Holiday rentals in Wilderness

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.

The Annex at King's Crossing

The Annex at King's Crossing is a brand new, tastefully furnished two bedroom, one bathroom home with an upstairs sleeping loft. Space is maximized and height is harnessed to create a unique, contemporary experience amidst a rural setting near 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.

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

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).

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.

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.

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!

Modern Smart Retreat • Remote, Peaceful, & Quiet

Bring your furry friends to this spacious, pet-friendly retreat! Enjoy a modern entertainment area, dedicated workspaces, and cozy bedding—including a hidden Murphy bed. Step outside to a large patio with outdoor dining and a fire pit, perfect for relaxing evenings. Settle in, stretch out, and enjoy the kind of comfort that makes you—and your pets—feel right at home. *Similar listings provide flexibility in sleeping arrangements. All amenities are included.*

Mount Hope

A tucked away rental surrounded by trees . A 1,000 square foot furnished basement apartment with private entrance, laundry room, full kitchen, one bedroom, bathroom, living room and plenty of closet space. Enjoy your morning coffee while sitting outside on the patio. The apartment is adjacent to our pool which guests are welcome to use. Apartment has full size bed, a rollaway twin size bed and a pack and play. Apartment is close to Stafford Hospital and VRE.

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.