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.

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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, 109 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 favourite
Two wooden rocking chairs are positioned on a spacious porch, flanked by neatly trimmed topiary plants in black pots. Soft lighting illuminates the entrance door and the area, creating a calm and inviting ambiance.
Cabin in Luray
5 out of 5 average rating, 202 reviews

New Modern Cabin with Hot Tub & Arcade | HH

★30 minutes to the National Park ★Built 2024 ★Walk to Shenandoah River Outfitters ★Great amenities! ★Sleeps 6 (2 on inner spring futon) ★Outdoor areas w/ WINTER VIEWS ★Fire pit ★Fireplace (electric) ★55" Smart TVs in family room, BR1, and BR2 ★BR3 w/ arcade games ★WiFi (faster and more reliable than most in the area) ★Use your own streaming ★Dining area for 4 + bar stools for 2 ★Stylish & upscale ★8 minutes to Bixler's Ferry Boat Launch ★20 mins - Luray ★30 mins - Shenandoah National Parke

Top guest favourite
A rustic cabin is illuminated by warm golden light from its windows, set against a soft twilight sky. The log exterior reflects the vintage charm of the structure, while the surrounding trees create a serene atmosphere, inviting guests to relax on the front porch.
Place to stay in Bentonville
4.99 out of 5 average rating, 506 reviews

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

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, 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.

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, 175 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
The exterior of Rose Cottage is surrounded by lush blooming flowers, creating a colorful welcome. A white picket fence borders the entrance, leading to a rustic wooden door framed by a trellis. Sunlight filters through the green foliage overhead, accentuating the charming garden setting.
Cottage in Sperryville
4.98 out of 5 average rating, 120 reviews

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.

Top guest favourite
A charming exterior of a two-story building features a light-colored facade with decorative elements. A welcoming door in soft green is flanked by large windows. A sign indicating 'Riverside Guest Parking' stands in front, surrounded by landscaping that includes potted flowers.
Guest house in Sperryville
4.97 out of 5 average rating, 438 reviews

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.

Top guest favourite
The exterior of a light blue cottage features a welcoming front porch with white railings. A red convertible sports car is parked on the gravel driveway. Lush greenery surrounds the property, complemented by a stone pathway leading to the entrance.
Home in Washington
5 out of 5 average rating, 172 reviews

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.

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
4.99 out of 5 average rating, 217 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
An aerial view captures the farmhouse nestled in a expansive landscape, surrounded by rolling hills and patches of trees. Vibrant autumn foliage adds earthy tones to the scenery, with fields stretching towards distant mountains under a clear sky.
Home in Woodville
4.87 out of 5 average rating, 197 reviews

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.

Top guest favourite
The exterior of a two-story cottage is visible, featuring a welcoming porch. Large windows allow for natural light, and seating is arranged on the porch. Surrounding greenery and a gravel pathway add to the peaceful ambiance, with a gently sloped landscape in the background.
Barn in Boston
5 out of 5 average rating, 113 reviews

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!

Guest favourite
A quaint building with a light grey exterior is accented by turquoise trim and windows, showcasing a charming entryway with double doors. Lush greenery is positioned in front, complementing the urban streetscape. Nearby structures reflect the historic character of the area.
Cottage in Sperryville
4.96 out of 5 average rating, 404 reviews

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

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 € 69 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!