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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Top guest favourite
Cabin in Fredericksburg
4.98 out of 5 average rating, 52 reviews

The Little Stone Watermill Romantic Couples Escape

Escape to a one-of-a-kind romantic getaway for two in this unique charming replica of an Old Virginia Mill surrounded by a "Little River" with a WORKING WATER WHEEL. Designed for couples seeking relaxation, connection & unforgettable moments. This cozy stay blends historic charm with modern amenities & luxury comforts. Located in the heart of a National Park & near wineries, lakes, scenic parks, historic sites, restaurants & shopping. It’s the perfect place to slow down & make memories together.

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, 38 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, 80 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, 81 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

Guest favourite
The cabin's exterior displays a modern A-frame design complemented by warm autumn foliage. A multi-level deck features a hot tub, while large windows provide views into the inviting living space. The driveway is visible, winding through the surrounding natural landscape.
Cabin in Luray
4.97 out of 5 average rating, 92 reviews

Horizon | Hot/Cold Tub, Fireplaces, Sauna, EV Plug

The Horizon cabin at Arête, your luxury 2 BR mountain A-frame retreat with breathtaking views. Enjoy a private two-level deck with a hot tub, cold plunge, and cedar steam sauna for ultimate relaxation. Inside, the spa-inspired bathroom offers heated floors & towel rack, and a soothing shower with five massaging heads. The kitchen is fully equipped, and you can enjoy al fresco dining using the outdoor Napoleon grill. Relax by the indoor wood fireplace or outdoor fire pit (firewood provided).

Top guest favourite
A modern cabin is viewed amid tall green trees, featuring a distinctive angular design. Large windows create a seamless connection with the natural surroundings. A covered deck is furnished with outdoor chairs, providing a comfortable space for relaxation.
Cabin in Culpeper
4.98 out of 5 average rating, 103 reviews

Bison Farm - Cabin "Brisa"

Bison Farm cabin in a very secluded section toward the back side of a 300 acre working bison farm. This is a tiny home Park Model with 400 sq. ft. and a nice spacious covered deck providing an outdoor living room. The kitchen has a 2-burner induction cook-top, a convection oven that is also a microwave and a small refrigerator and freezer two drawer unit that has decent space but is not a full sized appliance. Note: bison rotate pastures daily. Please don't expect them in your cabin view.

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
4.86 out of 5 average rating, 56 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.

Top guest favourite
The exterior of the cabin features a rustic wooden facade with a steeply pitched roof and a welcoming front porch. A swing hangs from the porch ceiling, while the entry door is complemented by two symmetrical windows on either side, surrounded by natural greenery.
Cabin in Spotsylvania Courthouse
4.97 out of 5 average rating, 479 reviews

The Tobacco Barn

A high-peaked ceiling and exposed-log crossbeams reveal the Tobacco Barn’s past life as a place for hanging tobacco leaves to dry. Now converted to a one-room guest house, it features a front porch swing, cozy fireplace, soapstone floors, a homey sitting area, and a tall, high-post bed. The pressed-tin ceiling and whiskey-barrel sink in the bathroom add to its charm. Pets are allowed and are charged a fee of $25 (first night) and $15 (per ea. add'l night). Maximum two-person occupancy.

Top guest favourite
Home in Culpeper
4.98 out of 5 average rating, 171 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.

Top guest favourite
Guest suite in Fredericksburg
4.99 out of 5 average rating, 355 reviews

Spacious studio apartment - The Inn at Dewberry

Our roomy studio apartment has a separate entrance, so guest can come and go at their leisure. A personalized code provides easy and quick check in. The Inn is located in a quiet friendly neighborhood just 4 miles from downtown historic Fredericksburg. Our area is rich in Civil War history with lots of great places to dine, shop, or catch a Fredericksburg National game at the ballpark. Close to I95 for a trip to Washington, DC (60 mi) or south to Richmond. The Inn at Dewberry.

Guest favourite
Guest suite in Fredericksburg
4.95 out of 5 average rating, 86 reviews

Bright & Spacious Private Suite

Welcome to Azalea Place! Our bright, open, private suite is perfect for individuals, couples or small families seeking a refreshing retreat after a long day traveling, working, or visiting family and friends in the beautiful and historic city of Fredericksburg. You have the lower level of a tri-level home with no shared spaces. Located 5 miles west of historic downtown Fredericksburg and mere minutes from a variety of shopping, dining, and entertainment in Central Park.

Top guest favourite
Guest house in Fredericksburg
5 out of 5 average rating, 12 reviews

All-In-One FXBG Stay: Hiking, Relaxing, Remote

Peaceful Fredericksburg hideaway in a quiet, tree-lined neighborhood. Perfect for guests who want comfort, space, and fun—whether staying solo, with a partner, or pets. Enjoy a private room, bath, full kitchenette, and entertainment center with foosball and gaming setup. Near parks, hikes, FredNats Stadium, top conference centers, Quantico & Stafford. *Similar listings provide flexibility in sleeping arrangements. All amenities are included.*

Popular amenities for Wilderness holiday rentals