
Holiday rentals in Sperryville
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Top-rated holiday rentals in Sperryville
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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!

Stonewall Abbey Apartment
This beautifully well lit contemporary apartment is located above Stonewall Abbey Wellness in vibrant downtown Sperryville. Private entrance leads you to a gorgeous apartment with a fully supplied kitchen, warm electric fireplace and outdoor eating area (small gas grill). The space is perfect for a couple or two friends to take in our local flavors, such as hiking, mountain/gravel biking, or catching up over beverages from our local breweries and wineries. We welcome pets: $50.00 pet deposit.

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

Red Fox Retreat
Easily walkable to Downtown Culpeper! This restored and newly renovated historic property allows easy access to Downtown Culpeper. It features a large outdoor fire pit and expansive grounds to spread out and relax. This 1000 sqft unit is located in the upper level with views of the surrounding grounds and trees. Brightly decorated and designed in partnership with Lets Go and Stay properties; the Red Fox retreat is a great place to stay while visiting Culpeper and the surrounding area.

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 from The Inn 2BR Half/Historical House
Completely Private 2 bedrooms at Colonial House !✨Stay in your own two levels of a beautifully restored Colonial home 2min from 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.

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

New~Hot tub ~ firepit~ Cozy~ Wifi

*Farmhouse, 12 Min to NP, 16 Ac, HotTub, Fence*

Modern Bright Private Basement Apartment Culpeper

The Engham Apartment at Before & After

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

Sunset Mountain Retreat-Views! Hot Tub! Caverns!

Holler Hideaway

c. 1830 Log Cabin 25 mi. Shenandoah National Park
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 $228 SGD per night before taxes and fees

Verified guest reviews
Over 1,660 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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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Stone Tower Winery
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Lake Anna State Park
- Prince Michel Winery
- John Paul Jones Arena
- Glass House Winery
- Jiffy Lube Live
- Shenandoah River Outfitters
- University of Virginia
- Sky Meadows State Park
- Monticello
- James Madison University
- Cooter's Place
- White Lotus Eco Spa Retreat
- The Rotunda
- Bluemont Vineyard
- Grand Caverns
- IX Art Park
- Museum of the Shenandoah Valley




