Holiday rentals with lake access in Orange County

Quaint & Cozy LakeView Cottage - Lake of the Woods

Welcome to Brent and Carla's Lake View Cottage! Our beautifully renovated, fully furnished, unique and luxurious home is stocked with everything you need to enjoy your stay in beautiful Lake of the Woods. Our cozy cottage is a perfect get-away for your next vacation, visit with family, work trip, staycation or weekend getaway. You will instantly be set at ease as you enter our home featuring wonderful décor, detailed craftsmanship and lots of amenities to make your stay relaxing and memorable.

Calm Water Cabin

Escape to a newly renovated cabin, nestled in the tranquil woods at the northern edge of Lake Anna. Perfect for a serene retreat or a remote work getaway, this cozy haven offers stunning lake views and modern amenities to ensure a rejuvenating stay. Features a main level master. Gourmet kitchen with high-end appliances and granite countertops. Huge deck with view of the water. Rustic patio with campfire ring. Covered front porch with rocking chairs overlooking the woods. Peaceful. Quiet. Heaven

Lake Anna Home-lake access/boat slip/hot tub

Step into this brand new, custom-built, lake access (with assigned boat slip), dog friendly vacation home! Lake access- not lake front! Located on the public side of lake Anna, this house offers a spacious 1600 square feet, open floor plan, and convenient one level living. Brand new appliances and furniture, as well as a hot tub and fire pit complete this cozy retreat. Spend your days out on the water, relax on the covered back deck in the hot tub or roast some marshmallows around the fire pit.

Modern Family Home by Lake Anna

Hot tub coming 11/15! Brand new, modern, pet & baby friendly home with a 1+ acre fenced-in lawn, is a 2-minute drive to Lake Anna, the Cove (restaurant + bar), & my private boat slip. Everything you need for a relaxing vacation; it offers an office, fire pit, and deck (grill), along with games such as ping pong, foosball, Kan Jam, & corn hole, ideal for any family getaway, couple’s retreat, or time with friends. 10 min drive to breweries, wineries, & boat rentals. See my "Guidebook” for more!

Cozy Lake Cabin Families Will Love + Vintage Games

Make lasting memories at this unique, secluded, family-friendly lake cabin. Relax, play games, frolic in the water, and explore Lake Anna, VA. Our cabin features 4 beds: king in 1 bedroom, queen & twin XL bunk in bedroom 2, & twin sofa bed in living area. Board games & DVDs are nearby. In the garage w/ A/C and oscillating space heater, play Foosball, Bumper Pool, Bucket Corn Hole, Legos, & other vintage games! Only a 5 min. walk to the Commons Area to picnic, swim, & launch kayaks or a SUP.

Guest House at Annandale

The Guest House at Annandale is nestled on a beautiful 63 acre horse farm in the wine and hunt country of central Virginia. It overlooks a scenic 4 acre lake and has 25 acres of paddocks hosting a group of rescued horses that you can watch as they peacefully graze in retirement. Wildlife frequent the area for your viewing pleasure. The property is conveniently situated near award winning wineries, Montpelier and historic downtown Gordonsville with its quaint shops and welcoming restaurants.

Waterfront retreat w/private dock/hot tub/kayaks

Homeport Harbor is the ultimate lake vacation home! Unwind in this spacious, cozy waterfront retreat located on the public side of Lake Anna! This 1,800 sq ft. home is located on one acre and is beautifully decorated; including completely all brand new furniture, kitchen upgrades and new mattresses throughout. Spend your days relaxing at the water’s edge on the private dock, screened in porch or large deck and your evenings roasting marshmallows gathered around the built-in fire-pit.

Lakefront Eco Retreat | 5BR, Dock & Sunset Views

Retreat to lakeside luxury at our modern Lake Anna log cabin—perfect for families and friends seeking space, style, and serenity! With five private bedrooms, a Tesla charger, private dock, and lakefront views, it’s ideal for reconnecting. Enjoy sunrise coffee on the screened balcony, family dinners with a view, and evening wine at the water’s edge. Thoughtfully designed for peaceful, eco-conscious stays where every detail invites you to slow down and savor.

Lakefront Chic: Hot Tub Beach Game Room Grill Dock

Custom-built home with stunning Lake Anna views and private beach! Enjoy breathtaking lake views from nearly every room, including the great room and primary bedroom, both leading to the upper deck—perfect for relaxing or dining. Sleeps 16: K, Q, Qx2, Q +2x single, 2x bunk Game Room: Pool table foosball, arcade Hot Tub Private beach and dock Chef's kitchen Gas fire pit Unique and cozy den with wood stove $150/stay dog fee