Holiday rentals with lake access in Orange County

4.73 out of 5 average rating, 15 reviews

Lakefront Lake Anna, Pool, Hot Tub, Dock

Your backyard opens directly to Lake Anna. From the main deck, the trees part and the cove appears—quiet water, private dock, a seasonally heated pool, a separate year-round hot tub, and a boathouse that feels like your own waterfront clubhouse. Inside, you’ll find a chef’s kitchen, multiple lounge spaces, a dedicated theater, karaoke room, full game floor, kids’ treehouse loft, office/den, and beautifully styled bedrooms (plus an optional 2-bedroom guest house above the carriage garage). This h

The outdoor area features a large pool surrounded by sun loungers and shaded seating. Bright umbrellas provide respite from the sun. A blue house with a spacious deck is visible in the background, along with a storage shed and landscaped grassy areas.

4.91 out of 5 average rating, 53 reviews

Blue House and a Pool

Relax at Lake Anna with friends and family at your own pool, hot tub and dock. Blue house boasts numerous spaces for entertaining and private chill time. House features 4 bedrooms, 3 large couches and 3 full bathrooms. The gourmet kitchen is fully stocked and ready for a home cooked meal after a full day on the lake. Tim's at Lake Anna is a short car ride or boat ride to enjoy a meal and cocktail. The Cove and Lake Anna Plaza at the 208 bridge are close by including boat and jet ski rentals.

Two kayakers are seen on calm water, paddling against a vibrant sunset backdrop. The sky is filled with shades of orange and purple, reflecting softly on the lake’s surface. Dark silhouettes of trees line the horizon, creating a peaceful and serene atmosphere.

4.93 out of 5 average rating, 169 reviews

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.

A spacious outdoor area features a built-in firepit surrounded by ten Adirondack chairs, set among trees. Inside, an open living space includes a dining area, cozy seating, and natural light. A hot tub is positioned on a patio overlooking the dock and lake.

4.99 out of 5 average rating, 216 reviews

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!

Superhost

Home in Spotsylvania Courthouse

4.9 out of 5 average rating, 84 reviews

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)

Guest house in Gordonsville

A charming white house is framed by a vibrant tree with red foliage, set against a clear blue sky. A gravel path leads toward the home, which features a black roof and a welcoming front porch, surrounded by well-maintained grass and shrubs.

5 out of 5 average rating, 48 reviews

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.

5 out of 5 average rating, 55 reviews

A rustic log cabin sits gracefully on a green lawn, illuminated under the evening sky. Surrounding trees frame the property, and a small pond reflects the serene landscape. The porch light offers a welcoming glow, suggesting a cozy retreat amidst nature.

Cabin in Somerset

Rustic Luxury Near C'ville, Montpelier, & Wineries

Dove Cabin is a lovingly restored antique log cabin C. 1810- just 20 mi from Charlottesville! Here you can enjoy a rustic getaway, with modern features to keep you perfectly comfortable. You will find yourself surrounded by an abundance of wildlife: Deer, Turkey, Foxes, Eagles, Osprey, Herons and more. Look out the window and be met with top notch country views- rolling pastures and pristine ponds. For a video tour of the cabin/property, look up "Dove Cabin - William Dove" on YouTube.

4.96 out of 5 average rating, 128 reviews

A peaceful scene is presented featuring a hammock suspended between trees overlooking a calm lake. The boathouse is visible in the distance, along with a dock extending into the water. Soft evening light reflects off the lake's surface, enhancing the tranquil atmosphere.

Home in Unionville

R&R at LAKE ANNA Waterfront 6 BR/6 Bath Dogs yes

R&R at Lake Anna...6 Bedrooms / 6 Full Bathrooms (17 total beds) It's time for some R&R! R&R at Lake Anna welcomes you to a comfortable lakefront home boasting 470 feet of water frontage on the public side of Lake Anna at the northwestern part of the lake. Nestled in over 3 acres of mature forest, R&R offers a modern cabin vibe. You will enjoy panoramic and stunning sunrise and sunset views of Lake Anna on one side and the privacy of being at home among the trees on the other.

4.91 out of 5 average rating, 123 reviews

Cabin in Orange

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.

4.79 out of 5 average rating, 105 reviews

A spacious living room features hardwood flooring and large windows offering views of the lake. Comfortable seating includes a light-colored sofa and wooden chairs. A television is positioned near a stone fireplace, enhancing the room's cozy feel.

Home in Locust Grove

Lakefront Access | Hour from DC | Kayaks Provided

Welcome to Lakeside Serenity, located in the Locust Grove gated community of Lake of the Woods. This charming residence, situated in a quiet cove, features a spacious backyard with direct lake access perfect for swimming, fishing, kayaking, or lounging lakeside. Enjoy the convenience of an on-site grill for delightful barbecues and dine al fresco in our outdoor seating area overlooking the lake. This home is a haven for anyone looking for a peaceful getaway!