Photo by Michael Gibson

Sperryville vacation rentals

We found 866 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:May 22 - May 29

Image gallery for Mystic Pines log home in Shenandoah Valley with hot tub and spectacular views!

Massive view of the valley, Masannuten mountains, and stars on any clear night.
10 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)

Mystic Pines log home in Shenandoah Valley with hot tub and spectacular views!

Bentonville

14% off
Price is $351
$2,459 for 7 nights
All fees included
Mystic Pines log home in Shenandoah Valley with hot tub and spectacular views!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Sperryville

Why visit Sperryville

  • Outdoor Adventures: Sperryville offers stunning natural landscapes, including captivating caves and beautiful waterfalls, perfect for outdoor enthusiasts.
  • Charming Downtown: Explore the quaint shops and local eateries in Sperryville's vibrant downtown area.
  • Cozy Accommodations: Choose from a variety of cozy cottages and charming cabins for a relaxing stay surrounded by picturesque views.
  • Rich Cultural Experience: Immerse yourself in the local culture and history, enhancing your vacation experience.
  • Proximity to National Park: Enjoy easy access to nearby national parks for more outdoor exploration and adventure.

Popular types of accommodation in Sperryville

Planning a getaway to Sperryville? You're in for a treat. With a variety of accommodations like cozy cottages, charming cabins, and houses, you'll find the perfect spot to unwind. Explore our selection of Sperryville cottage rentals and vacation homes, offering everything from rustic charm to modern comforts. Start your adventure by discovering the best cottage rentals that Sperryville has to offer.

  • Cabins: The top choice for visitors in Sperryville, offering a cozy and rustic experience amidst nature.
  • Houses: A fantastic option for families or groups, providing ample space and home-like amenities.
  • Cottages: Charming and quaint, these rentals offer a delightful getaway with a touch of local character.
  • Apartments: Convenient and comfortable, perfect for those seeking modern amenities in a compact space.
  • Chalets: A unique option that combines alpine charm with stunning views, ideal for a serene retreat.**

Top attractions near Sperryville

Sperryville, Virginia, is an ideal destination for outdoor enthusiasts seeking adventure and stunning scenery. Visitors can explore captivating caves, beautiful waterfalls, and the nearby national park, all offering a rich cultural experience. Whether you're traveling solo, with family, or friends, Sperryville promises unforgettable adventures in nature and a chance to immerse yourself in the vibrant local culture.

  • Luray Caverns: Discover the stunning underground world of Luray Caverns, featuring impressive stalactites and stalagmites. This natural wonder offers guided tours that showcase its breathtaking formations, making it an unforgettable adventure for all ages.
  • Thorton Gap Entrance Shenandoah: Experience the beauty of Shenandoah National Park at Thorton Gap. Enjoy scenic views, hiking trails, and abundant wildlife, perfect for outdoor enthusiasts seeking adventure and picturesque landscapes.
  • Old Rag Mountain: Tackle the challenging trails of Old Rag Mountain, renowned for its breathtaking panoramic views. This rewarding hike combines adventure and stunning scenery, making it a must-visit for nature lovers.

Things to do recommended for couples

For a romantic getaway in Sperryville, explore Little Washington Winery and Sharp Rock Vineyards for delightful wine tastings. Don't miss Gadino Cellars, also nearby. Each venue offers a charming atmosphere perfect for couples to relax and enjoy quality time together.

Things to do recommended for families

Your family vacation in Sperryville will be delightful. Enjoy a relaxing day at Elkwallow Picnic Area, navigate the fun-filled Garden Maze at Luray Caverns, and unwind at Woodstock Recreational Area, all perfect for creating cherished memories together.

Things to do recommended for groups

Experience the fun at Yogi Bear's Jellystone Park, just 9 miles from Sperryville for family adventures. Hike the scenic Mary's Rock Summit Trailhead, 5 miles away, to enjoy the great outdoors. Don't miss the romantic vibes at Copper Fox Distillery, located right in Sperryville.

*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 friends, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Sperryville with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily narrow down your options for all of these amenities and more on Vrbo.
  • Traveling to Sperryville with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with amenities suitable for their age, like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sperryville: For many families, a trip isn’t truly enjoyable unless they have their furry companion along. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sperryville: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Sperryville

Sperryville, Virginia, offers a perfect blend of outdoor adventure and serene scenery, making it an ideal getaway. Explore the charming downtown filled with quaint shops and local eateries, or unwind in a cozy vacation home surrounded by picturesque views. Nearby attractions promise a relaxing atmosphere steeped in history, perfect for families and those seeking solitude. Discover the hidden gems of this delightful village and create unforgettable memories in this beautiful part of the United States.

  • Luray: Luray is a charming city located 13 miles from Sperryville, known for its breathtaking outdoor adventures and scenic beauty. Visitors flock to Luray to explore the stunning Luray Caverns, a natural wonder featuring impressive stalactites and stalagmites. The area is also home to the picturesque Shenandoah National Park, where hiking, picnicking, and wildlife viewing are popular. In the winter, the nearby ski fields offer thrilling downhill experiences for snow sports enthusiasts. With its inviting atmosphere and ample recreational opportunities, Luray is a must-visit destination for nature lovers and adventure seekers alike.
  • Washington: Just 5 miles from Sperryville, Washington is a quaint city that offers a delightful mix of outdoor exploration and romantic charm. Nestled in the foothills, this picturesque town is an ideal spot for leisurely walks and intimate picnics in its scenic parks. Visitors can indulge in local shopping at charming boutiques and enjoy fine dining experiences. The nearby national parks and recreational areas provide ample opportunities for hiking and outdoor activities, making Washington a perfect getaway for couples and families alike, seeking both adventure and relaxation.
  • Woodville: Woodville is a small yet captivating city located 4 miles from Sperryville, known for its stunning natural landscapes and outdoor activities. The area offers access to beautiful recreational spots and ski resorts, making it a favorite among adventure enthusiasts year-round. With proximity to the national parks and mountains, visitors can enjoy hiking, skiing, and exploring the great outdoors. Woodville's peaceful environment and scenic views make it a fantastic destination for those looking to escape the hustle and bustle of city life and immerse themselves in nature.

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

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options.

Unlock savings with One Key

Plan your next group getaway by booking a qualifying Vrbo and enjoy the benefits of earning OneKeyCash on your reservation. Being the planner truly has its perks. When you join our travel rewards program, One Key, you’ll gain immediate access to exclusive member discounts and the opportunity to earn and redeem OneKeyCash on eligible bookings. Sign up today and start reaping the rewards.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform to help you plan new trips, continue where you left off, or organize your travel arrangements. You can easily access your saved or booked properties, which are organized into categories like Potential, Upcoming, and 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)
  • Early Mountain Vineyards (21.7 mi / 34.9 km)
  • Shenandoah Vineyards (22.2 mi / 35.7 km)
  • Sharp Rock Vineyards (7.2 mi / 11.6 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:

  • 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)
  • The Garden Maze at Luray Caverns (13.9 mi / 22.4 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.

More Vacation Ideas