House holiday rentals in Fluvanna County

Chicory Cottage

Cozy 2BR, 2BA cottage in rural Virginia—perfect for peaceful getaway. Each bedroom has a king bed, plus daybed and pullout sofa for up to 6 guests. Enjoy a fully equipped kitchen, high-speed Wi-Fi, smart TV, washer/dryer for longer stays (4+ nights), and a dedicated workspace. Guests have full private use of the cottage and outdoor areas. Owners live on-site in a separate home and respect your privacy. Close to Rt 64, Richmond, Charlottesville, trails, wineries, and other Central VA attractions.

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries

Spacious modern house with a large furnished rooftop deck overlooking Monticello & Carter Mountain. Not one, but two spacious master suites (one on each floor) with attached decks, plus additional two bedrooms and a full bathroom on the 2nd floor. Located in a quiet neighborhood and backs up to a lake for beautiful views and tranquil environment. Convenient location, minutes away from Monticello (2 mi/4 min), downtown (2.5 mi/6 min), UVA (3 mi/9 min), wineries (closest: 3.5 mi/5 min) &breweries.

Spacious & Private Great for Groups &Winery Lovers

Located just outside of Charlottesville, this country getaway offers peace and quiet AND proximity. Within 30 minutes, you can be at 10 wineries, historic Monticello, downtown Charlottesville, UVA, or Carter’s Mountain Orchard. No matter what type of getaway you’re looking for, it is accessible from the Creekside Cottage! With 5 bedrooms, 3.5 baths, 3 living areas, 2 dining areas, a full kitchen, and laundry, this is a home away from home where you can live comfortably. *Must be 21+ to book!

Dogwood Cottage

The Fork Union Motor Lodge on Route 15 accommodates up to three people in two bedrooms. With one bathroom featuring a walk-in shower, it provides an ideal spot to rest during a trip down Route 15. Perfect for overnight guests visiting the nearby Fork Union Military Academy. The house is designed like a motel and includes a kitchenette with a microwave and oven, though there are no pots and pans. Coffee and tea are available, and a nearby grocery store offers prepared foods for easy prep.

Homestead Haven of Keswick

Step into our farms original 1930s homestead & experience a blend of historic charm and modern comfort. Nestled among lush greenery, veteran oak trees, and beautiful crepe myrtle trees. Relax in the spacious, fenced-in backyard under wide open skies, complete with a classic tire swing that brings back the joy of simpler times. Homestead Haven offers plenty of room to roam, inside & out. Sip your morning coffee on the cozy front porch, explore Cville, or unwind in the peaceful atmosphere.

Luxury Home Minutes to Monticello, Wineries & UVA!

Featuring 5 bedrooms & 4 1/2 baths, this home can comfortably sleep up to 15 guests. The master bedroom has 2 king beds, ensuite with soaker tub and 2 walk-in closets. Cook in our gourmet kitchen, relax in the amazing outdoor space with screened in porch and fire table, or grill out on the deck with our Treger Smoker. Take in the history of Monticello, sip wine at world renowned wineries, or drive along hallowed ground. Minutes to Charlottesville, James Montroe's Highland & UVA.

1893 House on Wild Oats Farm

This traditional rambling farm house built in 1893 is located on a 130 acre working cattle farm in lovely rural Virginia. Enjoy your morning coffee with views of the pastures, pond and woods from 3 porches. The farm is conveniently located to Scottsville, Charlottesville, UVA, Monticello, Ashlawn Highland, the James River, Richmond, Mt. Ida and award winning winery's and breweries. 8 people max staying in house

10 Wineries Within 10 Miles & Nigerian Dwarf Goats

Upscale boutique Carriage House on a 25-acre farm in Charlottesville Wine Country. Just minutes from top vineyards, this light-filled retreat features elegant rustic design, new furnishings, and spa-like comfort. Enjoy visits with Nigerian dwarf goats and free-ranging chickens—plus fresh eggs in season. Perfect for romantic getaways or remote work, with WiFi, cozy touches, and the beauty of nature all around.

Country Home Near Charlottesville & Wineries

The Three Notches Tourist Home will charm you with its antiques, spacious rooms, beautiful mountain views, porch rockers and peace and quiet. After nearly 200 guest stays, I can say with confidence that folks greatly enjoy and appreciate their time here, whether families, friends, or business groups. Come to read, talk, work, or do nothing at all.