Vacation rentals in Old Rag Mountain

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Top-rated vacation rentals in Old Rag Mountain

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The exterior of the tiny house is shown, featuring a light-colored siding and several windows that allow natural light inside. A wooden deck with steps leads to the entrance, and a fenced area provides privacy. Lush greenery surrounds the home, adding a natural backdrop.
Tiny home in Culpeper
4.96 out of 5 average rating, 134 reviews

3 Bed Tiny House in Culpeper w/ Kitchen & Firepit!

Welcome to our cozy tiny house in Culpeper, VA! This is the perfect retreat for couples/small groups looking for a unique & memorable experience. W/ open 2 lofts & a pull out couch this home sleeps up to 6 guests. The fully equipped kitchen allows for easy cooking. The composting toilet is an eco-friendly alternative w/o giving up convenience. Enjoy the outdoor fire pit & lounge area or visit some of the nearby attractions like Shenandoah National Park, shops downtown, & Death Ridge Brewery!

Top guest favorite
The cabin is nestled among tall trees, supported by stilts. Its architecture features a combination of dark siding and wooden beams, with a spacious deck visible, furnished with outdoor seating. Natural greenery surrounds the structure, creating a peaceful atmosphere.
Cabin in Woodstock
5 out of 5 average rating, 126 reviews

The Bird's Nest - Cabin by the River

Located on one of the Seven Bends of the Shenandoah River, the Bird’s Nest is a brand new, custom built 800 square foot cabin featuring an open loft with king bed and skylights, steam shower, heated bathroom floor, and gas fireplace. Exterior amenities include a hot tub, gas grill, gas fire pit table, fire pit by the river, and private river access in a peaceful, wooded setting. Kayaks/tubes are available to use to float down the river with the unique ability to park/exit on the hosts’ property.

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, 182 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
An inviting studio cabin features a cozy living area, with a plush sofa and a rattan rocking chair. A queen bed with a simple wooden frame is paired with soft linens. Natural light fills the space through large windows, highlighting the brick fireplace and warm wooden floors.
Cabin in Stanley
4.94 out of 5 average rating, 326 reviews

Hiker’s Hideaway Romantic Cabin

*THIS IS A MOUNTAINOUS PROPERTY. 4/ALLWHEEL DRIVE REQUIRED IN INCLEMENT WINTER WEATHER* Instagram: @hikershideaway. The perfect spot for a romantic getaway or the ideal place for hiking adventures! PET FRIENDLY! Relax on the deck at 2,700ft elevation overlooking the Blue Ridge Mountains. Visit the local fishing pond. Drive 8 mins to an access road and then hike 1 mile into the Shenandoah National Park. Luray Caverns is 25 minutes away. Local wine at Wisteria Farm and Vineyards, 15 minutes away.

Guest favorite
The charming cottage is nestled on a grassy area, framed by trees. A welcoming front porch and steps lead to the entrance. Two outdoor firepits can be seen nearby, providing cozy spots for gatherings under the evening sky.
Cottage in Mount Jackson
4.92 out of 5 average rating, 106 reviews

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!

The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

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
4.99 out of 5 average rating, 111 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

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, 408 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
An inviting outdoor deck features a luxurious hot tub surrounded by trees, creating a serene retreat. Inside, a vibrant bathroom showcases floral wallpaper and elegant fixtures. A cozy bedroom is highlighted by bright orange walls, while the living area features a comfortable blue couch and greenery.
Cottage in Stanley
4.88 out of 5 average rating, 193 reviews

Vibrant Cottage | Hot Tub | Pets | Shenandoah NP

Welcome to our beautiful getaway, nestled near Shenandoah National Park, Luray Caverns, Skyline Drive & Lakes. This charming cottage is perfect for a secluded getaway with hot tub, swinging chairs, and grill! Our cozy cottage features bright, bold, yet comfortable designs that make you feel right at home. The bedrooms have plush beds creating the perfect atmosphere for a great night's sleep after a day of exploring. Only 30 mins to the National Park for some outdoor fun! BOOKING FOR 2026!

Guest favorite
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, 163 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 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, 248 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.

Guest favorite
A cozy wood cabin is nestled among trees, showcasing a warm glow from the windows at dusk. A gravel path leads to the entrance, while a picnic table is positioned in the foreground, surrounded by natural landscaping.
Cabin in Luray
4.94 out of 5 average rating, 361 reviews

Treetops Cabin - Hot Tub & Firepit

✦ Conveniently located within walking distance to kayak and tubing rentals at the Shenandoah River Outfitters. ✦ Soak your worries away in the relaxing hot tub while overlooking the forest ✦ Private office space equipped with fast Wi-Fi for uninterrupted Zoom calls. ✦ Beautifully designed, well equipped modern kitchen for home-cooked meals. ✦ Connect to your streaming services on the 55" Roku Smart TV. ✦ Unwind outdoors with the provided outdoor grill, fire pit, and seating.

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, 244 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

Popular amenities for Old Rag Mountain places to stay