Holiday rentals with lake access in Lake of the Woods

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.

The Lake Lodge: Private Slip, Lake Access, Hot Tub

Welcome to the Lake Lodge! You're invited to this peaceful retreat among a canopy of trees. The home is a 3 minute walk to the lake (public side), with a private slip, HOA sitting area, & boat ramp. When you aren't admiring the lake views from the HOA dock, savor the forested yard with built in firepit, cozy hot tub, & gigabit WIFI. After a long day of fishing, boating, or hiking, the home welcomes you with a stocked kitchen, outdoor grill, TVs in each room & a soaking tub. Relaxation awaits!

Lakefront Retreat | Hot Tub • EV Charger • Gazebo

⭐ ABOUT THIS SPACE ⭐ Escape to your own private lakefront retreat on Wilderness Run Lake. Wake up to peaceful water views, spend your day kayaking or fishing right from the dock, and unwind in the hot tub surrounded by trees as the sun sets. 🌿 WHAT MAKES THIS PLACE SPECIAL 🌊 Direct lake access with private dock and kayaks 🛁 Secluded hot tub 🌳 Gazebo for enjoying nature and flat top grill for breakfast 🔥 Outdoor chimney by the lake 🔌 EV charger on-site (perfect for Tesla & EV travelers)

Tugboat/Private Lake - Farm Animals - Fish, Swim,

Get swept away to a Magical Tug/Houseboat! Newly renovated with all modern conveniences, incl. fully stocked kitchen, full bathroom, AC, heat, & WiFi. Tug floats on an 8 acre private Lake w/ Island on 142 Wooded Acres, with 5+miles of hiking/biking trails. Enjoy Swimming, Kayaking, SUP, Fishing, Hiking, Biking, Exploring, or just relax on your own beach by the fire pit. Visit farm animals just a short walk around the lake...Theo the Cow, Sheep, goats, turkey, ducks, chickens, and rabbits.

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.

Chic and comfortable downtown home. Many extras!

Located only 1.5 blocks from the center of Downtown Culpeper on the quietest hidden street in the area! Within 1-3 blocks of amazing restaurants, breweries, and interesting shops. This 1960s bungalow has been completely remodeled and professionally decorated to create a very luxurious and comfortable experience. Convenient distance from Blue Ridge Mountain hiking. This property is professionally cleaned and sanitized after each reservation. We are now accepting longer-term reservations!

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.

The Skyhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the skyhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

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 🔥🌊

Lake Anna Getaway • HotTub, GameRoom & Lake toys

Looking for lake access without the crowds? This beautifully designed home offers access to a private community boat slip, paddleboards, and peaceful surroundings—perfect for families or small groups seeking a relaxing escape. Enjoy evenings by the firepit, game nights in the open-concept living room, or morning coffee on the deck surrounded by nature. Just minutes from dining, wineries, and local fun.

Waterfront Retreat House- Private Lower Level

Welcome to my SPARKLING CLEAN WATERFRONT EXECUTIVE LOWER LEVEL with your own PRIVATE ENTRANCE & NEW FIRE PIT !! SPACIOUS GUEST RETREAT with Panoramic Views in a peaceful waterfront setting! This is a Retreat Destination for the discerning traveler with over 1500 square feet to relax and unwind in privacy and security while having access to some of America's most historic sites.