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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.

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!)

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.

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.*

NEW 7BR Lakefront Lake Anna, Boat Dock, Deck Views

Halcyon Blue is a luxury lakefront escape on Lake Anna’s exclusive Private Side, designed for elevated comfort, connection, and calm. This 7-bedroom, 3-level retreat features gourmet kitchens, a private dock and beach, kayaks, paddleboard, fire pits, hot tub, and gym. Enjoy lake views from expansive decks, a game room with arcades and PlayStation, and serene screened-in porches. Ideal for families, groups, or anyone seeking a peaceful, unforgettable getaway.

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 dock, 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.

NEW ! Lakefront home with pool in private cove !

Sit back and relax at "Serenity Cove," a brand new 3-level home, designed for families and medium sized groups. Situated on over 2 acres with 250 feet of private shoreline, in a quiet cove on the private side of the lake. This 4,000+-square-foot home has 5 bedrooms, 4 baths, loft, game room, theater room, great natural light, large deck with a screened porch, hot-tub and direct lake access. Salt water pool is now ready for use !