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Sperryville vacation rentals

We found 846 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

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Find out more about Sperryville

Why visit Sperryville

  • Outdoor adventures: Enjoy hiking, exploring captivating caves, and discovering stunning waterfalls in the beautiful Shenandoah Valley.
  • Charming accommodations: Choose from rustic cabins, private vacation homes, and cozy cottages for a memorable stay.
  • Scenic views: Experience breathtaking vistas of the Blue Ridge Mountains while relaxing by the Sperryville River House.
  • Cultural experiences: Visit the nearby historic town of Washington, VA for additional attractions and local charm.
  • Family-friendly activities: Engage in warm fire pit gatherings and outdoor fun that everyone can enjoy.

Popular types of accommodation in Sperryville

Planning a getaway to Sperryville? You're in for a treat. From charming cabins to spacious houses and cozy cottages, Sperryville offers a variety of vacation rentals to suit every traveler's needs. Discover the perfect lodgings in Sperryville, whether you're looking for a rustic house or a tranquil retreat. Explore your options for unforgettable Sperryville stays and make your trip truly memorable.

  • Cabins: The top choice for vacation rentals in Sperryville, offering a rustic escape immersed in nature.
  • Houses: A favored option for travelers seeking spacious accommodations for families or groups.
  • Cottages: These quaint dwellings provide a cozy and charming atmosphere for a relaxing getaway.
  • Apartments: Ideal for those wanting modern amenities and a home-like feel during their stay.
  • Chalets: A unique and picturesque lodging option, perfect for enjoying the scenic views of Sperryville.**

Top attractions in and around Sperryville

Sperryville, Virginia, is an ideal destination for outdoor enthusiasts seeking adventure and scenic beauty. Explore nearby national parks, captivating caves, and stunning waterfalls that cater to travelers interested in culture and family experiences. With opportunities for activities like hiking, warm fire pit gatherings, and breathtaking views of the Blue Ridge, Sperryville offers a delightful escape. Don't miss a chance to visit the charming town of Washington, VA, just a short drive away for additional attractions.

  • Pinnacles: Experience stunning rock formations right in Sperryville, where you can enjoy breathtaking scenery and a true outdoor atmosphere. Perfect for hiking and photography enthusiasts.
  • Luray Caverns: Just 14 miles away, explore this magnificent cave system filled with impressive stalactites and stalagmites. It's an adventure for those seeking unique underground landscapes.
  • Thorton Gap Entrance Shenandoah: Located 5 miles from Sperryville, this national park offers scenic drives, hiking trails, and outdoor adventures amidst gorgeous mountain vistas.

Things to do recommended for couples

Sperryville offers a charming getaway for couples. Enjoy a scenic hike in the nearby Shenandoah National Park, savor a wine tasting at local vineyards, or indulge in a romantic dinner at a cozy bistro. Don't miss a sunset by the river for a truly memorable experience.

Things to do recommended for families

Families visiting Sperryville can explore the beautiful Shenandoah National Park with scenic hikes, enjoy a fun-filled day at local farms, and visit the charming shops and cafes in town for a delightful taste of local culture.

Things to do recommended for groups

Groups visiting Sperryville can enjoy wine tastings at local vineyards, hike the scenic trails of Shenandoah National Park, and explore charming shops and art galleries in town. Don't miss the chance to savor delicious farm-to-table meals at local restaurants for a true taste of the region.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether you're traveling with a group, with family, bringing pets, or seeking extended stays—be sure to refine your search based on your key priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Sperryville with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Sperryville with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with amenities that are suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sperryville: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly options come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sperryville: If you're in search of vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, 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 as well.

Where to stay near Sperryville

Discover the charm of Sperryville, Virginia, where adventure meets tranquility. Nestled in the breathtaking Shenandoah Valley, this hidden gem offers stunning outdoor experiences, from hiking in nearby Bryce Resort to relaxing by the Sperryville River House. Explore the scenic landscapes, indulge in family-friendly activities, and immerse yourself in the rich history that surrounds this quaint town. Whether you're seeking adventure or a peaceful retreat, Sperryville is the perfect vacation destination.

  • Rileyville: Located 11 miles from Sperryville, Rileyville is a charming destination for outdoor enthusiasts and adventure seekers. Nestled amidst stunning natural scenery, this city offers access to numerous recreational areas, making it a perfect spot for hiking, skiing, and enjoying the great outdoors. Visitors can explore nearby national and state parks, which boast breathtaking landscapes and a chance to connect with nature. Whether you're hitting the ski slopes in winter or hiking along scenic trails in warmer months, Rileyville promises an unforgettable outdoor experience.
  • Luray: Just 13 miles from Sperryville, Luray is renowned for its striking landscapes and adventurous spirit. The city serves as a gateway to captivating recreational areas and ski fields, catering to both adrenaline junkies and those looking to unwind in nature. Luray is home to nearby national parks and beautiful parks that showcase the region's natural beauty. Whether you're exploring the famous Luray Caverns or enjoying a day on the slopes, Luray offers a diverse range of activities that highlight its outdoor charm and scenic vistas.
  • Washington: A mere 5 miles from Sperryville, Washington is a small city that captivates visitors with its outdoor adventures and picturesque scenery. Known for its recreational areas and ski resorts, Washington is an excellent spot for those seeking thrills in nature. Local parks and national parks provide ample opportunities for hiking, fishing, and enjoying the tranquility of the surrounding landscapes. With a beautiful lake nearby, visitors can indulge in various water activities or simply relax by the shore, making Washington a delightful addition to your vacation itinerary.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.6°F (-0.2°C)Light RainMostly SunnySlightly LowAverage
February35.2°F (1.8°C)Light RainMostly SunnyAverageSlightly Low
March42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
April53.2°F (11.8°C)Light RainMostly SunnySlightly HighSlightly Low
May62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
June70.7°F (21.5°C)Light RainMostly SunnyAverageAverage
July75.4°F (24.1°C)Light RainMostly SunnySlightly HighSlightly High
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 High

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to significant price differences. Additionally, extending your stay can often result in even greater savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can create new trips, continue from where you last stopped, or manage your existing plans all in one place. Here, you'll find your saved or booked properties organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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)
  • Caverns Country Club (15.2 mi / 24.5 km)
  • Linden Vineyards (17.6 mi / 28.3 km)
  • Early Mountain Vineyards (21.7 mi / 34.9 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:

  • Shenandoah National Park (14.9 mi / 23.9 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 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, Virginia, United States of America when booking a vacation rental?
When considering a vacation rental in Sperryville, Virginia, the area around the picturesque Main Street is an excellent choice. This charming neighborhood is known for its quaint atmosphere and close proximity to the stunning landscapes of the Blue Ridge Mountains. Here, you'll find a variety of vacation rental properties that cater to different preferences, from cozy cabins to spacious homes.

One of the top attractions nearby is the Shenandoah National Park, where outdoor enthusiasts can enjoy hiking, scenic drives, and breathtaking views. Additionally, the Rappahannock County Farmer's Market is a delightful spot to explore local produce and artisanal goods, making it a great place to experience the local culture.

Another appealing aspect of this area is its rich history and vibrant arts scene, with local galleries and studios showcasing the work of talented artists.
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 available throughout the area. These properties are often located in scenic locations, providing easy access to the beautiful landscapes of the Blue Ridge Mountains and the nearby Shenandoah National Park. Travelers can typically expect amenities such as fully equipped kitchens, cozy living spaces, and outdoor areas for relaxation, making them ideal for families or groups looking for a home-like experience.
Are there any family house rentals in Sperryville?
In Sperryville, Virginia, there are several family-friendly house rentals available, making it a wonderful destination for families looking to explore the beautiful countryside. The area features spacious homes with amenities such as full kitchens where families can prepare meals together, cozy living rooms superb for relaxing after a day of adventure, and outdoor spaces for kids to play.

Visitors will appreciate the proximity to attractions like the Shenandoah National Park, where hiking trails and stunning views await. Additionally, local farms and markets offer the opportunity to experience the region's charm and taste fresh produce.
Can I rent a vacation home with a pool or hot tub in Sperryville?
In Sperryville, Virginia, there are several vacation homes available for rent that feature pools and hot tubs. This picturesque area, located at the foothills of the Blue Ridge Mountains, offers a unique blend of natural beauty and outdoor activities. Many of the rentals come with amenities such as private pools, hot tubs, large outdoor decks, and fully equipped kitchens, ideal for family gatherings or romantic getaways. The serene environment allows for relaxation while also providing opportunities for hiking and exploring the nearby Shenandoah National Park.
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, making it a great destination for travelers looking to bring their furry friends along. Many of these vacation homes are set against the stunning backdrop of the Blue Ridge Mountains and often come equipped with amenities like spacious backyards, outdoor decks, and fully equipped kitchens, superb for families or groups looking to enjoy a comfortable stay.

The area is known for its proximity to outdoor activities, including hiking in the nearby Shenandoah National Park, which offers numerous trails suitable for pets. Additionally, local attractions such as wineries and farms provide opportunities to explore the beautiful Virginia countryside while accommodating pets.
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 such as high-speed internet and dedicated workspaces, including desks, ensuring a productive environment for those working remotely. The picturesque setting of Sperryville, located at the foothills of the Blue Ridge Mountains, provides a serene backdrop, ideal for balancing work and relaxation. Travelers can expect comfortable accommodations that often include cozy living areas and access to beautiful outdoor spaces, superb for unwinding after a day of work. 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 spacious decks or patios that allow guests to enjoy the beautiful natural surroundings. Many properties also offer onsite parking for convenience. Travelers appreciate that several rentals permit pets, making it easier for families to bring their furry friends along. Most accommodations come equipped with kitchens, allowing guests to prepare their own meals, and many feature cozy patios for outdoor relaxation.
When is the best time to visit Sperryville for a vacation rental?
The most popular time to visit Sperryville is during the peak season from July to September. This period is ideal for travelers seeking to immerse themselves in the stunning natural beauty of the Blue Ridge Mountains. With warm temperatures averaging in the mid-70s to mid-80s Fahrenheit, outdoor activities such as hiking, kayaking, and exploring the nearby Shenandoah National Park are at their best. Visitors can enjoy breathtaking views and abundant wildlife while indulging in the local charm of this quaint Virginia town.

July, in particular, is a highlight for many, as it offers vibrant summer festivals and farmers' markets, creating a lively option great for travelers. The combination of comfortable weather and the flourishing local scene makes it an excellent time to experience all that Sperryville has to offer.

If you're looking for a more budget-friendly option, consider planning your visit in December. While this month is quieter, it offers a unique opportunity to enjoy a serene winter getaway, complete with cozy accommodations and the chance to see the landscape blanketed in snow.
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, Virginia, United States of America?
In Sperryville, visitors can enjoy a range of attractions that highlight the town's natural beauty and rich history. The nearby Shenandoah National Park offers stunning hiking trails, picturesque views, and the chance to see diverse wildlife, making it a favorite for outdoor enthusiasts. The park's Skyline Drive is particularly popular for its scenic overlooks and fall foliage.

In the heart of Sperryville, travelers can explore local shops and galleries featuring works by regional artists. The town is also known for its charming historic buildings, which reflect its past as a vital stop along the Waynesboro to Washington stagecoach route.

Food lovers will appreciate the local dining options, including farm-to-table restaurants that emphasize the area's agricultural heritage. The Rappahannock River, just a short distance away, provides opportunities for fishing and kayaking, enhancing the outdoor experience.
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 cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Sperryville vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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