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Waynesboro vacation rentals

We found 930 vacation rentals — enter your dates for availability

Discover a selection of 25 homes and other vacation rentals in Waynesboro that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the best amenities for spending time at your vacation home, which might include parking and a pool. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Waynesboro

Showing deals for:Apr 3 - Apr 10

Image gallery for Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing

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10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing

Roseland

17% off
Price is $409
$2,860 for 7 nights
All fees included
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing

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Find out more about Waynesboro

Why visit Waynesboro

  • Outdoor Adventures: Waynesboro is a paradise for outdoor enthusiasts, offering activities like hiking, skiing, and exploring scenic landscapes.
  • Charming Downtown: Stroll through the vibrant downtown area filled with family-friendly attractions, shops, and local eateries.
  • Rich History: Discover historic houses and visitor centers that showcase the unique cultural heritage of Waynesboro.
  • Friendly Locals: Experience the warm hospitality of the community, making your visit even more enjoyable.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy cabins and convenient condos, to suit your needs.

Popular types of accommodation in Waynesboro

Discover the perfect getaway in Waynesboro with a variety of vacation rentals to suit your needs. Whether you're looking for cozy houses, charming cabins, or convenient condos, you'll find a range of options. Explore rentals near Waynesboro, house rentals, Windigrove apartments, and rooms for rent that provide comfort and convenience. Your ideal vacation experience awaits in this beautiful destination.

  • Houses: The top choice for travelers in Waynesboro, offering spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular option for those seeking modern amenities and convenient locations for their stay in Waynesboro.
  • Cabins: Ideal for nature enthusiasts, these rentals provide a cozy and rustic experience surrounded by the beauty of the outdoors.
  • Apartments: A practical choice for solo travelers or couples, offering essential comforts in a central setting.
  • Cottages: These quaint and charming rentals provide a warm, inviting atmosphere for a romantic getaway or peaceful retreat.**

Top attractions in and around Waynesboro

Waynesboro, Virginia, is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and a variety of attractions. Visitors can explore popular points of interest, including ski resorts, visitor centers, and historic houses. Whether you're traveling solo, with family, or as part of a group, Waynesboro provides a rich cultural experience and plenty of outdoor activities to enjoy during your vacation.

  • Blue Ridge Parkway North Entrance: Located a mere 3 miles from Waynesboro, this visitor center offers a gateway to stunning outdoor adventures. With family-friendly vibes, it's perfect for hiking, picnicking, and soaking in the breathtaking natural beauty of the Blue Ridge Mountains.
  • Rockfish Gap Entrance Shenandoah: Situated within Waynesboro, this national park features incredible scenery and adventurous trails. Explore the rugged landscapes, enjoy wildlife sightings, and experience the great outdoors in a serene environment.
  • Wintergreen Resort: Just 11 miles away, this ski resort is a winter wonderland offering skiing, snowboarding, and other outdoor adventures. Experience thrilling slopes and cozy lodges with stunning mountain views year-round.

Things to do recommended for couples

For a romantic getaway in Waynesboro, venture to Wintergreen Resort for skiing and adventure, savor the enchanting atmosphere at Veritas Vineyard and Winery, or unwind together at All's Well Massage Studio for a rejuvenating spa experience. Enjoy your couple's escape in this charming town.

Things to do recommended for families

During your family vacation in Waynesboro, enjoy a day at Sherando Lake Recreation Area for relaxation, explore Gypsy Hill Park for fun outdoor activities, and unwind at Montgomery Hall Park, all within a short drive. These spots provide perfect experiences for families seeking wellness and adventure.

Things to do recommended for groups

Gather your group for a fun outing at Basic City Beer Co. for local brews, catch a show at the historic Wayne Theatre, or enjoy a family movie night at Zeus Digital Theater. Waynesboro offers a perfect blend of entertainment and culture for your group adventure.

*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 Waynesboro

When planning your trip—whether you're traveling with friends, family, pets, or seeking extended stays—be sure to apply the right filters for your needs. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Waynesboro with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Waynesboro with young kids: Traveling with young children can be quite demanding. It's essential to prioritize their comfort and safety, as well as seek out suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Waynesboro: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If you can relate to this, take a look at Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Waynesboro: If you're in search of vacation rentals that offer great deals for month-long stays, you've come to the perfect spot. By using the right filters, you can effortlessly discover and save on these monthly rentals. Don't forget to include additional preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Waynesboro

Waynesboro, Virginia, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a memorable vacation. Explore the charming downtown area, where family-friendly activities await, and venture into nearby neighborhoods that showcase friendly locals and vibrant atmospheres. Don't miss out on the stunning landscapes and excursions that the surrounding regions provide, making Waynesboro a fantastic base for your exploration of this picturesque part of the United States.

  • Staunton: Located approximately 11 miles from Waynesboro, Staunton is a charming city known for its picturesque outdoor experiences and adventure opportunities. Nestled in the scenic Shenandoah Valley, travelers flock to Staunton to enjoy activities like skiing in the winter and exploring nearby national parks and recreational areas. The stunning vistas and lush landscapes make it a perfect destination for nature lovers. Notable attractions include the local national state park and serene lakes, where visitors can hike, fish, and take in the breathtaking scenery.
  • Afton: Just 4 miles from Waynesboro, Afton serves as a gateway to adventure, particularly for skiing enthusiasts. This small city is surrounded by the beautiful Blue Ridge Mountains, providing ample opportunities for outdoor activities year-round. From ski resorts to scenic hiking trails, Afton is a must-visit for those looking to embrace the great outdoors. With its proximity to national parks and tranquil lakes, Afton offers a perfect blend of excitement and relaxation, making it an excellent retreat for outdoor lovers.
  • Blue Ridge Tunnel Trail: Located a mere 2 miles from Waynesboro, the Blue Ridge Tunnel Trail is a scenic footpath that invites travelers to immerse themselves in the natural beauty of the region. This trail, which features a historic tunnel, is perfect for hiking and offers stunning views of the surrounding landscape. Visitors can enjoy the fresh air and explore the nearby recreational areas, all while being close to national parks and lakes. The trail is ideal for those seeking adventure and scenic experiences in a tranquil setting.

Best time to go to Waynesboro

If you're planning a trip to Waynesboro, 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
January32.4°F (0.2°C)Light RainMostly SunnySlightly LowSlightly High
February36.3°F (2.4°C)Light RainMostly SunnyAverageSlightly High
March43.3°F (6.3°C)Light RainMostly SunnyAverageSlightly Low
April53.4°F (11.9°C)Light RainMostly SunnySlightly HighSlightly Low
May62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
June70.5°F (21.4°C)Light RainMostly SunnyAverageAverage
July75.0°F (23.9°C)Light RainMostly SunnySlightly HighAverage
August72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly Low
September66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
October55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
November43.9°F (6.6°C)Light RainMostly SunnySlightly LowAverage
December37.6°F (3.1°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you aiming to save on your upcoming travels? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that meets your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your reservation. Being the planner really pays off. By joining our travel rewards program, One Key, you can quickly access member discounts and earn as well as redeem OneKeyCash on eligible bookings. Sign up today and start enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform to plan new adventures, resume your previous arrangements, or manage your travel itinerary. You can easily find the properties you’ve saved or booked, 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.

Head to the beautiful city of Waynesboro

Come and experience Waynesboro and its wineries, festivals and art galleries. Travelers like the hiking, restaurants and skyscrapers in this scenic and cosmopolitan city. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Waynesboro

Are you hoping to find attractions to visit 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 makes Waynesboro a fun place to get away. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Veritas Vineyard and Winery (4.5 mi / 7.3 km)
  • Afton Mountain Vineyards (4.7 mi / 7.5 km)
  • King Family Vineyards (8.8 mi / 14.1 km)
  • Wintergreen Resort (10.7 mi / 17.3 km)
  • Stoney Creek Golf Course (11.8 mi / 19.1 km)
  • Pippin Hill Farm & Vineyards (14.5 mi / 23.3 km)

Exploring the natural features in Waynesboro

Whether you're looking for adventure or just want to spend some time taking in the scenery, Waynesboro is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Rockfish Gap Entrance Shenandoah (2.8 mi / 4.5 km)
  • Blue Ridge Parkway North Entrance (3.2 mi / 5.1 km)
  • Reids Gap Trailhead (12.7 mi / 20.4 km)
  • Sherando Lake Recreation Area (12.7 mi / 20.4 km)
  • Grand Caverns (13.5 mi / 21.8 km)
  • Crabtree Falls (18.2 mi / 29.4 km)

Transportation to and around Waynesboro

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 13.5 mi (21.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Charlottesville-Albemarle Airport (CHO), which is 24.7 mi (39.7 km) away.

Frequently asked questions

What is the best area to stay in Waynesboro when booking a vacation rental?
When considering a vacation rental in Waynesboro, Virginia, a popular area to stay is the downtown district. This vibrant neighborhood offers a charming small-town atmosphere and is conveniently located near many local attractions. Visitors can enjoy the historic Wayne Theatre, which frequently hosts live performances and events, and the nearby Shenandoah Valley Art Center, showcasing local artists and providing cultural enrichment.

Another great option is the area surrounding the Blue Ridge Parkway. Staying here immerses you in the stunning natural beauty of the Appalachian Mountains, making it ideal for outdoor enthusiasts. You can easily access hiking trails and scenic overlooks, allowing you to explore the breathtaking landscapes that the region is known for.
How much does it cost to rent a vacation home in Waynesboro?
Prices for vacation rentals in Waynesboro 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 Waynesboro 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 Waynesboro vacation house rentals?
You can find great discounts on house rentals in Waynesboro 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.
Where are the best Waynesboro ski resort rentals?
For skiing near Waynesboro, Virginia, the best options are found at the nearby Wintergreen Resort, located just a short drive away in the Blue Ridge Mountains. Travelers looking for rentals should consider the areas around Wintergreen, where a range of properties are available, from cozy cabins to multi-bedroom condos that can accommodate families or groups.

Many of these rentals come with amenities such as fully equipped kitchens, fireplaces, and outdoor spaces, allowing guests to unwind after a day on the slopes. Additionally, some properties offer ski-in/ski-out access, making it convenient for avid skiers to hit the trails with ease.

In the Wintergreen area, guests can also enjoy access to various recreational activities beyond skiing, including hiking trails and golf courses. The surrounding landscape is beautiful, especially in winter, when the mountains are blanketed in snow. Rentals often provide modern conveniences such as Wi-Fi, laundry facilities, and sometimes even indoor pools or spas, enhancing the overall experience for travelers seeking a winter getaway.
What is the most popular type of vacation rental accomodation in Waynesboro?
In Waynesboro, vacation houses are the most popular rental choice, with about 26 available in the area. These houses typically offer spacious living areas, multiple bedrooms, fully equipped kitchens, and outdoor spaces ideal for gatherings or relaxation after a day of exploring the beautiful Shenandoah Valley. Additionally, there are around 16 apartments scattered throughout the city, often located in convenient areas near local attractions such as the Waynesboro Historic District and the nearby Blue Ridge Parkway. Many of these apartments come with modern amenities, including Wi-Fi and laundry facilities. There are also several charming cottages available, providing a cozy atmosphere for travelers seeking a quaint retreat.
Are there any family house rentals in Waynesboro?
In Waynesboro, Virginia, families will find a variety of vacation rentals, with around 27 options available throughout the area. This charming city is located in the picturesque Shenandoah Valley, making it an excellent base for outdoor adventures and family activities. Many of the homes feature spacious living areas, full kitchens for preparing meals together, and outdoor spaces for children to play. Amenities such as air conditioning and Wi-Fi add to the comfort and convenience of the stay.

The nearby Blue Ridge Parkway offers stunning views and numerous hiking trails, great for families looking to explore nature. Additionally, Waynesboro is close to various parks and recreational areas, providing ample opportunities for picnics, sports, and enjoying the beautiful scenery.
Can I rent a vacation home with a pool or hot tub in Waynesboro?
In Waynesboro, Virginia, there are several vacation homes available for rent that feature pools or hot tubs, providing great options for travelers looking to relax and unwind. The city is surrounded by the stunning Blue Ridge Mountains, offering a beautiful backdrop for your stay. Many rentals in the area come equipped with amenities such as outdoor pools, private hot tubs, spacious decks, and fully equipped kitchens, making them ideal for family gatherings or group getaways.

Travelers can also enjoy the convenience of nearby hiking trails, wineries, and local attractions that showcase the natural beauty and cultural heritage of the region. Find your rental in Waynesboro with a pool or a hot tub.
Can I find long-stay vacation rentals in Waynesboro?
A long-stay vacation rental in Waynesboro 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 Waynesboro?
In Waynesboro, there are several pet-friendly house rentals available, providing a comfortable stay for travelers with pets. Many of these homes feature amenities such as spacious yards, fully equipped kitchens, and cozy living areas, making them suitable for families or groups.

The rentals are often located near the scenic Blue Ridge Parkway, where you can enjoy breathtaking views and outdoor activities like hiking and picnicking with your furry companions. Additionally, the nearby Waynesboro city parks, such as Ridgeview Park and Constitution Park, offer open spaces and walking trails that are superb for leisurely strolls with pets. See all pet-friendly rentals in Waynesboro.
Are there any remote work vacation rentals in Waynesboro?
In Waynesboro, Virginia, there are numerous options for remote work vacation rentals, with around 37 available for travelers seeking a conducive environment for productivity. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable office furniture, including desks and ergonomic chairs. Some rentals may even offer additional features like computer monitors to enhance the remote working experience.

The area is known for its beautiful mountainous backdrop, providing a serene setting that can help inspire creativity during work hours. Beyond the workspace, travelers can enjoy local attractions such as the picturesque Blue Ridge Parkway, nearby hiking trails, and the vibrant downtown area with its shops and restaurants. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Waynesboro vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Waynesboro 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 Waynesboro?
In Waynesboro, popular vacation rental amenities include WiFi, kitchens, coffee and tea makers, patios, and blenders. These features cater to travelers looking for convenience and comfort during their stay. Many rentals provide fully equipped kitchens, allowing guests to prepare their own meals, while patios offer a pleasant outdoor space to relax after exploring the scenic beauty of the Shenandoah Valley. The availability of WiFi ensures that guests can stay connected, whether for work or leisure.
When is the best time to visit Waynesboro for a vacation rental?
The best time to visit Waynesboro for a vacation rental is during the peak season from July to September. This vibrant period attracts travelers eager to explore the picturesque Blue Ridge Mountains and enjoy outdoor activities such as hiking, biking, and scenic drives. With warm temperatures averaging in the mid-70s to mid-80s Fahrenheit, the summer months create ideal conditions for enjoying the area's breathtaking landscapes and abundant wildlife.

July, in particular, stands out as the most popular month for visitors. During this time, you can partake in local summer festivals and events, making it an excellent opportunity to immerse yourself in the community's culture. Whether you're wandering through the charming downtown area or exploring the nearby Shenandoah National Park, you'll find plenty of activities to fill your days.

For those seeking a more budget-friendly option, consider visiting Waynesboro in December. While this month may be quieter, it offers a unique charm with the potential for winter activities and holiday festivities. You can enjoy cozy evenings in your vacation rental and take advantage of the lower rental rates.

Ultimately, the best time to visit Waynesboro depends on your preference for vibrant summer experiences filled with outdoor adventures or the peacefulness of a quieter winter getaway.
How early should I book a Waynesboro vacation rental?
Book your Waynesboro 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 Waynesboro?
In Waynesboro, visitors can explore a variety of attractions that showcase the area's natural beauty and rich history. The downtown area features charming shops, local eateries, and cultural spots such as the Waynesboro Heritage Museum, where guests can learn about the city's past. Additionally, the nearby Blue Ridge Parkway offers stunning scenic views and hiking opportunities, making it a must-visit for outdoor enthusiasts.

For those interested in the arts, the Wayne Theatre is a top venue for live performances and events, contributing to the local cultural scene. Nature lovers can also explore the picturesque Ridgeview Park, which has walking trails, picnic areas, and a playground, superb for families.
Can I change or cancel my Waynesboro home rental booking on Vrbo?
To find Waynesboro 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 Waynesboro 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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