Vacation rentals in Wilderness

The Little Stone Watermill Romantic Couples Escape

Escape to a one-of-a-kind romantic getaway for 2 at this unique, charming replica of an Old Virginia Mill surrounded by its own Little River with a WORKING WATER WHEEL. Designed for couples seeking relaxation, connection & time together. This cozy stay blends historic charm with modern amenities & luxury comforts. Located on the edge of a National Park & near wineries, lakes, scenic parks, historic sites, restaurants & shopping. It's the perfect place to slow down & create unforgettable memories

Location · Family · Breakfast

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!

Location · Family · Decor

1830 Log Cabin Retreat • 35 Min to Shenandoah NP

Escape to Crooked Tree Cabin, a beautifully restored c.1830 log cabin just 35 minutes from Shenandoah National Park's Thornton Gap entrance. Perfect for couples, this romantic retreat is an ideal base for hiking Skyline Drive, exploring wineries and the Blue Ridge Mountains. Return each evening to the peace, privacy, and timeless charm of your own log cabin with central heat & A/C, Starlink Wi-Fi, self check-in, and dark skies for unforgettable stargazing—all just 90 minutes from Washington, DC.

Location · Family · Amenities

Old Rag Mountain Cabin w/WiFi, TV, Fire Pit, Patio

Come escape to our cozy retreat amidst the stunning beauty of the Shenandoah National Park region. Our unique 400 sq ft tiny home offers all the modern amenities, fully equipped kitchen, private patio w/ fire pit, loft bedroom , and spacious bathroom. Only minutes from Old Rag Mountain, wineries, breweries, horseback riding, trout fishing, and more. Unwind & relax after a day of exploring on your spacious patio.Are your desired dates already booked? Check out our other listing, Bald Eagle Cabin

Location · Value · Hiking

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)

Value · Family · Bathroom

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

Family · Location · Outdoor spaces

Bison Farm - Cabin "Cielo"

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.

Location · Family · Walkability

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.

Value · Location · Access

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.

Value · Family · Kitchen

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.

Location · Family · Decor

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!

Family · Location · Backyard

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!

Location · Value · Access