
Holiday rentals in Sperryville
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Top-rated holiday rentals in Sperryville
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

Great Proximity to SNP, Hiking, Luray Caverns
Enjoy a peaceful stay in this fully restored home set on an easily accessible gravel road. An ideal location for those looking for peace and quiet and those looking for adventure. Take in a quiet morning on the front porch or screened in back porch before venturing off to one of many beautiful nearby attractions. The Shenandoah Valley is yours to explore...hike to a nearby waterfall, enjoy the Shenandoah National Park, canoe the Shenandoah River, hit a winery or brewery and so much more.

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

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.

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.

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.

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.

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!

The River Cottage: Main Street Sperryville, VA
A Quaint private building, originally built as a Blacksmith Shop. Conestoga wagons were made behind this building near the Thornton River.; now guest will enjoy a recently renovated and spacious one room 'suite' right off of Main Street. California King bed with plush bedding. Private bathroom with shower. Kitchenette with hotplate, smoothie maker, coffee maker, and microwave. Private deck that overlooks the Thornton River. Outdoor shower.
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

Horizon | Hot/Cold Tub, Fireplaces, Sauna, EV Plug

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

c. 1830 Log Cabin Near Shenandoah National Park

come and stay at bird song hill

Mountaintop Retreat

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 £59 per night before taxes and fees

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

Wifi availability
10 of Sperryville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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