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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
A modern yurt is showcased with a domed roof and wooden exterior, surrounded by a green lawn. The large windows offer views of the landscape, while a spacious porch extends around the front. Autumn foliage adds color to the background.
Cabin in Syria
4.96 out of 5 average rating, 291 reviews

⭐️Mongolian Yurt⭐️1100ft²⭐️Fire Pit⭐️Full Kitchen

Modern day interpretation of Mongolian yurt with view of Blue Ridge Mountains and the Rose River Valley • 17ft (5m) domed living room ceiling • Fire pit (wood supplied) • Fully equipped kitchen • Extremely safe neighborhood • Onsite, secured parking for 4 vehicles • 1,100ft² / 100m² • 50 inch Smart TV with satellite connection and movie channels . No cleaning fee or extra charges Note: High speed satellite WIFI is complimentary, though it can be impacted by weather. Follow us @roseriverfarm

Top guest favorite
An A-frame cabin is set against a backdrop of vibrant autumn foliage. The cabin features a textured dark exterior and a welcoming orange front door. Neatly lined stone steps lead to the entrance, surrounded by landscaped gardens and seasonal decorations.
Cabin in Etlan
4.99 out of 5 average rating, 170 reviews

Mountain Getaway 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.

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
4.88 out of 5 average rating, 208 reviews

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.

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
5 out of 5 average rating, 157 reviews

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.

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
4.96 out of 5 average rating, 402 reviews

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.

Guest favorite
The cabin is situated on a hillside, surrounded by lush greenery. A spacious wrap-around porch extends across the front, offering views of the wooded surroundings. The structure's natural wood exterior blends harmoniously with the environment, enhancing the serene setting.
Cabin in Syria
4.83 out of 5 average rating, 202 reviews

Mountain Breeze Cabin in Syria, VA

Spacious, fully furnished 1,200 sq, ft. cabin w/ wrap-around porch on private 9 acres of woodland located on Robinson River near White Oak Canyon & Falls and Graves Mt. Lodge. Nearby access to Old Rag Mt. hiking trails and DuCard winery. DuCard is currently offering our guests a complimentary "wine tasting" for each booking. The flyer for our guests to present to DuCard for the tasting will be in the cabin at check-in. PLEASE NOTE: THERE IS NO TV CABLE/WIFI/CELL SERVICE AT THE CABIN.

Top guest favorite
A two-story farmhouse sits surrounded by lush greenery, with mountains visible in the background. The front porch is accented with two chairs. The white exterior contrasts with the vibrant surroundings, providing a welcoming appearance to guests approaching the entrance.
Home in Sperryville
4.98 out of 5 average rating, 108 reviews

Walk to Old Rag/Shenandoah*Hot tub* dogs welcome

Make some memories at this unique and family and dog-friendly place. Relax in the hot tub after hiking Old Rag. This rustic redone farmhouse with modern amenities is a short walk to the trailhead for the hike up Old Rag, a short walk to Hughes River fishing, and a short drive to Sperryville, historic Madison, wineries, breweries and other Shenandoah National Park hikes. The house is surrounded by acres of fenced open space, with a front porch, deck, weber gas grill, and 360 Mountain Views.

Top guest favorite
The cabin features a welcoming front porch with a pair of white rocking chairs, providing a comfortable spot to relax. Wooden steps lead up to the porch, embraced by lush greenery and ferns, enhancing the cabin's secluded and natural setting.
Cabin in Culpeper
4.97 out of 5 average rating, 202 reviews

Comfortable and unique 1790's log cabin

Recently restored 1790's log cabin with modern amenities on a 30 acre horse farm. Secluded wooded setting with pond view, less than 1,000 feet from main house and only 5 miles from downtown Culpeper with it's fine dining and quaint shops. Take a short drive to scenic Shenandoah hiking & biking trails, local vineyards and distilleries, Civil War sites, Commonwealth Equestrian Park, stroll around the farm or just unwind on the front porch or in front of the wood stove with a good book.

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
4.96 out of 5 average rating, 243 reviews

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.

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
4.97 out of 5 average rating, 238 reviews

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

Top guest favorite
A scenic view showcases a vibrant landscape of autumn foliage over rolling hills. The image features a mixture of orange, yellow, and green trees beneath a partly cloudy sky, with a grassy area and a small circular stone feature visible in the foreground.
Guest suite in Syria
4.97 out of 5 average rating, 246 reviews

❤️Old Rag Mountain Views on 70 Acres near SNP!

Enjoy expansive mountain views of Old Rag and the Shenandoah National Park from the guest suite of this private, custom built octagonal cabin nestled in 70 acres on the side of beautiful Doubletop Mountain. Nearby activities include hiking, wineries & breweries, horseback riding, trout fishing, and antiquing. Visit nearby Old Rag Mountain, Shenandoah National Park, Luray Caverns, White Oak Canyon, Charlottesville and Culpeper. Just two hours from Washington, DC.

Top guest favorite
A modern studio space features large windows that allow natural light to fill the room. A cozy yellow chair sits beside a small coffee table, with a guitar resting on a stand nearby. The bed area is visible in the background, framed by a stylish shelf.
Guesthouse in Boston
4.99 out of 5 average rating, 208 reviews

The Skyhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the skyhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Popular amenities for Old Rag Mountain places to stay