Holiday houses in Louisa County

Welcome to Tall Tree Farm

Enjoy quiet, humble luxury: high thread-count sheets, oversized bath towels, firm mattresses and fluffy down comforters. All bedrooms have private en suite bath. Our 60-acre farm features wooded walking trails, a stocked fishing pond, organic garden and a fire pit for an evening with your crew. Take advantage of farm activities or unwind in tranquil peace and quiet – your choice. We are half way between Charlottesville and Richmond, an easy drive to historic places, UVA and scenic wineries.

Family · Value · Hospitality

Pigeon Cove Hideaway - Gorgeous Lakefront Retreat

Luxury lakefront retreat on 7 private acres in Pigeon Cove offering 400ft of shoreline and stunning Lake Anna State Park and sunset views. Features a double-decker boathouse with waterfall, beach, hot tub, gated yard, firepit, wood-burning fireplace, pool table, ping pong, shuffleboard, wraparound deck, screened porch, and high-speed WiFi. A gorgeous sanctuary perfect for outdoor enthusiasts, families, groups and pets! Enjoy unparalleled tranquility, yet easy access to local attractions.

Location · Family · Wi-Fi

Pleasant View Farm Guest House

Pleasant View Farm is a working Angus cattle farm located in the heart of the Green Springs National Historic District. Views of the Blue Ridge Mountains and beautiful pastures are seen from all aspects of the house. Located close to I 64 and a short drive to Charlottesville and UVA, Richmond, wedding venues, Gordonsville, Orange, Monticello and Montpelier. The area is abundant in wineries and brewerys. Tear drop driveway is perfect for parking your boat trailer while visiting Lake Anna.

Location · Value · View

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai

4 unique rentals available (click our profile)! Unwind at this Central VA Country Paradise! Stay in a converted Barn & Silo w/ private natural swim pond and waterfall tucked into the woods on 140 Acres! Your own Oasis awaits, step out on your porch for coffee/drinks with the farm animals. Take a hike around the Lake on the 5+ miles of trails before cooling off in the pond while you gaze up at the stars. Sheep, Dwarf Fainting goats(next to silo 10' away), Chickens, Ducks, Bunnies, & Turkeys.

Family · Location · Barbecue

Authentic 3 Bedroom Log Cabin, with Lake Access

Knotty Pines is the perfect place to make some memories at this unique and log cabin at Lake Anna. It is exactly the escape you need to leave all your stress behind offering you everything you need for vacation bliss. It features a perfect medley of rustic natural stylings and modern upgrades that will make you feel right at home. Pull in the driveway and let the experience begin! Take in the sight of tall trees as you head up to the covered porch with the woods singing a sweet symphony.

Value · Location · Parking

Pinecrest House

Located just off I-64 and Route 250, Pinecrest House is ideal for guests visiting Charlottesville & Richmond who prefer a quiet retreat. It’s especially convenient for holidays, vineyard tours, family visits, and stays where multiple destinations are involved. With Firefly high-speed fiber internet, a large open kitchen and great room, and thoughtfully furnished bedrooms, it’s ideal for guests who want space, comfort, and quiet. Sleeps up to 6 adults comfortably (4 bedrooms + 1 couch).

Location · Family · Sleep quality

Huge 8BR Lakefront Lake Anna, Beach, Dock, Hot Tub

A World Away is a private luxury lakefront retreat on Lake Anna’s public side, set on 3.5 acres with 600 feet of shoreline and sweeping views. This ~7,567 sq ft estate features 8 bedrooms (5 suites), ideal for executive retreats, large gatherings, and multi-family stays. Enjoy a deck, hot tub, firepit, sandy beach, and a full game room with theater, pool table, ping pong, and foosball, plus direct access to boating, swimming, and fishing—offering rare privacy and a true D.C. escape.

Location · Value · Barbecue

Chicory Cottage

Cozy 3BR, 2BA cottage in rural Virginia—perfect for peaceful getaway. Each bedroom has a king bed, plus daybed and pullout sofa for up to 7 guests. Enjoy a fully equipped kitchen, high-speed Wi-Fi, smart TV, washer/dryer, 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.

Location · Family · Comfort

Quiet Cove at Lake Anna

Waterfront at it's finest on Lake Anna located on the public/cold central side of the lake, in a quiet cove. Our home is fully furnished with a modern vibe. The kitchen is equipped with all the appliances and necessities you need to enjoy your stay. We have a great dock that you can lounge and hang out on as well as dock your boat or jet ski's. Property is equipped with a Ring camera doorbell located at the front door. Owner is a licensed active VA Realtor.

Value · Family · Walkability

Not Your Average Lake House - 4 BR 15 guests

Get away to a unique, modern waterfront retreat on Lake Anna’s public side! With a private dock & spacious 4800 SF this vacation home has towering ceilings that are as high as 3 stories and no less than 10 ft, true floor-to-ceiling windows with vast water views, and cozy furnishings—perfect for summer fun vacation, spring break, or a working stay-cation. Hot tub, fire pit, kayaks, paddle boards, billiards, shuffle board, free EV charger, & pet friendly.

Value · Family · Walkability

Golden Meadows a Pet-Friendly Country Farm House

Pet-Friendly Country Farm House on Pond Farm stay hosted by Julie and Rick Bring your dogs. We have a huge fenced yard for them to play in. Come and enjoy the peace and quiet. We have 40 acres of fields and woods to help you relax a little. With over a mile of maintained trails you can take your pet for a long walk.  Have a corn hole match or barbecue and just relax. Wineries and breweries are nearby.

Family · Location · Hiking

Hawkwood House King Bedroom

Hawkwood House is close to Charlottesville, VA. It is in a 100-acre wood. Two guests share downstairs bedroom. Guests may use upper floor only with prior arrangements. It is a very quiet, peaceful setting. It is located near historic sites from colonial times of the United States and the Civil War and near Charlottesville VA and homes to three early US presidents (Monticello, Ash Lawn and Montpelier).

Family · Location · Indoor spaces