Vacation 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.

Value · Location · Wifi

Farm Stay: Vineyard, Animals, Heated Pool

Welcome to Orchid Hollow, our family farm and vineyard in the Virginia Piedmont. The carriage house awaits at the end of winding country roads and a long gravel drive. Start your day with coffee on the deck overlooking the vineyard as horses graze below. Spend the afternoon by the heated pool, or grab a fishing pole and head to our 5-acre lake for fishing, canoeing, or a pedal boat. End the day with wine by the lakeside bonfire as the sun sets and kids run free or swim in the color-lit pool.

Family · Location · Decor

Welcome to Tall Tree Farm

Spend a weekend or more at this unique and tranquil farm getaway. Unwind in the country with walking trails, swimming, fishing in our stocked pond or enjoy an evening around a bonfire with your family and friends. Tall Tree Farm is our home and we invite you to come find out what makes this place so special. Only 45 minutes to Richmond, 25 minutes to Charlottesville and The University of Virginia, 33 minutes to Thomas Jefferson's Monticello and minutes from wineries, breweries and distilleries.

Family · Location · Check-in

Wellness Cabin W/ Hot tub, Sauna, Cold Plunge.

Soak in the cedar wood burning hot tub/cold plunge. Unwind in your private Sauna. Relax by a firepit with a pizza oven (dough, cheese, sauce, pepperoni supplied). Find some peace along the natural spring in the mediation/breathwork area. Hike/Bike on the trails. Put your feet up for a lovely outdoor projector movie night. River Bend Retreat is a self-guided wellness retreat that allows 2 guests to destress, reconnect to nature, and truly experience deep rejuvenation of mind, body, and spirit.

Value · Location · Check-in

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 · Condition

Guest House at Annandale

The Guest House at Annandale is nestled on a beautiful 63 acre horse farm in the wine and hunt country of central Virginia. It overlooks a scenic 4 acre lake and has 25 acres of paddocks hosting a group of rescued horses that you can watch as they peacefully graze in retirement. Wildlife frequent the area for your viewing pleasure. The property is conveniently situated near award winning wineries, Montpelier and historic downtown Gordonsville with its quaint shops and welcoming restaurants.

Location · Family · Decor

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.

Family · Location · Access

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.

Family · Location · Getting around

Lakefront Luxury - NEW 6BR, Lake Anna, Dock, Games

Escape to The Blue Canoe, a luxurious lakefront retreat on the warm side of Lake Anna! This stunning 6-bedroom, 5-bathroom home offers over 4,750 sq ft of space, perfect for family gatherings. Enjoy breathtaking lake views from the great room, gourmet kitchen, and screened-in porch. Relax on the two-story dock, soak in the hot tub, or gather around the fire pit. The game room offers ping pong, arcade games, and more. Create unforgettable memories at Lake Anna.

Location · Family · Comfort

New Luxe Lake Anna Lakefront-5BR Suites-Dock-Beach

Welcome to Built for Memories — a newly constructed luxury lakefront estate on the Private Side of Lake Anna, designed for elevated living and unforgettable stays. Set on a private stretch of shoreline with sweeping water views from every room, this home blends high-end materials, refined design, and seamless indoor-outdoor living. Every detail from the views to the finishes has been thoughtfully curated to deliver a truly premium lakefront experience.

Location · Family · Access

Secluded Cabin•HotTub•Fire Pit•Porch•Water Access

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!

Family · Value · Kitchen

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).

Location · Family · Bathroom