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250’ of Lakefront with Boat House & Private Beach

Dream Big Oasis is a brand new lakefront home with amazing views on the Private Side of Lake Anna. Enjoy a large serene lot with 250' of waterfront, a private sandy beach, and private dock and boat house with tiki bar and all the fun water toys. Take in the gorgeous lake views while relaxing beside an outdoor fire pit or on the large furnished deck with outdoor dining options. Kick back in a super comfy recliner in our Home Movie Theater room with 85" 4K Smart TV. This home is located on the pr

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.

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.

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.

Huge 8BR Lakefront Lake Anna, Beach, Dock, Hot Tub

A World Away is a private luxury lakefront retreat on Lake Anna’s public side, set on 3.5 acres with 600 feet of shoreline and sweeping views. This ~7,567 sq ft estate features 8 bedrooms (5 suites), ideal for executive retreats, large gatherings, and multi-family stays. Enjoy a deck, hot tub, firepit, sandy beach, and a full game room with theater, pool table, ping pong, and foosball, plus direct access to boating, swimming, and fishing—offering rare privacy and a true D.C. escape.

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 (there is a pet fee!), and lots of seating. This is the perfect retreat for anyone wanting less noise, more nature, small town vibes, water sports and lake life.

Wine Country Cottage, Hot Tub, Game Room, Slps 12

Connect with family at this cozy cottage, nestled in the historic town of Gordonsville at the heart of Virginia's wine country. Gather all the family under one roof during your stay while taking excursions to award winning wineries, breweries, and attractions in and around Gordonsville or nearby in Charlottesville. When you're staying at the cottage, you'll find plenty to do with the game room, pool table, deck w hot tub, large fenced backyard, toys for kids, and more.

Chicory Cottage

Cozy 3BR, 2BA cottage in rural Virginia—perfect for peaceful getaway. Each bedroom has a king bed, plus daybed and pullout sofa for up to 7 guests. Enjoy a fully equipped kitchen, high-speed Wi-Fi, smart TV, washer/dryer, and a dedicated workspace. Guests have full private use of the cottage and outdoor areas. Owners live on-site in a separate home and respect your privacy. Close to Rt 64, Richmond, Charlottesville, trails, wineries, and other Central VA attractions.

Luxury Waterfront: game room, hot tub, boat dock

Waterfront new-construction featuring incredible views! House is located in a no-wake zone, perfect for swimming, paddle boarding, kayaking or floating. Pickleball court, covered deck and patio w/ a hot-tub for cooler evenings. Basement foosball, pool table, shuffleboard, and a movie projector. Wet bar, ice maker and beer fridge to keep your drinks cool. Streaming services are available with guest accounts. WiFi and streaming apps included. No pets allowed.

New Luxe Lake Anna Lakefront-5BR Suites-Dock-Beach

Welcome to Built for Memories — a newly constructed luxury lakefront estate on the Private Side of Lake Anna, designed for elevated living and unforgettable stays. Set on a private stretch of shoreline with sweeping water views from every room, this home blends high-end materials, refined design, and seamless indoor-outdoor living. Every detail from the views to the finishes has been thoughtfully curated to deliver a truly premium lakefront experience.

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.