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Sperryville vacation rentals

We found 826 vacation rentals — enter your dates for availability

Discover a selection of 6 homes and other vacation rentals in Sperryville that are perfect for your trip. Vacation homes offer the best amenities for your family, friends, or furry companion, like cable TV and a washer and dryer. At the end of the day, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Sperryville

Showing deals for:Oct 31 - Nov 7

Image gallery for Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

View of cabin front porch
9.2 out of 10 rating
Wonderful
(232 reviews)

Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

Front Royal, VA

18% off
Price is $188
$1,319 for 7 nights
All fees included
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

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Find out more about Sperryville

Find out more about Sperryville

Why visit Sperryville

  1. Outdoor Adventures: Sperryville is a haven for outdoor enthusiasts, featuring hiking trails, caves, and access to national parks.
  2. Stunning Scenery: The picturesque views of Rappahannock County provide a perfect backdrop for relaxation and exploration.
  3. Rich Cultural Experience: Immerse yourself in the local art scene and history museums that celebrate the area's heritage.
  4. Charming Town Atmosphere: The quaint village invites visitors to enjoy its friendly vibe and unique local shops.
  5. Diverse Accommodations: Choose from cozy cabins, vacation homes, and the delightful Sperryville Inn for a memorable stay.

Popular types of accommodation in Sperryville

Discover the charm of Sperryville with a variety of vacation rentals to suit every traveler. From cozy cabins and spacious private homes to stylish apartments, there's something for everyone. Enjoy unique stays featuring amenities like jacuzzis for ultimate relaxation. Whether you're considering a friendly vacation rental or a quaint inn, Sperryville has the perfect spot for your getaway. Let us help you find the ideal accommodation for your next adventure!

  • Cabins: The top choice for visitors, offering a rustic and cozy escape amidst nature's beauty.
  • Houses: A great option for families or groups, providing comfort and privacy during your stay.
  • Apartments: Perfect for those seeking a convenient and modern living space in the heart of Sperryville.
  • Cottages: A delightful option for a quaint and charming getaway, ideal for couples or small families.
  • Chalets: A unique choice that combines mountain charm with modern amenities for an unforgettable experience.**

Top attractions in Sperryville

Sperryville, Virginia, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and a rich cultural experience. Visitors can explore local attractions such as caves, national parks, and history museums, making it ideal for families and those seeking adventure. Don't miss the chance to discover the charming town of Sperryville itself, where you can immerse yourself in the local culture while enjoying the beautiful surroundings.

  1. Thorton Gap Entrance Shenandoah: Experience the beauty of Shenandoah National Park at Thorton Gap. Just 5 miles from Sperryville, this entrance offers stunning vistas, hiking trails, and abundant wildlife, perfect for outdoor enthusiasts.
  2. Luray Caverns: Located 14 miles away, Luray Caverns is a breathtaking underground wonder featuring impressive stalactites and stalagmites. Explore its vast chambers and enjoy guided tours that highlight its natural beauty and geological significance.
  3. Skyland: Only 8 miles from Sperryville, Skyland is renowned for its scenic views and hiking opportunities. This mountain hideaway provides a peaceful retreat with opportunities for adventure and photography amidst stunning landscapes.

Things to do recommended for couples

For a romantic getaway in Sperryville, indulge in wine tasting at Little Washington Winery or Sharp Rock Vineyards, both offering charming atmospheres. Don't miss Gadino Cellars, where you can savor exquisite wines while enjoying the scenic views, perfect for creating lasting memories together.

Things to do recommended for families

Your family will love the Elkwallow Picnic Area, just 7 miles from Sperryville, perfect for relaxation and wellness. Additionally, the Garden Maze at Luray Caverns, located 14 miles away, offers fun for everyone with its engaging family-friendly atmosphere.

Things to do recommended for groups

In Sperryville, groups can enjoy outdoor adventures at Yogi Bear's Jellystone Park, indulge in unique spirits at Copper Fox Distillery, and experience captivating performances at the Little Washington Theatre. Each venue offers a delightful blend of fun, culture, and memorable moments for everyone to enjoy.

What do I need to keep in mind when booking a vacation in Sperryville

No matter if you’re traveling with friends, family, pets, or planning an extended stay, it’s important to prioritize your filters accordingly. Here are some helpful tips for booking on Vrbo.

  • Traveling to Sperryville with a group: Think about how many bedrooms you'll require and any additional features you might want, like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Sperryville with young kids: Traveling with young kids can be a bit demanding. It’s important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Sperryville: For many families, a vacation isn't truly fulfilled without their furry companions by their side. If you relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that both you and your pets feel completely at home.
  • Planning for a long term stay visiting Sperryville: If you’re in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Sperryville

Sperryville, Virginia, offers a delightful blend of outdoor adventures and stunning scenery. Nestled in the heart of Rappahannock County, this charming village invites travelers to explore its picturesque views and friendly atmosphere. Enjoy family-friendly activities, relax in nature, and immerse yourself in the local art scene. Whether hiking trails or savoring local cuisine, Sperryville promises a memorable getaway filled with historical charm and breathtaking landscapes.

  • Luray: Located 13 miles from Sperryville, Luray is a picturesque city famed for its stunning outdoor landscapes and adventure opportunities. Visitors flock to Luray for activities such as hiking, skiing, and exploring its beautiful recreational areas. The city is a gateway to national parks, including the renowned Shenandoah National Park, where you can enjoy breathtaking views, wildlife spotting, and numerous trails. The Luray Caverns, a network of impressive underground chambers, is also a must-see attraction for those seeking natural wonders.
  • Front Royal: Just 18 miles from Sperryville, Front Royal serves as another prime destination for outdoor enthusiasts. Known for its scenic beauty and adventure activities, this charming city offers access to various recreational areas, including ski fields for winter sports lovers. Front Royal is conveniently located near the entrance to Shenandoah National Park, making it an ideal spot for hiking, picnicking, and enjoying nature. Don't miss the chance to explore the historic downtown area, filled with unique shops and local eateries that showcase the community's vibrant culture.
  • Washington: Only 5 miles from Sperryville, the quaint town of Washington is perfect for a romantic getaway or a peaceful retreat. With its charming streets and beautiful parks, Washington invites visitors to explore its outdoor recreational areas while enjoying the tranquility of the countryside. The town features shopping opportunities, including quaint boutiques and local markets. Its proximity to national and state parks makes it a great base for nature lovers looking to hike, picnic, or simply relax amid stunning landscapes.

Best time to go to Sperryville

If you're planning a trip to Sperryville, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.6°F (-0.2°C)Light RainMostly SunnySlightly LowSlightly Low
February35.2°F (1.8°C)Light RainMostly SunnyAverageSlightly High
March42.8°F (6.0°C)Light RainMostly SunnyAverageAverage
April53.2°F (11.8°C)Light RainMostly SunnySlightly HighSlightly High
May62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly Low
June70.7°F (21.5°C)Light RainMostly SunnyAverageAverage
July75.4°F (24.1°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
October55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
November43.5°F (6.4°C)Light RainMostly SunnySlightly LowSlightly High
December36.9°F (2.7°C)Light RainMostly SunnySlightly LowSlightly Low

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as this can lead to better pricing options. Plus, extending your stay can often result in even greater savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to refine your search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! When you join our travel rewards program, One Key, you’ll gain immediate access to member discounts and the ability to earn and redeem OneKeyCash™ on eligible reservations. Sign up now and start enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, keep your travel arrangements on track, or review and organize your bookings. Your saved or reserved properties are categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Why people love visiting artsy Sperryville

Enjoy the art galleries and other features of Sperryville. This city is well-known for its mountain views and parks. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Sperryville

Are you hoping to discover top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Sperryville has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Little Washington Winery (3.1 mi / 5 km)
  • Yogi Bear's Jellystone Park (9 mi / 14.5 km)
  • Wisteria Farm and Vineyard (14.5 mi / 23.4 km)
  • Linden Vineyards (17.6 mi / 28.3 km)
  • Early Mountain Vineyards (21.7 mi / 34.9 km)
  • Shenandoah Vineyards (22.2 mi / 35.7 km)

Exploring the natural features in Sperryville

Whether you're an active traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Sperryville. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Luray Caverns (13.9 mi / 22.4 km)
  • Thorton Gap Entrance Shenandoah (5.1 mi / 8.2 km)
  • Mary's Rock Summit Trailhead (5.2 mi / 8.3 km)
  • Old Rag Mountain (8.7 mi / 14.1 km)
  • Stony Man (8.9 mi / 14.4 km)
  • Rose River Falls (13.1 mi / 21.2 km)

How to get to and around Sperryville

The nearest airport is in Charlottesville-Albemarle Airport (CHO), located 37.7 mi (60.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Washington Dulles Intl. Airport (IAD), which is 46.6 mi (75.1 km) away.

Frequently asked questions

What is the best area to stay in Sperryville when booking a vacation rental?
When planning a vacation in Sperryville, Virginia, one of the best areas to consider for a rental is the picturesque main street area. This charming neighborhood is not only convenient for accessing local shops and eateries, but it also provides a cozy, small-town ambiance that makes for a superb getaway. You'll find a variety of vacation rental properties here, ranging from rustic cabins to inviting cottages, which offer a unique blend of comfort and character.

Staying near the main street allows you to easily explore popular attractions like the Rappahannock County Wine Trail, where you can sample some of the region's finest wines, and the beautiful Shenandoah National Park, which offers stunning hiking trails and breathtaking views of the Blue Ridge Mountains. Additionally, the area is home to several art galleries and local artisan shops, superb for those looking to take a piece of Sperryville's charm home with them.

Another great option is to look for rentals near the Thornton River, where the natural beauty of the surroundings enhances your stay. This area often features properties with scenic river views and proximity to outdoor activities such as fishing and kayaking.
How much does it cost to rent a vacation home in Sperryville?
Prices for vacation rentals in Sperryville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Sperryville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Sperryville vacation house rentals?
You can find great discounts on house rentals in Sperryville on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Sperryville?
In Sperryville, vacation houses and cottages are the most popular types of rental accommodations, with several options available throughout the area. These properties are typically located in scenic spots, providing a tranquil atmosphere ideal for relaxation. Most vacation houses come with spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or decks, allowing guests to enjoy the beautiful views of the surrounding countryside. Cottages, on the other hand, offer a cozy, intimate setting often featuring rustic decor and charm. Many of these rentals are conveniently located near points of interest like the Shenandoah National Park, making them great for travelers looking to explore the great outdoors.
Are there any family house rentals in Sperryville?
In Sperryville, Virginia, there are several family-friendly vacation rentals available, making it an excellent choice for groups looking to enjoy the beautiful countryside. Many of these homes offer spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces that provide a great setting for children to play.

Visitors can explore the nearby Shenandoah National Park, which is just a short drive away, offering numerous hiking trails and breathtaking views. Additionally, the charming local shops and eateries in Sperryville add to the experience, allowing families to immerse themselves in the community's warmth and hospitality.
Can I rent a vacation home with a pool or hot tub in Sperryville?
In Sperryville, Virginia, travelers will find several vacation homes available for rent that feature pools and hot tubs. This charming town, located at the foothills of the Blue Ridge Mountains, offers a tranquil retreat with picturesque views and access to outdoor activities. Many of the rental properties come equipped with private pools, hot tubs, and spacious outdoor areas, great for relaxation after a day of exploring the nearby Shenandoah National Park.

Amenities often include fully equipped kitchens for preparing meals, comfortable living spaces, and sometimes even fire pits or outdoor dining areas, enhancing the overall experience.
Can I find long-stay vacation rentals in Sperryville?
A long-stay vacation rental in Sperryville is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Sperryville?
In Sperryville, Virginia, there are several pet-friendly house rentals available for travelers looking to enjoy the scenic beauty of the area. Many of these rentals offer cozy accommodations with amenities such as fully equipped kitchens, outdoor spaces, and comfortable living areas, making them ideal for families or groups traveling with pets.

The town is located near the stunning Shenandoah National Park, where visitors can explore numerous hiking trails that welcome dogs on leashes, allowing for memorable outdoor adventures with your furry friends. Additionally, the surrounding countryside is dotted with vineyards and farms, many of which are pet-friendly and offer tasting rooms or outdoor spaces for picnicking.
Are there any remote work vacation rentals in Sperryville?
In Sperryville, Virginia, there are several vacation rentals suitable for remote work. Many of these properties come equipped with essential amenities to facilitate a productive environment, including Wi-Fi, dedicated desks, and even computer monitors in some cases. This quaint town, located in the foothills of the Blue Ridge Mountains, offers a serene backdrop for working remotely, with scenic views and a peaceful atmosphere that can help enhance focus and creativity.

Additionally, travelers can enjoy the local charm of Sperryville, with its nearby hiking trails in the Shenandoah National Park and local attractions such as artisanal shops and cozy cafes. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Sperryville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Sperryville with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Sperryville?
In Sperryville, popular vacation rental amenities include WiFi, kitchens, and coffee/tea makers, which cater to travelers looking for convenience during their stay. Many rentals also feature blenders for those who enjoy preparing their own meals or smoothies. Additionally, properties often come with decks or patios, providing guests with outdoor spaces to relax and enjoy the scenic views of the surrounding countryside.
When is the best time to visit Sperryville for a vacation rental?
The best time to visit Sperryville for a vacation rental is during the peak season from July to September. This vibrant period draws travelers looking to immerse themselves in the stunning natural beauty of the Shenandoah Valley. With warm temperatures typically ranging from the mid-60s to the mid-80s Fahrenheit, outdoor enthusiasts can easily enjoy activities such as hiking in Shenandoah National Park or exploring the scenic trails that meander through the picturesque countryside.

July is particularly popular, as it offers a lively atmosphere with numerous local events and festivals that celebrate the region's culture and history. Visitors can also savor the flavors of summer at nearby wineries and enjoy the breathtaking views from the Blue Ridge Mountains.

For those seeking a more budget-friendly option, consider planning your visit in December. While this month falls within the low season, it provides a unique charm with fewer crowds and the opportunity to experience the tranquility of winter in Sperryville. The area's cozy ambiance is superb for curling up by the fireplace after a day of exploring.

Ultimately, your choice of when to visit Sperryville will depend on whether you prefer the vibrant summer atmosphere with ample outdoor activities or the peaceful, reflective vibe of winter.
How early should I book a Sperryville vacation rental?
Book your Sperryville vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Sperryville?
In Sperryville, visitors can enjoy a range of attractions that highlight the natural beauty and charm of the area. The nearby Shenandoah National Park offers stunning hiking trails, scenic vistas, and opportunities for wildlife viewing, making it an ideal destination for outdoor enthusiasts. The park's Skyline Drive is particularly popular for its breathtaking views, especially in the fall when the foliage changes color.

Sperryville itself features a quaint downtown area with local shops, art galleries, and cozy cafes that reflect the town's artistic community. The Rappahannock County Farmers Market is a great spot for visitors to experience local produce and handmade goods, typically held during the warmer months.

Additionally, the area is known for its wineries and breweries, many of which are located just a short drive away. These establishments often offer tastings and tours, providing a delightful way to explore the local flavors.
Can I change or cancel my Sperryville home rental booking on Vrbo?
To find Sperryville vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

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