
Holiday rentals in Wilderness
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Top-rated holiday rentals in Wilderness
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NEW Cabin in the Woods🏕
Sit on the porch and enjoy your remote cabin getaway with plenty of solitude on thirteen acres of spacious, wooded, serenity. The birds are chirping and wildlife is in the woods. My cabin is a one-of-a-kind experience to share with close friends and family. The cabin is an A-framed loft style dwelling made from pine milled saddle-notch logs. There is plenty of outdoor space which includes front and covered side porches, pasture, a fire pit and hammock for relaxation that you'll be sure to enjoy!

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

Beautiful Lakefront home in Lake of the Woods, VA
Beautiful, updated 4BR, 3BA lakefront house in amenity-filled, gated community, Lake of the Woods, Virginia. Relax on the huge deck, have a soak in the hot tub, catch a fish, or enjoy a cocktail on your private patio on the water. Home has two large living spaces for entertaining, including pool table/ping pong, and arcade games, wood FP, large kitchen, plenty of parking, and extra bunk beds for the kids. Outdoor FP on patio by the lake, grill, level 2 EV charger. Great for relaxing getaway!

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)

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

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.

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.

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.

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.

Stanley’s Cabin- Beautiful farm with private pond
Located at the foothills of the Blue Ridge Mountains in rural Culpeper County, Stanley’s Cabin sits on a private 7 acre pond surrounded by trees, open land, and grazing cattle. Ideal for couples, families, or small groups! Play a game of corn hole, fish for large mouth bass, take the kayak or canoe on the water, or just enjoy a peaceful walk. Many tourist attractions and activities are within proximity. Stanley’s Cabin awaits your next adventure or trip for rest and relaxation!

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!

Luxury Couples Dome Hot Tub, Fire Pit & Stargazing
Slip away to a private couples-only dome on a peaceful 110-acre farm in Unionville, Virginia — just one hour from Washington, DC. Sleep beside a breathtaking panoramic window, soak in your private hot tub under the stars, and end the evening around the fire pit surrounded by nature. Designed for anniversaries, birthdays, proposals, baby moons, and quiet escapes, our luxury dome was created to help couples reconnect and unwind.
Popular amenities for Wilderness holiday rentals
Other great holiday rentals in Wilderness

Lakefront at Turtle Cove

The Little Stone Watermill Romantic Couples Escape

Lakefront Cottage

#cantwait2lake|4BR Lakefront|Fishing| Firepit|BBQ

Loft Cabin *HotTub* WiFi*Firepit*Deck

c. 1830 Log Cabin | Near Shenandoah National Park

Valley View Farmhouse · Hot Tub, Fenced Pasture

The Serene Cottage
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- Shenandoah National Park
- Luray Caverns
- Kings Dominion
- Lake Anna State Park
- National Harbor
- University of Virginia
- Jiffy Lube Live
- Early Mountain Winery
- Tysons Corner Center
- George Mason University
- Monticello
- Glass House Winery
- Prince Michel Winery
- Shenandoah River Outfitters
- Reston Town Center
- The Rotunda
- Downtown Mall
- Ingleside Vineyards
- Sky Meadows State Park
- John Paul Jones Arena
- James Monroe's Highland
- Old Town Waterfront
- Mosaic District
- IX Art Park





