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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!

Lake Anna Waterfront w/ Hot Tub & Private Dock

Welcome to Homeport Harbor — your relaxing Lake Anna escape. This spacious waterfront retreat on the public side of Lake Anna is perfect for couples, families, and group getaways. Set on a private one-acre lot, the updated home features stylish furnishings, an open kitchen, and comfortable mattresses throughout. Spend your days kayaking, swimming, fishing, or relaxing from the private dock, then unwind in the hot tub, screened porch, or around the fire pit under the stars. Lake life awaits.

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!

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.

Pine Grove Cottage: Visit Monticello & Wineries

The Pine Grove Cottage is just 3 miles from the bustling Zion Crossroads retail and business area (and from Interstate 64), but is in a secluded, quiet rural spot. Professionally decorated and luxuriously furnished, the Cottage can accommodate up to 7 people if the sofa bed is included. It is great to be so near to Charlottesville, on the Monticello side of town, with quick access to all Charlottesville has to offer. So many wineries close by. Beautiful countryside. Yet affordable.

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.

5 local Vineyards Keswick Cottage on Horse Farm

Located in the heart of Keswick Wineries and Horse Country;this eclectic, cozy, unique studio apartment was featured in Country Accents magazine.Enjoy morning coffee on expansive deck overlooking several horses, numerous wildlife, deer, fox, turkey and more! Features bar seating kitchenette, full bath, southwestern painted sinks, loft bedroom overlooking downstairs hearth fireplace, French door entrance into second bedroom. Small Pets only- larger pets by approval

Whole House - hot tub, game room, dog friendly

Beautiful renovated house on nearly an acre with a great yard. Indoors we have an equipped kitchen, a spacious living room. The garage is converted into a game room with pool, ping pong, arcade games and more! Outdoors has a covered patio, hot tub, fire pit (bring your own woods), hammock, grill (propane), fenced dog area, and lots of seating. This is the perfect retreat for anyone wanting less noise, more nature, small town vibes, water sports and lake life.

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.

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 🔥🌊

Lakefront with 120' Beach, Views, Wifi @ Lake Anna

Blue Heron Hideaway is a brand new lakefront home with amazing views on the Private Side of Lake Anna. We have fully equipped the home with everything you will likely need, because our goal is that you just have to pack your clothes, swimming suits, and water shoes. We recently added a 120 foot sandy beach, and a large furnished deck with several outdoor seating options, a screened in patio area, an outdoor bar and outdoor dining.

The Little House: Screened Porch + Pasture Views

Are you looking for a relaxing getaway weekend in Virginia's countryside? Welcome to The Little House! This tiny house (~300 sq ft) is located on five acres overlooking a private pasture in the scenic countryside of Gordonsville. Located just a 3-minute drive from downtown Gordonsville, the home is the perfect launching point to some of Central Virginia's best wineries, historic sites, and area attractions.