Vacation rentals in Old Rag Mountain

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Top-rated vacation rentals in Old Rag Mountain

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Top guest favorite

Cabin in Etlan

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

4.99 out of 5 average rating, 214 reviews

Guest favorite

The cottage is surrounded by trees, featuring a hammock strung between two branches. A kitchen area with wooden cabinetry and ample counter space is visible. The living space includes a comfortable sofa and a rustic coffee table, while large windows allow natural light to brighten the room.

Farm stay in Sperryville

The Cottage @ Sharp Rock Vineyards at Old Rag Mtn.

The Cottage is the original farmhouse built in 1794 when the farm was founded .We are located on the Hughes river ( native trout fishing) at the foot of Old Rag Mountain only two minutes from the parking lot @ Old Rag. Access to White Oak Canyon and Shenandoah National Park are only minutes away. We are also a working vineyard and winery with our tasting room open Friday thru Sundays and by appointment. We also have our riverside CARRIAGE HOUSE perfect for a couple. See our separate listing.

4.88 out of 5 average rating, 239 reviews

Top guest favorite

The log cabin exterior is highlighted by a stone chimney and a welcoming porch with steps leading to the entrance. Lush green trees surround the cabin, creating a serene atmosphere in the tranquil forest setting.

Cabin in Madison

Log Cabin at Ragged Rock Ridge

Mountaintop log cabin nestled in a mature, tranquil forest with spectacular views, ideally located near adventures like hiking in Shenandoah National Park (including Old Rag & White Oak Canyon), many local wineries/breweries/distilleries and quaint towns of Sperryville & Madison, VA. The authentic log cabin includes a cozy stone fireplace, porch, and patio with Old Rag views. Ponds, wildlife and hiking also available on the sprawling 300-acre property. Escape to the Cabin at Ragged Rock Ridge.

5.0 out of 5 average rating, 164 reviews

Top guest favorite

A hot tub is positioned on a wooden deck, overlooking a scenic valley and distant mountains. The sky is filled with vibrant hues of orange and purple as the sun sets, creating a tranquil ambiance in this outdoor space.

Cabin in Stanley

New, 5BD/4BA | hot tub, arcade, pool table, views

Welcome to this new, 2,880 sf LUXE retreat in Shenandoah Woods--a spacious cabin designed for unforgettable getaways. It features 5 king beds, 4 full baths (2 en suite, 1 adjoining, 1 hall), and stunning views from the porches, hot tub, and rooms. More highlights: ★Arcade, board games, 6 ft pool table ★Fire pit ★Elect fireplace ★Elect Grill on deck ★Smart TVs up to 70" ★Fast WiFi ★Dining for 10 ★Well-equipped kitchen ★5 mins-Stanley ★13-15 mins-Luray Caverns ★25 mins-Shenandoah National Park

4.99 out of 5 average rating, 306 reviews

Top guest favorite

The guest house is framed by lush greenery and softly illuminated by hanging lights that create a welcoming ambiance. A spacious porch with potted plants invites relaxation, while the multi-gabled roof and cupola add character to the charming exterior. Gravel pathways lead to the entrance.

Guesthouse in Sperryville

Countryside getaway 5 min. from Old Rag parking!

Just 5 min away from Old Rag trailhead in Shenandoah National Park and merely minutes from wineries/breweries. Our guest house is close to White Oak Canyon, Skyline Drive, Three Blacksmiths, Washington, and Luray Caverns! Book here if you like: -Escaping the hustle and bustle, and relaxing in nature -Hearing birds sing while sipping coffee/tea/wine on the porch -Observing wildlife (including our chickens and bees) -Fishing on the Hughes River in our backyard -Stargazing and spotting fireflies

4.99 out of 5 average rating, 156 reviews

Guest favorite

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

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).

4.97 out of 5 average rating, 105 reviews

Top guest favorite

A charming cottage is framed by lush greenery, with a covered porch extending across the front. Colorful flowering bushes add vibrancy to the landscape, which features well-maintained garden beds and a birdbath. The cottage is situated on a grassy area that leads to a secluded wooded backdrop.

Guesthouse in Syria

Little House on Strother Run

Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.

4.95 out of 5 average rating, 444 reviews

Top guest favorite

The yurt is set against a starry night sky, surrounded by towering trees. A spacious deck leads to the yurt's entry, while warm light emanates from its windows. The scene showcases a natural ambiance highlighted by foliage and a gravel path leading to the entrance.

Yurt in Etlan

Peaceful Secluded Old Rag Retreat

The spacious one bedroom yurt is located high on a forested hillside in the middle of 15+ acres. Come enjoy a natural and serene getaway with all the comforts of home- a full kitchen (ie, all utensils, setting for four), a bathroom with shower and laundry, a queen bedroom, and a queen foldout sofa in the living room by the wood burning stove. The windows roll up from the outside and have permanent screens inside. There is also a BBQ grill, a separate firepit, and WiFi via satellite.

4.96 out of 5 average rating, 270 reviews

Top guest favorite

The spacious deck extends along the length of the house, featuring several white rocking chairs positioned for scenic views of the surrounding landscape. Cloudy skies create a serene atmosphere, highlighting the natural beauty of the nearby hills and fields.

Home in Madison

Spacious Shenandoah Home on 35 Private Acres

Sitting on 35 acres of private land to be explored, this classic countryside vacation rental ticks all the boxes for a relaxing outdoors-geared getaway! You can practically picture yourself enjoying a glass of wine after a long day of exploring the natural beauty of Virginia from this perched hillside home, sporting a long private drive, and an expansive furnished deck. This 2-bed, 2.5-bath outdoors oasis is sure to have everyone unplugged, outside and enjoying living in the moment.

4.96 out of 5 average rating, 193 reviews

Top guest favorite

A spacious log cabin is situated among tall trees, showcasing a welcoming wrap-around deck with multiple entry points. The upper balcony features a railing and large windows, allowing natural light to fill the interior. The surrounding landscape displays vibrant autumn foliage.

Cabin in Etlan

Stay near Old Rag +White Oak Canyon—Cozy Log Cabin

Nestled in the treetops of the Blue Ridge Mountains, Archer’s Ridge is your home base to explore Shenandoah National Park and beyond. You’re just a quick 10-15 minute drive to White Oak Canyon and Old Rag Mountain trailheads, two of Virginia's premier hiking destinations. After you've enjoyed the trails, return to the Ridge to unwind surrounded by the warm wood tones of our log cabin, or pop down to the local winery less than a mile away. See more of the cabin on IG @archers_ridge

5.0 out of 5 average rating, 119 reviews

Top guest favorite

A cabin is illuminated warmly against a starry night sky, surrounded by tall trees with sparse foliage. The screened-in porch features large windows, reflecting the evening light. The landscape creates a serene and secluded atmosphere, inviting guests to connect with nature.

Cabin in Etlan

Modern Cabin | Old Rag in Shenandoah National Park

Stay near the best mountain trails in Shenandoah National Park with a few wineries and breweries close by. You'll have access to ... -- Our private creek and swimming hole -- A hot tub under the stars -- Starlink WiFi with up to 200 Mbps download speeds, adequate for remote work and streaming services (see more below) -- A kitchen fully stocked with all the equipment you'll need to prepare your own meals -- 2 bedrooms and an inflatable mattress in the common area

4.97 out of 5 average rating, 254 reviews

Top guest favorite

Home in Etlan

Sojourners Rest: Old Rag Views, Hot Tub, Fire Pit

This 1-bedroom A Frame Cabin (1284 sq/ft) is in a prime location with amenities & has EVERYTHING you need for an amazing vacation in Etlan, VA! • 25-minute drive to Shenandoah National Park - 7 day park pass now available! • 6-minute drive to Ducard Vineyard • Flagstone Patio: Outdoor Dining & Seating • Hot Tub • Indoor Fireplace • Mtn Views! • BBQ Grill • Outdoor Fire Pit • Fully Stocked Kitchen • High Speed WIFI • Parking - 4 cars • Board Games

4.91 out of 5 average rating, 102 reviews