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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.

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.

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Entire Farmhouse on 250 Acres Near Charlottesville

Grab your friends, family and classmates and create some memories at Poor Creek Farm. You will stay in a beautifully renovated farmhouse with first-class features and amenities, soul-enriching views, and plenty of space to unwind, relax, and reconnect. Situated on 250 acres of rolling pasture with angus cattle, Poor Creek Farm is 30 minutes from Charlottesville, UVA, Monticello, and wineries. Plenty of space with 5 bedrooms, four baths and spacious common areas to spend time with friends.

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.

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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.

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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.

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Farm Cottage just outside town of Orange.

Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

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CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is highly recommended.

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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!

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Not Your Average Lake House - 4 BR 15 guests

Get away to a unique, modern waterfront retreat on Lake Anna’s public side! With a private dock & spacious 4800 SF this vacation home has towering ceilings that are as high as 3 stories and no less than 10 ft, true floor-to-ceiling windows with vast water views, and cozy furnishings—perfect for summer fun vacation, spring break, or a working stay-cation. Hot tub, fire pit, kayaks, paddle boards, billiards, shuffle board, free EV charger, & pet friendly.

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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).

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Country Cottage with Modern Amenities

Looking for a relaxing weekend getaway in Virginia's countryside? Welcome to the Shade Tree Cottage! This home dates back to the Civil War and is full of cottage vibes. Located just a 3-minute drive from downtown Gordonsville, the home is the perfect combination of rural retreat and launch pad to some of Central Virginia's best wineries, historic sites, and attractions.