Holiday rentals in Louisa County

Pullman Train Car at Rassawek

Our Pullman Car is one of 3 converted train cars available for rentals. The car was built by Pullman Co. in 1888. Guests staying in this car have access to the shared amenities of Rassawek Station including the patio “Flat Car” and our Lodge Cabin. Guests can also use the ponds on the property as well as the 5+ miles of private country roads for hiking, running and biking. The converted car has a living area, full kitchen, a bedroom with two double beds, a full bath with shower and a half bath.

Paradise Waterfront Sunsets.

Private lower level houses 2 bedrooms with 2 queen size beds, 2 bathrooms, full kitchen & game room. Game room has Billard's, Foosball, Ping Pong, Pinball machine, Putt Putt golf, & bean bag toss (cornhole). The Boat House has 4 lounge chairs and free kayaks & paddle boards to use. Tie up your own boat to the dock or boat rental. Fishing is Free from the boat house. Across the street is The Boardwalk, which is Tims restraunt & Crabhouse & Bar, Moo Thru Ice Cream, Delli, & Miniature Golf.

Glass Wellness Cabin Hot Tub, Sauna, Cold Plunge

Glamping at its absolute finest. This glass mirror cabin allows for amazing panoramic views. Unwind in the outdoor two-person cedar sauna, relax in a cedar wood burning hot tub that also doubles as a cold plunge, cook on a Pyro Tower grill and pizza oven combo (Pizza dough, sauce, cheese, and pepperonis included), enjoy the tranquil natural stone water feature, warm up by the outdoor fireplace, pollinator garden attracting butterflies/hummingbirds. Black out curtains provide privacy at night.

Entire Farmhouse on 250 Acres Near Charlottesville

Grab your friends, family and classmates and create some memories at Poor Creek Farm. You will stay in a beautifully renovated farmhouse with first-class features and amenities, soul-enriching views, and plenty of space to unwind, relax, and reconnect. Situated on 250 acres of rolling pasture with angus cattle, Poor Creek Farm is 30 minutes from Charlottesville, UVA, Monticello, and wineries. Plenty of space with 5 bedrooms, four baths and spacious common areas to spend time with friends.

Tugboat/Private Lake - Farm Animals - Fish, Swim,

Get swept away to a Magical Tug/Houseboat! Newly renovated with all modern conveniences, incl. fully stocked kitchen, full bathroom, AC, heat, & WiFi. Tug floats on an 8 acre private Lake w/ Island on 142 Wooded Acres, with 5+miles of hiking/biking trails. Enjoy Swimming, Kayaking, SUP, Fishing, Hiking, Biking, Exploring, or just relax on your own beach by the fire pit. Visit farm animals just a short walk around the lake...Theo the Cow, Sheep, goats, turkey, ducks, chickens, and rabbits.

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).

Lakefront Lake Anna with Views, Dock, Fire Pit

Endless Views offers luxurious living at a waterfront retreat in Lake Anna's highly sought-after Both Waters subdivision. This home features expansive views, 260 feet of shoreline, high-speed internet, a deep-water boathouse with lifts, and a large sun deck. We have fully equipped the home because our goal is that you just have to pack your clothes, swimming suits, and water shoes. Enjoy access to both the public and private sides of Lake Anna, perfect for creating lasting memories. :-)

Delightful one bedroom treehouse with king bed

You'll love this unique and romantic escape. Come and disconnect from the world and reconnect with each other in the Treehouse at Backabit Farm. You can enjoy the indoor fireplace or outside propane fire pit! Private deck for gazing at the stars or watching the wildlife. Two person hammock tucked under the trees! Inside you will find king bed with a view out of the three large windows, loveseat, tv, microwave, small fridge, coffee station and quaint bathroom with tiled shower.

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.

Pine and Vine: Winery Escape + Kid Friendly

Welcome to Pine & Vine! This family-friendly retreat is located just 15 minutes from the upscale golf and spa at Keswick Hall and under 10 minutes to Merrie Mill. Accommodating nine guests, it features three bedrooms, two and a half baths, a spacious one-story layout, and is ADA compliant. The home is stocked with children's toys and games for added comfort and fun. Plus the house is dog friendly with an additional fee!

Private Log Cabin w/ Hot Tub, Fire Pit & Porch

Welcome to your cozy log cabin escape near Lake Anna; perfect for families, couples, friends, or a laid-back getaway with your favorite people. Start your mornings on the screened porch, spend the day on the lake, then unwind in the hot tub or by the fire under the stars. Highlights: ✅ Hot Tub ✅ Fire Place/Pit ✅ Fully equipped kitchen ✅ Peaceful ✅ Relaxing ✅ Quiet ✅ Kayak ⚖️ Honestly, check out the reviews!

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).