| 1893 House on Wild Oats Farm | 4 | 8 | Analysis |
| Absolute heaven for outdoor enthusiasts! | 4 | 8 | Analysis |
| Beaver Pond Farm - Near Charlottesville | 1 | 3 | Analysis |
| Bluebird Cottage A: Dogs OK, Near Charlottesville | 1 | 4 | Analysis |
| Bluebird Cottage B: Quiet, Firepit, Patio, Games | 1 | 4 | Analysis |
| Boxcar with floor to ceiling glass doors | 1 | 2 | Analysis |
| Cabin in The Pines | 1 | 2 | Analysis |
| Convenient Rustic Cabin near Wineries | 2 | Analysis | |
| Cottage at Fruit Hill Orchard | 4 | 8 | Analysis |
| Country Living - 18 min to Downtown C'Ville | 3 | 8 | Analysis |
| Creekside Glamping - Walk to the James River | 1 | 4 | Analysis |
| Delightful one bedroom treehouse with king bed | 1 | 2 | Analysis |
| Delightful One Bedroom-RV in a peaceful setting. | 1 | 4 | Analysis |
| Dogwood Cottage | 2 | 4 | Analysis |
| Escape to the Country at Tatwood | 1 | 2 | Analysis |
| Glamping Tent with Private Spa and Pool | 1 | 4 | Analysis |
| Guest Suite by Wineries/Orchards/Cville/Monticello | 4 | Analysis | |
| Hawkwood House King Bedroom | 1 | 2 | Analysis |
| Homestead Getaway - Cottage - Full Kitchen | 2 | 6 | Analysis |
| Large Log Cabin & Greenhouse with Pond - Cherokee | 2 | 11 | Analysis |
| Love 2B close 2U: Quiet, comfy Apartment & Pool! | 1 | 5 | Analysis |
| Luxury Treehouse with hot tub on the Rivanna River | 1 | 3 | Analysis |
| Magnolia Cottage | 2 | 5 | Analysis |
| Memas Place Close to multiple Vineyards | 2 | Analysis | |
| Modern Log Cabin - Persimmon Cabin | 2 | Analysis | |
| New! Charlottesville Escape Poolside Fun & Gril | 4 | 10 | Analysis |
| Peaceful Meadows “Home away from home” | 1 | 4 | Analysis |
| Peaceful Meadows a “Camping Site for the Stars” | 4 | Analysis | |
| Peaceful Meadows “Campsite by the Fire” | 4 | Analysis | |
| Peaceful Meadows “Campsite under the Moon” | 4 | Analysis | |
| Pine Grove Apt.- Visit Monticello & Wineries | 1 | 4 | Analysis |
| Pine Grove Cottage: Visit Monticello & Wineries | 2 | 7 | Analysis |
| Pine Grove Extended Stay (#216) | 2 | 4 | Analysis |
| Pine Grove Extended Stay (#295) | 2 | 4 | Analysis |
| Pine Grove Extended Stay (#345) | 2 | 4 | Analysis |
| Pine Grove Extended Stay (#392) | 3 | 5 | Analysis |
| Pine Grove House - Near Monticello & Wineries | 3 | 9 | Analysis |
| Pool and hot tub in Fluvanna | 1 | 2 | Analysis |
| Pullman Train Car at Rassawek | 1 | 4 | Analysis |
| Quaint Red Caboose with Twin Bunkbeds | 1 | 4 | Analysis |
| Quiet, country house - 30 min from downtown Cville | 3 | 8 | Analysis |
| Riverview at Belle Meade Farm | 2 | 6 | Analysis |
| Riverview Cabin on the James | 2 | 4 | Analysis |
| Room for a Crowd Near Monticello, Wineries, UVA | 4 | 13 | Analysis |
| Rose Cottage | 2 | 4 | Analysis |
| Southern Charm | 4 | 9 | Analysis |
| Spacious & Private Great for Groups &Winery Lovers | 5 | 12 | Analysis |
| Sunflower Cottage | 2 | 4 | Analysis |
| The Cottage at Hardware Hills Vineyard | 1 | 2 | Analysis |
| Troy Cottage | 2 | 4 | Analysis |