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.

Troy Rd Country Home

Welcome to our cute and comfy home- Enjoy the ease of covered parking and a quiet neighborhood setting just minutes from a Walmart Supercenter, I64, and a variety of restaurants. Located about 15 minutes from UVA and downtown Charlottesville. Our home offers the ideal balance of comfort and convenience. The primary bedroom features a luxurious king-size bed, and you’ll have plenty of space to stretch out with large front and back yards—great for walking your dog or simply enjoying the outdoors.

Thomas Jefferson Pkwy - Gateway to Monticello

Farmhouse on 14 acres offers closest proximity to Monticello (4 minutes away). Jefferson Vineyard (1 min), Ash Lawn (3 min), Carter's Mountain & Michie Tavern (5 min), Downtown Open-Air Mall (14 min). Relax with a cold drink on the front porch or enjoy views of the mountains and pond from the back deck. There is plenty of space to breathe here. Full kitchen & laundry. Feel free to snack on whatever we have. Great views & country feeling but close to everything. Relax & make yourself at home!

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.

Southern Charm

Our elegant spacious home is centrally located among Virginia’s finest wineries, historic landmarks, University of Virginia and shopping. Major sites and activities: Charlottesville Downtown Mall UVA Basketball Games at John Paul Jones Area UVA Football Games at Scot Stadium UVA Rotunda Keswick Vineyards Barboursville Vineyards Horton Vineyards Thomas Jefferson's Monticello James Monroe 's Ash Lawn-Highland James Madison's Montpelier Carters Mountain Orchard

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.