w/ Hot Tub | 2 | 6 | Analysis |
| Cozy Cabin in the Woods | 2 | 8 | Analysis |
| Cozy farmhouse close to lake! | 2 | 4 | Analysis |
| Cozy home near Lake Cumberland | 3 | 6 | Analysis |
| Cozy Tiny Cabin Retreat | 1 | 2 | Analysis |
| Cumberland Belle Lakehouse 4bedrm, 10bed, 2.5bath | 4 | 14 | Analysis |
| Cumberland Belle Lakehouse 9bedroom,20bed,7bath | 9 | 16 | Analysis |
| Cumberland Belle Lakehouse-5bedrm,10bed,5bath | 5 | 16 | Analysis |
| Cumberland lake house w/ hot tub | 4 | 12 | Analysis |
| D&D Cabin at Lake Cumberland *Pets Welcome* | 1 | 6 | Analysis |
| Dock Street Retreat *waterfront * walk to boat | 4 | 12 | Analysis |
| Dreamy Glamping Tent Near Conley Bottom | 1 | 2 | Analysis |
| Enchanted Acres | 3 | 6 | Analysis |
| Enchanting Glamping Tent on Lake Cumberland | 1 | 2 | Analysis |
| Family Home w/ Deck, 2 Mi to Lake Cumberland | 2 | 7 | Analysis |
| Fawn Run on Lake Cumberland | 3 | 12 | Analysis |
| Green Acres by the water | 3 | 9 | Analysis |
| Groovy Vintage RV In the Woods | 1 | 2 | Analysis |
| Hadlee's Hideaway | 3 | 6 | Analysis |
| Henpecked Farm | 3 | 8 | Analysis |
| Hidden Haven (109R) Fun, Pool, Lake, Pickleball | 5 | 16 | Analysis |
| Lake Cumberland Beaver Creek Marina | 3 | 8 | Analysis |
| Lake Cumberland Cabin with Guest Suite. All Yours! | 4 | 10 | Analysis |
| Lake Cumberland Cottagey Cabin! 9-min to Marina! | 4 | 8 | Analysis |
| Lake Cumberland Home 1/2 Mi to Beaver Creek Marina | 5 | 16 | Analysis |
| Lake Cumberland Home w/ Deck + Water Access! | 4 | 10 | Analysis |
| Lake Oasis | 3 | 10 | Analysis |
| Lake time! 3/4 of a mile to Conley Bottom Marina. | 3 | 6 | Analysis |
| Little blue house on the lake | 3 | 9 | Analysis |
| Luke’s Porch | 2 | 4 | Analysis |
| Luxury Lake Home! Dock Holidays Lake View Inn | 6 | 14 | Analysis |
| Monticello Home w/ Deck & Fire Pit < 1 Mi to Water | 3 | 8 | Analysis |
| Monticello Home w/ Multi-Level Deck on 2 Acres! | 3 | 8 | Analysis |
| New studio apartment near Conley Bottom | 4 | Analysis | |
| Plush Yome Tucked in the Woods | 1 | 4 | Analysis |
| Private pool and hot tub overlooking the Lake ! | 4 | 8 | Analysis |
| Private pool, 8 person Hot tub 6 Bedrooms | 6 | 13 | Analysis |