Vacation rentals with a pool in Louisa County

NEW 4BR Lake Anna with Pool, Beach, Patio, Hot Tub

Owl's Nest is the ultimate Lake Anna retreat, a newly built modern farmhouse in The Waters community. It combines cozy woodland charm with a prime location near the community beach. Perfect for families, couples, or groups, it features a boat slip, huge patio with 7-person hot tub, grill, and a fire pit, and a backyard playhouse with swings. The home offers high-end details, and all 4 bedrooms have attached bathrooms. Community amenities like a pool* and pickleball courts provide year-round fun.

Blue House and a Pool

Relax at Lake Anna with friends and family at your own pool, hot tub and dock. Blue house boasts numerous spaces for entertaining and private chill time. House features 4 bedrooms, 3 large couches and 3 full bathrooms. The gourmet kitchen is fully stocked and ready for a home cooked meal after a full day on the lake. Tim's at Lake Anna is a short car ride or boat ride to enjoy a meal and cocktail. The Cove and Lake Anna Plaza at the 208 bridge are close by including boat and jet ski rentals.

Discounted Holiday Getaway Perfect For Families

Welcome to Always On Lake Time! We are your destination for relaxation and unforgettable family fun at Lake Anna. Our retreat offers access to the lake from the comforts of The Waters at Lake Anna, a private, resort-like community. Enjoy mornings sipping coffee on the front porch, afternoons by the community pool and beach, and evenings playing tennis. Fish from the community docks or launch your boat. We also have a game room, two kayaks, two paddle boards, and life vests for your enjoyment.

La Petite Maison at Hedgeapple Hollow

La Petite Maison (our guest house) is the perfect place to simply get away from the hustle and bustle and relax! Sit in the private screen porch and watch the sun melt into the mountains. Deer, hummingbirds, bluebirds, and the occasional turkey like to hang out on the 8 acres of the property, perfect for any wildlife lover. Enjoy the fenced in common area featuring a seasonal in-ground pool. Conveniently situated near award-winning wineries, Montpelier, and historic downtown Gordonsville.

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.

Southern-Style Waterfront on Lake Anna's Pvt Side

Escape from your day-to-day at Wine Down - your private-side waterfront Lake Anna, Virginia, retreat on over 9 acres. The custom-built home - completed in late 2017 - evokes Southern charm and hospitality, and it features water views from nearly every bedroom in the home. With two master suites (one upstairs and one on the lower-level), a kids' bunk room, two additional bedrooms, and an oversized playroom/guest room, Wine Down is the perfect vacation rental home for groups and families.

Poplar Cove - Lake Anna (Private Side)

Poplar Cove is a 2-bed 2-bath waterfront property with beautiful views. We are situated in a spacious cove; great spot for safely swimming, kayaking, floating or just sitting on the dock or one of the many patios. The backyard levels out at the bottom providing a perfect spot for spreading a blanket or enjoying backyard games adjacent to the private dock. This property is a downstairs walkout that is attached to the main house; but you will have your own entrance and private experience.

Tranquil Lakefront Farm Oasis: Heated Pool

Welcome to the charming 2BR 1Bath oasis on the magical 25-acre farm tucked back off a long gravel road. Escape the big-city crowds, take in the breathtaking views, and enjoy the tranquil and friendly ambiance where kids play, and the animals roam. Here's a glimpse of our fantastic offer: ✔ 2 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Outdoors (Pool, Games, Playground, Dining, Lounges, BBQ) ✔ Lake (Dock, Paddleboat, Canoe) ✔ Wi-Fi ✔ Smart TVs ✔ Parking See more below!

Venson’s Getaway!

Venson’s Getaway is a beautiful house that was recently remodeled into a comfortable and cozy getaway. The house sits on 30 acres of peaceful and private land, and in its immediate surroundings it has a nice patio with a fire pit and three grills, and a beautiful heated swimming pool that was also recently finished. The area is surrounded by nature, including a creek that runs through the property! It is also located 30 minutes away from Charlottesville (famous Monticello's location!)

Lakefront Estate w/ Pool, Hot Tub, Sauna & Peloton

Lake-life made easy. Dive from your private dock, race down the 50-ft waterslide, then unwind in the lake-view sauna or bubbling hot tub. Inside: 5 spacious bedrooms, chef’s kitchen, Peloton bike, smart TVs & gig-speed Wi-Fi and garage with EV charger. Heated private pool (May–Sep) Kayaks and floats Firepit area Game room: Foosball, air hockey, hoops, arcade Bring family, friends & pets—memories start here. Book your dates while they’re open! $185 Dog fee, $150/day pool heating

Nature’s Nook at Lake Anna

Welcome to your perfect Lake Anna family retreat! This spacious home sleeps 10 across 5 cozy bedrooms and 4 bathrooms, offering plenty of room for everyone. Enjoy the private boat dock for lake adventures, relax in a cozy backyard, or take a short walk to the beach. The dedicated workspace is ideal for remote work, while the large deck and backyard are perfect for outdoor activities. This home is ideal for boating, swimming, and unwinding in a peaceful, family-friendly getaway

Shenandoah 2BR Yurt on delightful Resort w/amen.

Located on over 1,000 acres of rolling hillside that encompass a scenic 60-acre lake, Shenandoah Crossing® is the perfect place to stay for those who love the outdoors. The resort combines an old country estate and horse farm with acres of wilderness in a pristine area. Try our 2-BR luxury yurt stay which includes four-poster beds w/plush linens, flat-screen TVs, elegant bathrooms and fully-equipped kitchens, all with central heat and air, large deck area w/ summer kitchen.