Holiday rentals in Wilderness

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Top-rated holiday rentals in Wilderness

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

An outdoor fire pit area features string lights overhead, illuminating the space. Four Adirondack chairs surround the fire pit, with a small table nearby. A stack of firewood is neatly arranged on one side, and green grass and trees serve as a natural backdrop.

Home in Spotsylvania Courthouse

5 out of 5 average rating, 35 reviews

The Country House

✔ Peaceful setting with long private driveway ✔ Fire pit w/ string lights & Adirondack chairs ✔ Beautifully maintained outdoor spaces w/ front and back patios & charcoal grill ✔️Surrounded by mature-towering trees ✔ Fast Wi-Fi & easy check-in ✔ Convenient drive to Fredericksburg, Lake Anna, Spotsylvania battlefields & upcoming Kalahari water park Perfect for couples, solo travelers, small families/groups looking for a quiet, peaceful stay, a connection to nature and a short drive to everything

Guest favourite

Home in Spotsylvania Courthouse

4.91 out of 5 average rating, 78 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 favourite

A spacious living area is furnished with a light gray sectional sofa complemented by colorful cushions. Three vibrant artwork pieces of ducks are displayed on the wall above, while a wooden coffee table occupies the center. Natural light filters in through the nearby sliding door.

Home in Locust Grove

4.94 out of 5 average rating, 79 reviews

Beach, Hot Tub, Arcade, Golf, Pub: The Lucky Duck!

Unforgettable retreat with partial lake view, luxurious 7-person Jacuzzi, custom pub featuring a retro 4-player arcade with 7,500+ games and trackball, cozy woodstove, and delightful surprises! Ideal for epic family vacations, The Lucky Duck in the exclusive gated Lake of the Woods offers year-round fun—two lakes, eight pristine beaches, two pools, a golf course, an equestrian center, and scenic parks with fitness trails await! Come experience lakeside fun and relaxation! #TheLuckyDuckLOW

Top guest favourite

A newly renovated home is showcased with a welcoming front porch. Lush greenery surrounds the property, complemented by well-maintained shrubs and trees. The exterior features a light-colored siding with dark shutters and a manicured lawn leading up to the entrance.

Home in Fredericksburg

4.95 out of 5 average rating, 131 reviews

The Farmer's Cottage at Kings Crossing

Keep it simple at this peaceful and centrally-located home. The Farmer's Cottage at Kings Crossing is a newly renovated and tastefully furnished three bedroom/two bathroom home. Its unique charm captures a modern farmhouse feel, next to the heart of historic Fredericksburg! King's Crossing is nestled between downtown Fredericksburg and the battlefields; you will find that getting to local attractions is an easy drive. Additionally, we are within 1 hour of DC, Richmond, and Shenandoah.

Guest favourite

A two-story house is surrounded by lush greenery, showcasing a welcoming front porch with wooden railings. Flowering shrubs add a pop of color to the landscape, while ample sunlight filters through the trees, illuminating the inviting exterior of the home.

Home in Locust Grove

4.85 out of 5 average rating, 55 reviews

Beachwalk Hideaway

Escape to our delightful Beachwalk Hideaway, a cozy retreat that offers easy access to the serene beach on the shimmering lake. Walk just 6 houses down to Ramsey Beach for sandy shores on the lake. Lounge by Ramsey Beach water's edge, build sandcastles, swim, and immerse yourself in the calm of lakeside living. As evening falls, enjoy breathtaking sunsets and starlit skies from your piece of paradise. Book your stay now and experience the ultimate in lakeside relaxation and recreation.

Superhost

The exterior of the log cabin features a welcoming porch with a wooden railing and steps leading up to the entrance. The cabin's rich brown logs contrast with the surrounding greenery. A vibrant sunset casts warm hues across the sky.

Cabin in Goldvein

4.85 out of 5 average rating, 123 reviews

Our Happy Place #LuxuryLogCabin HOT TUB Waffle Bar

This is seriously our happy place :) Enter this luxury log cabin and in an instant, experience breaths of happiness, gratitude, and connection. This is a place where you come to REFUEL & CONNECT with your loved ones and friends. Our Happy Place features 5 uniquely designed bedrooms with potential to sleep 14, 3.5 bathrooms, & aesthetic originality all throughout. The house features a Hot Tub, Fire pit, porch swings & a WAFFLE BAR. Say what? Its the ultimate place for relaxation!

Top guest favourite

Home in Culpeper

4.98 out of 5 average rating, 168 reviews

Cozy Farmhouse Getaway

Life is good on the farm! Our charming three-bedroom guest house offers a true home-away-from-home experience, where rolling fields, open skies, and friendly cows are your closest neighbors. Enjoy breathtaking sunrises and sunsets in a peaceful countryside setting, just 11 miles from downtown Culpeper. You’ll be close to numerous wineries, breweries, and historic sites, with easy day trips to the Shenandoah Mountains, Lake Anna, Fredericksburg, Charlottesville, and Washington, DC.

Superhost

Cottage in Fredericksburg

4.89 out of 5 average rating, 186 reviews

“Little Sligo” Historic Downtown Cottage Near I-95

“Little Sligo” a charming cottage built in 1760 and lovingly restored less than 5 years ago. Our unique property blends old-world charm with modern amenities, sits on a beautiful 2-acre historic site adjacent to a 46-acre public park, perfect for morning walks, sports, & family activities. Public swimming pool is OPEN Memorial Day to Labor Day. 1 minute walk from the cottage. Enjoy the convenience of being just 3 minutes from the heart of Downtown FXBG and 3 miles from I-95.

Top guest favourite

The kitchen features stainless steel appliances, including a refrigerator and microwave, with white cabinets providing ample storage. A wooden dining table accommodates several chairs. Natural light enters through a window adorned with a patterned valance, and a cabinet holds a decorative arrangement of flowers.

Home in Fredericksburg

4.89 out of 5 average rating, 390 reviews

Family-Friendly Stay Near I-95 & Downtown

Nestled in a quiet, family-friendly neighborhood, this home offers the perfect blend of comfort and convenience. Enjoy quick access to Route 3 and I-95, making travel effortless whether you’re visiting for business or leisure. You’ll be just minutes from historic downtown Fredericksburg and the Convention Center, with abundant dining, shopping, and everyday essentials close by. Whether you’re here to explore, work, or relax, this location makes it easy to do it all.

Top guest favourite

A modern cabin-style home is nestled among tall trees, showcasing a sleek black exterior. A spacious screened-in porch is visible, supported by a deck with steps leading down to a gravel path. Large windows enhance the connection with the natural surroundings.

Home in Orange

4.98 out of 5 average rating, 186 reviews

Hidden Haven

Hidden Haven is just that! A 600 square foot romantic, private, peaceful, little haven. Hidden in the woods just 6 miles outside of the Town of Orange. Open the garage door in the living area and step out on the 300 square foot screened in porch where you can relax at the firepit under the covered roof. On the porch at Hidden Haven, we like to say, "time wasted is time well spent". The romantic vibe and modern amenities make it a prefect place for a couple's getaway.

Guest favourite

A welcoming living area is illuminated by natural light from large windows. Two comfortable chairs and a brown couch are arranged around a central wooden coffee table, which is complemented by decorative items. A fireplace adds a cozy atmosphere to the room.

Home in Fredericksburg

4.97 out of 5 average rating, 115 reviews

Rustic Home on 5 Private Acres

Our cozy home is located in the rural area of Spotsylvania County and is nestled in 5 acres of woods with a serene creek, perfect for exploring nearby attractions. Old Town Fredericksburg, Fredericksburg Battlefield, Spotsylvania Towne Centre, Central Park, and Mary Washington University are minutes away. Lake Anna and King's Dominion are within a short drive. After a fun day, unwind in our peaceful retreat and immerse yourself in nature's tranquility.

Top guest favourite

A wooden dock extends over the lake, featuring two green adirondack chairs overlooking the water. Two kayaks, one blue and one black, rest on the shore, alongside smooth rocks and a planter with greenery.

Home in Locust Grove

4.97 out of 5 average rating, 74 reviews

Life on the Lake, enjoy the peace and kayaks

Located within 20 minutes of both Fredericksburg and Culpeper, Virginia, this 2000 square foot home offers lakefront living on the 24-acre Keaton’s Lake within the gated community of Lake of the Woods. Keaton’s lake is ideal for fishing, swimming, kayaking or just lounging on the hammock or by the firepit enjoying the peaceful setting and beautiful view. Guests can also enjoy the 500 acre Main Lake and its beaches and parks.