Vacation rentals in Sperryville

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Top-rated vacation rentals in Sperryville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Sperryville
4.99 out of 5 average rating, 193 reviews

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.

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, 134 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
An aerial view captures a ranch-style home nestled within lush greenery, surrounded by rolling hills and a vast expanse of trees. The landscape extends towards the horizon, revealing a scenic backdrop of mountains under a clear blue sky.
Home in Sperryville
4.97 out of 5 average rating, 313 reviews

Mountaintop Retreat

A 1958 ranch home with spectacular views, great landscaping, a terrific patio and grill, close to multiple Shenandoah National Park hiking trails, wineries, antique shops and famous restaurants. Private, secluded, ideal for 2 to six people comfortably, but will sleep 8 if needed. Nearby, Quievremont Winery Central Coffee Roasters The Inn at Little Washington The Corner Store with Rapp Pizza Before and After Dark Horse Tavern Three Blacksmiths Off the Grid Blue Door Inn 4-6 wineries

Top guest favorite
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, 524 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 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, 168 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
Home in Madison
4.96 out of 5 average rating, 182 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 favorite
Guesthouse in Sperryville
4.97 out of 5 average rating, 448 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 favorite
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 Rappahannock
5 out of 5 average rating, 188 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 favorite
A colorful sunset fills the sky with hues of orange and pink, viewed from the property. The silhouette of the house is complemented by the warm light from the windows. Green foliage and flowers adorn the foreground, enhancing the serene atmosphere.
Guesthouse in Boston
4.97 out of 5 average rating, 233 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 favorite
The white farmhouse, featuring a screened porch and a metal roof, stands among lush greenery under a clear blue sky. A large evergreen tree is visible in the foreground, alongside a smaller outbuilding. The expansive lawn offers an open view of the surrounding landscape.
Home in Woodville
4.88 out of 5 average rating, 201 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 favorite
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, 126 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!

Top guest favorite
Cottage in Sperryville
4.96 out of 5 average rating, 427 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 guests 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 vacation rentals

Frequently Asked Questions

  • What are the best places to stay in Sperryville?

    The area has cabins, cottages, and homes near mountain trails or in town, frequently suggested for their proximity to shops and restaurants. Neighborhood stays often provide a peaceful setting with local charm.

  • What are the best things to do in Sperryville with kids?

    Children enjoy visiting orchards for fruit picking, park play areas, and hands-on art or nature workshops. Family-friendly hiking trails and seasonal markets are popular for interactive activities.

  • What are some of the best things to do in Sperryville?

    Explore local art galleries, visit tasting rooms, and hike mountain trails just outside town. The area has workshops, farm markets, and frequent live music, creating a welcoming backdrop for visitors.

  • How is the weather in Sperryville?

    Sperryville has cool winters, with temperatures ranging from 25–43°F (-4–6°C), and warm, humid summers around 67–88°F (19–31°C). Spring and fall bring milder weather and colorful scenery, making outdoor activities pleasant.

  • When is the best time to visit Sperryville?

    Late spring and early autumn are often recommended for comfortable temperatures and vibrant foliage. Outdoor activities, local festivals, and harvest markets are favorite draws during these seasons.

  • What are the best places to visit in Sperryville?

    Explore locally owned shops, art galleries, and frequently suggested tasting rooms in Sperryville. The area is also known for nearby hiking access to the Blue Ridge Mountains and scenic parkland.

  • What are some hiking trails in Sperryville?

    Sperryville is known for access to trails in the Blue Ridge Mountains and Shenandoah National Park, including scenic hikes with waterfalls and forest views. Locally maintained paths near town add more relaxed options.

  • What are some family activities we can do in Sperryville?

    Families can explore walking paths, picnic in community parks, or visit local markets and orchards. Seasonal workshops, gallery visits, and nature hikes are popular options for all ages.

  • What are some of the best day trip ideas from Sperryville?

    Explore Shenandoah National Park for mountain trails and scenic overlooks, or visit local wineries and farms around the region. Nearby towns host art galleries, craft markets, and historic sites to discover.

  • Are there any pet friendly accommodations available in Sperryville?

    Many vacation rentals in Sperryville welcome pets, including cabins and cottages in local neighborhoods. Parks and nearby trails make it easy to explore the area together with your companion animal.

  • What are some local tips for visiting Sperryville?

    Locals suggest starting the day early for hikes, checking out small bakeries, and chatting with artisans for insider stories. Carry cash for markets and be prepared for changing mountain weather.

  • What is Sperryville known for?

    Sperryville is recognized for its locally rooted arts scene, access to the Blue Ridge Mountains, and vibrant community markets. The village atmosphere is shaped by historic storefronts and scenic landscapes.

  • What are the best hidden gems to explore in Sperryville?

    Discover locally owned antique shops, tucked-away bakeries, and art studios rooted in the Sperryville community. Less crowded scenic trails and small markets offer a quieter experience.

  • What are the best foods to try in Sperryville?

    Sperryville has locally sourced dishes, farm-fresh produce, and regionally inspired baked goods. Visitors often enjoy handcrafted cheeses, artisanal breads, and locally brewed beverages.

  • What should I bring for a trip to Sperryville?

    Pack comfortable walking shoes for exploring, layers for changing mountain weather, and a reusable water bottle. Rain gear is helpful in spring and summer, and families may want picnic supplies for park visits.

  • What is the nightlife in Sperryville like?

    Nightlife in Sperryville is often relaxed, with cozy taverns, local breweries, and casual spots for live music around town. Visitors frequently enjoy a friendly, laid-back vibe rooted in local traditions.

  • What are the most popular events or festivals in Sperryville?

    Seasonal festivals are frequently suggested, including fall harvest celebrations, spring art fairs, and music events during summer. Local markets often highlight community traditions throughout the year.

  • Are there family friendly vacation rentals in Sperryville?

    Sperryville has a range of family-friendly stays, including larger homes, cottages, and cabins near parks or in quiet neighborhoods. Many accommodations are designed for group comfort and connection.

Quick stats about vacation rentals in Sperryville

  • Total vacation rentals

    Explore 10 vacation rentals in Sperryville

  • Nightly prices starting at

    Sperryville vacation rentals start at €172 per night before taxes and fees

  • Verified guest reviews

    Over 1,690 verified reviews to help you choose

  • Wi-Fi availability

    10 of Sperryville vacation rentals include wi-fi 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!