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The Ranch at Wine Country - Complimentary bottle

Welcome to The Ranch at Wine Country located in the heart of charming historic Gordonsville, VA. The Ranch provides all the essential amenities (condiments, tea & coffee, blow dryer, towels & much more) and some to enjoy your time away whether it be for work or play! The Ranch is pet friendly w/ a large comfy dog bed and water & food bowls. The Ranch is just minutes from UVA, Monticello and Fork Union Military Academy. Enjoy private parking, eye catching décor and a complimentary bottle of wine!

Welcome to Tall Tree Farm

Enjoy quiet, humble luxury: high thread-count sheets, oversized bath towels, firm mattresses and fluffy down comforters. All bedrooms have private en suite bath. Our 60-acre farm features wooded walking trails, a stocked fishing pond, organic garden and a fire pit for an evening with your crew. Take advantage of farm activities or unwind in tranquil peace and quiet – your choice. We are half way between Charlottesville and Richmond, an easy drive to historic places, UVA and scenic wineries.

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.

Cozy Lake Anna Hideaway with Water & Beach Access

This quiet Lake Anna hideaway is ideal for those looking to escape the hustle and bustle and busyness of everyday life. Situated on 1 acre of wooded privacy, this home is a short 5 minute walk to the lake and all the common area has to offer. Swim at the beach, fish off the shore or dock, play tennis, basketball or volleyball and come back to relax at the firepit. There is a boat slip that may be used and ample parking for boat trailer. Kayaks included with rental! Come relax at the lake!

Homestead Haven of Keswick

Step into our farms original 1930s homestead & experience a blend of historic charm and modern comfort. Nestled among lush greenery, veteran oak trees, and beautiful crepe myrtle trees. Relax in the spacious, fenced-in backyard under wide open skies, complete with a classic tire swing that brings back the joy of simpler times. Homestead Haven offers plenty of room to roam, inside & out. Sip your morning coffee on the cozy front porch, explore Cville, or unwind in the peaceful atmosphere.

Authentic 3 Bedroom Log Cabin, with Lake Access

Knotty Pines is the perfect place to make some memories at this unique and log cabin at Lake Anna. It is exactly the escape you need to leave all your stress behind offering you everything you need for vacation bliss. It features a perfect medley of rustic natural stylings and modern upgrades that will make you feel right at home. Pull in the driveway and let the experience begin! Take in the sight of tall trees as you head up to the covered porch with the woods singing a sweet symphony.

Lakefront Cabin • Dock • Sunset Views

Gather your people and settle into this spacious Lake Anna waterfront cabin, thoughtfully designed for families, multi-generational groups, and friends traveling together. Enjoy open lake views, a screened-in porch, a private dock, kayaks, paddleboards, and a well-equipped kitchen perfect for cooking and gathering around a large dining table. With plenty of room to spread out and welcoming hosts who are always available, this is a relaxed, comfortable lake home made for connection.

Log Cabin Retreat on Lake Anna, private side!

Welcome to Lighthouse Cove! Enjoy Lake Anna year-round at this incredible waterfront log cabin with lighthouse view. A large living area with vaulted ceilings, spacious kitchen and dining area make this a perfect space for gathering family & friends. Huge yard, expansive waterfront & large dock includes screened-in porch and two boat slips. Community boat launch is located just steps away from the property. Located on the private (warm) side of the lake, < 2 hrs from DC.

Hot Tub•Sauna•Fire Pit•EV Charger•Water Access

A private log cabin retreat at Lake Anna, built for big groups (Or small). Sleeps 9 across 3 bedrooms, including a king suite with a jacuzzi. Hot tub, sauna, fire pit, free kayak, and boat ramp access across the street. Dog-friendly. Free EV charging. Highlights: ✅ Doggies Are Welcome ✅ Hot Tub ✅ Sauna (Brand New) ✅ Fireplace ✅ Fire Pit ✅ Fully Equipped Kitchen ✅ Universal EV Charger ✅ 2 Solo Kayaks ✅ Peaceful ✅ Relaxing ✅ Quiet ⚖️ Honestly, check out the reviews!

Dog-Friendly Lake Home w/ Large Fenced Yard

Bring the whole family- including the pups- and enjoy all Lake Anna has to offer! This home has everything you need for relaxing stay with water access. Inside there are enough rooms for the family, and outside you can spend time in nature while your dogs run around in the large fully fenced yard. Just across the street you can drop the kayaks in the water or just enjoy the view from the front porch with your coffee or glass of wine! Welcome to Dog Days House

Stepping Stone Cove | Lakefront w/ Dock & Hot Tub

Wake up to calm lake views at this Lake Anna waterfront retreat with a private dock—perfect for families and groups up to 8 adults. After a day exploring or hiking nearby, come home to crackling indoor fireplaces, a warm soak in the hot tub, and relaxed nights in the game room. Grill dinner, gather by the Solo Stove fire pit, and enjoy fiber internet, an EV charger, and easy access to Lake Anna State Park—all wrapped in cozy lake vibes 🔥🌊

18th Century Historic Charming Bungalow#127 & Pool

Escape & unwind from city life on a beautiful historic, 250 acre estate 20 minutes from Charlottesville! Our historic bungalow is perfect for those who want to take a step back in history and enjoy the wonder nature has to offer! Steep stairs access the upstairs bedroom, 2 can sleep downstairs. We are only 20 min away from Jefferson's "Monticello" & from James Madison's " Montpelier".