
Holiday houses in Sperryville
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Top-rated holiday rentals in Sperryville
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Three Meadows Farm, outdoor views, great location
As you approach the driveway on the private lane, you'll be welcomed by beautiful meadows and rolling hills. Set on 10 acres in a shaded, forest of mature trees it's comfortable year round. There are beautiful mountain views from several locations on the property. It's peaceful and quiet here most of the time. We're conveniently located just minutes from Flint Hill, not much farther to Washington VA, Sperryville and Front Royal. It's a two bedroom/one bathroom apartment above a detached garage.

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.

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

John Pope Cabin Browntown Va. We now have Starlink
Our cabin, located in the foothills of the Appalachian Mountains is uniquely positioned overlooking a large open field where hawks hunt and bears leisurely stroll. Our neighbors have horses that peer over the fence (nosy) pet them but don’t feed them, please. Our cabin was built in 1865 by a Confederate soldier returning from the Civil War. Eleven children were born and raised in John Pope Cabin. Our cabin is rustic. An inviting front porch with swing is waiting for you @walnuthillcabin

Cozy Shenandoah River Cabin (10min to Nat’l Park!)
Come get away to our cozy guest cabin, just 10 mins from Shenandoah National Park and a 5 min walk to the Shenandoah River! Perfect for a peaceful stay in a gorgeous natural setting. High ceilings, open concept, wood panelling and a private enclosed patio. Close to vineyards, breweries and outdoor attractions. (Please note, there isn't a full kitchen) If you have more than 3 guests, please let us know. We have a second cabin on the property that we can offer as an additional space.

Across Inn 2BR Private House with tub & Fast WiFi
Completely Private 2 bedrooms at Colonial House !✨Stay in your own two levels of a beautifully restored Colonial home next to the world famous The Inn at Little Washington. Enjoy 2 plush queen bedrooms, 1.5 baths, spacious living room, fully equipped kitchen, & fast Wi-Fi. Relax on the front porch swing in a quiet, safe neighborhood with free parking. Need more space? The other half of the house is available for an upgrade .Perfect for romantic escapes or stylish family getaways.

Adorable Rose Cottage in Village of Sperryville
Rose Cottage is a quaint one-of-a-kind retreat in the heart of Sperryville - a charming country village offering shops, galleries, eateries, and more. The property has an excellent location, only 1.5 hours from Washington, DC and convenient to Culpeper, Warrenton, Front Royal and Interstate 66. It is approximately 15 miles from Old Rag Mountain and a 15 minute drive to the Shenandoah National Park, which offers an amazing array of waterfalls, canyons, trails, and hikes.

River Side Tourist Room and Bath Loft-5 min to SNP
Nestled in the foothills of the Blue Ridge Mountains and just two miles outside of Shenandoah National Park , we are located just off main street in Sperryville. Our cozy efficiency apartment is close to a variety of attractions including first class dining and nearby hiking trails. The unit is fully furnished with a full bath, full kitchen, off street parking, and private deck and entrance. We are a short drive to the park or a short walk to downtown Sperryville.

Mint Cottage at Little Washington
Luxurious appointments, spacious living areas and breathtaking views await you at Mint Cottage at Little Washington! This 1400-square-foot home is just a 5-minute walk or a 1-minute drive to the world-renowned Inn at Little Washington, and a short drive to spectacular hiking in Shenandoah National Park, Three Blacksmiths, craft breweries, distilleries and wineries, shops and so much more. A modern, stylish, and comfortable place to retreat, relax and reinvigorate.

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.

Walnut Run Farm - Private & Quiet - Sperryville
A beautiful old farm in the foothills of the Blue Ridge Mountains. The 1880 farmhouse sits on a small stream that runs through the entire fifty-five acre property. The house is clean, minimally decorated, with pasture views out of every window. The farm is located 80 miles from Washington DC and just down the road from Sperryville, Shenandoah National Park, Old Rag Mountain, Luray Caverns, The Inn at Little Washington and other local attractions.

Pet Friendly Cottage on 21 acre farm
Enjoy the lovely, quiet setting on 21 acres. Newly renovated 2 story bank barn will be your home away from home. Soft, muted colors, zen feel. Come relax, hike, ride your bike, go wine and craft beer tasting, Copper Fox Distillery, has nice gin and bourbon if you prefer. Visit Luray Caverns and Shenandoah National Park, or shop at Sperryville gift shops, restaurants, antique markets and art galleries. Old Rag Mountain is only 20 minutes away!
Popular amenities for Sperryville holiday rentals
Stay near Sperryville's top sights
Other great holiday rentals in Sperryville

CloudPointe Retreat

Fall escape 15 min from SNP- Firepit. Pet friendly

Peaceful Near Trailheads, Hot Tub, *Boundary w/SNP

c. 1830 Log Cabin Near Shenandoah National Park

Millstone Cottage | EV Charger, King Bed, Luxury

come and stay at bird song hill

CrescentMoonCabin~SNP~Arcade~Yoga~HotTub~Dogs~ESVE

Yurt Life harmony-views-hiking-hottub-firepit
Quick stats about holiday rentals in Sperryville

Total holiday rentals
Explore 10 holiday rentals in Sperryville

Nightly prices starting at
Sperryville holiday rentals start at $119 AUD per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Wi-Fi availability
10 of Sperryville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Sperryville rentals

4.8 Average rating
Sperryville stays are highly rated by guests—averaging 4.8 out of 5!
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