Holiday rentals in Old Rag Mountain

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Top-rated holiday rentals in Old Rag Mountain

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Top guest favourite
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, 313 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 favourite
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, 255 reviews

❤️Old Rag Mountain Views on 70 Acres near SNP!

Relax and take in sweeping mountain views of OLD RAG and SHENANDOAH NATIONAL PARK from the GUEST SUITE of this private, custom-built octagonal cabin perched on 70 acres of pristine nature on Doubletop Mountain. ** Perfectly located for outdoor enthusiasts and wine lovers alike: • Hike nearby Old Rag Mountain & White Oak Canyon • Explore Shenandoah National Park or Luray Caverns • Visit local Wineries, Breweries, Great Restaurants, or go horseback riding and trout fishing

Top guest favourite
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, 161 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 favourite
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.
Guest house in Sperryville
4.99 out of 5 average rating, 130 reviews

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

Guest favourite
The image shows a quaint cottage with a small porch overlooking a serene landscape. A gentle stream flows alongside the property, surrounded by lush greenery and trees. The sky is bright with fluffy clouds, adding to the tranquil outdoor setting.
Farm stay in Sperryville
4.89 out of 5 average rating, 166 reviews

Carriage House @ Sharp Rock Winery at Old Rag Mtn

Join us at Sharp Rock Vineyards in our 1850 Carriage House, a cozy romantic one room cottage perfect for a couple, set above a rushing trout stream at the base of Old Rag Mountain. Enjoy the peace of a private setting only minutes from Shenandoah National Park and hiking at Old Rag and White Oak Canyon. We are 10 minutes from Sperryville and close to local wineries, breweries, and eateries. In the evening enjoy our riverside fire pit or the brilliant firefly display on summer nights.

Top guest favourite
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, 254 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 favourite
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
4.96 out of 5 average rating, 181 reviews

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.

Top guest favourite
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
5 out of 5 average rating, 109 reviews

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

Top guest favourite
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, 250 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 favourite
Treehouse in Stanardsville
4.98 out of 5 average rating, 101 reviews

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

Top guest favourite
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.
Guest house in Boston
4.97 out of 5 average rating, 233 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.

Top guest favourite
A modern cabin exterior is showcased, designed with large windows and a wood facade. A spacious deck features seating and a dining table, surrounded by lush greenery. The cabin is elevated above the ground, blending harmoniously with the natural landscape.
Cabin in Stanley
4.97 out of 5 average rating, 153 reviews

The Gramophone - Romantic Valley Retreat

A Shenandoah Valley peaceful retreat in its own mini-valley, featuring a mountain-top creek rushing through the 3-acre property. Enjoy a romantic getaway with a premium sound system and record player, a wood-burning indoor fireplace, a wood-burning outdoor hot tub, a deck hanging among the trees, and tons of nearby adventures. These are just some wonders you can soak up during your stay. Just 2 hours away from Washington DC. Welcome to The Gramophone.

Popular amenities for Old Rag Mountain holiday rentals