Holiday rentals with a pool in Louisa County

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 · Layout

Lakefront | Pool, Hot Tub, Dock, Foosball, Peloton

Lakefront retreat on 2.7 wooded acres, stunning lake views, and resort-style amenities creates perfect family getaways. • Private POOL & HOT TUB overlooking lake • Dock: Adirondack chairs, paddleboards, water mat & fishing rods • Deck: Gas grill, fire pit & outdoor dining • 1/4-mile hiking trail through woods • Gym: Peloton & weights • Gameroom: pool table, foosball & darts • Lawn space for cornhole & outdoor fun • Expansive deck w/ peaceful lake view & wooded surroundings • Happy dog fee $179

Family · View · Pool

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.

Location · Family · Decor

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.

Location · Value · Sleep quality

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.

Location · Value · Nearby

Secluded Lakefront | Private Pool | Dock | Hot Tub

**Discover Ultimate Luxury at LesLee at the Lake: a Deep Water Lakefront Haven with Private Inground Pool, Hot Tub, and Dock** Nestled on the public side of Lake Anna, this picturesque 2.63-acre secluded property offers stunning waterfront views, a boat house for easy water access, and a lakefront fire pit. Our expansive and luxurious 9,000 sq. ft. home with game room, spacious kitchen, and movie theater, is ideal for an unforgettable escape and perfect for accommodating large groups.

Location · Value · TV

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!)

Family · Location · Amenities

Lakefront Luxury Villa w/ Infinity Pool, Swim Spa

"Lake Anna Luxury" is a one-of-a-kind, ultra-modern lakefront villa with gorgeous sunset views over the lake. The exterior boasts a heated infinity pool, a massive 15 person swim spa (hot year round), a private beach, dock, and kayaks. Inside, you'll love the soaring industrial ceilings with walls of glass and modern finishes. With 8 bedrooms (7 masters), the villa sleeps 20 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting- see my profile for more reviews.

Family · Location · Pool

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.

Family · Location · Air conditioning

Shenandoah 2BR Cabin, Scenic Resort w/ Amenities

Relax on this expansive 1,000 acre rolling hillside resort encompassing a scenic 60-acre lake with breathtaking views. Enjoy the extensive, family friendly amenities or stay cozy inside your private rustic cabin. The resort combines an old country estate & horse farm with acres of wilderness in a pristine area that lies just beyond the Shenandoah Valley. *Before booking, click below to review “The space” and “Other details to note” for important information.*

Location · Family · Pool

Panorama Shores

Take a break and unwind at this peaceful expansive oasis. This lake front retreat boasts more lake access than you can imagine. Your own, pool, tennis court and huge yard to create memories with your friends and family. All linens provided including a set of outdoor towels for your use. The kitchen has been newly expanded and completely upgraded with 3 ovens, 2 islands and 2 sinks. This property was formerly listed as Anna Breeze. Now managed privately.

Location · Family · Accuracy

Oasis home w/Pool, Near Charlottesville

Escape to our incredible house that has it all! This inviting home boasts a sparkling pool, a cozy firepit, a spacious outdoor seating area, a convenient grill, and an indoor fireplace. Stay connected with free WiFi and enjoy complimentary wood for the perfect fireside ambiance. Families will love the included children's amenities, while all guests can take advantage of the numerous additional amenities provided. Your dream vacation starts here!

Location · Family · Amenities