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Waynesboro, VA vacation rentals
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Best Vacation rentals and Airbnb offers in Waynesboro, VA

Top Vacation Rentals for Families in Waynesboro, VA

Booking a family-oriented vacation rental in Waynesboro, VA keeps you close to top city attractions for a stress-free getaway.

Quiet W/hot Tub And 6 Wineries Within 10 Mins. - Waynesboro, VA
9.9 43 reviews
Waynesboro, VA
07/12 – 07/18
$306/nighttotal: $1836 (6 )

Quiet W/hot Tub And 6 Wineries Within 10 Mins.

1 2
cabin , Waynesboro
This Waynesboro, Virginia log cabin is minutes from wineries like Veritas and breweries such as Blue Mountain Brewery, and a short drive from Charlottesville and Monticello.
The one-bedroom, one-bathroom cottage sleeps four, features a king-sized loft bed, full kitchen with dishwasher, jacuzzi, and a firepit, plus access to nearby hiking trails and family-friendly attractions like the Blue Ridge Tunnel Trail.
The Hawksbill Haus (W/ Hot Tub) - Waynesboro, VA
9.6 183 reviews
Waynesboro, VA
07/13 – 07/17
$227/nighttotal: $908 (4 )

The Hawksbill Haus (W/ Hot Tub)

4 2
apartment , Waynesboro
This family-friendly vacation rental is located in Waynesboro, within a 2-mile radius of several attractions like the Shenandoah Valley Art Center, George Washington National Forest, and Waynesboro Heritage Museum. The house boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 4-bedroom, 2-bathroom home comfortably accommodates up to 8 guests. Enjoy features like a fully equipped kitchen, a luxurious jacuzzi, a relaxing garden, a tennis court, and a balcony for outdoor dining and relaxation.
The Bungalow At Afton Mountain Retreat - Waynesboro, VA
10 269 reviews
Waynesboro, VA
08/02 – 08/08
$433/nighttotal: $2598 (6 )

The Bungalow At Afton Mountain Retreat

1 1
apartment , Waynesboro
The Bungalow at Afton Mountain Retreat is located just a quarter mile from Veritas Vineyard and within ten minutes of breweries, vineyards, distilleries, and cideries along Route 151 in Crozet, making it a perfect base for exploring the Virginia Wine Country. This charming bungalow has earned excellent ratings for its location, cleanliness, and overall experience.
This 1650 square foot home has three bedrooms, two bathrooms, and can comfortably accommodate up to seven guests. The bungalow features a fully equipped kitchen, a spacious family room with a large TV, a convenient laundry room, and a large driveway with keypad entry for easy access.
Cute Place 2yrs Old Near 2 Ski Resorts, Many Wineries/breweries, Br Parkway, . - Waynesboro, VA
9.8 8 reviews
Waynesboro, VA
08/02 – 08/08
$204/nighttotal: $1224 (6 )

Cute Place 2yrs Old Near 2 Ski Resorts, Many Wineries/breweries, Br Parkway, .

3 1
apartment , Waynesboro
This Waynesboro vacation rental, located two miles from downtown and close to the Blue Ridge Parkway, offers easy access to Basic City Beer, Wintergreen Resort, and Massanutten Resort.
This three-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with dishwasher, air conditioning, a cozy yard, back deck with barbecue, and is a mile from a greenway with river access for fishing.

Best Waynesboro, VA vacation rentals with parking

Soulful Retreat In Afton, Va, Near Vineyards And Breweries, & Restorative Views - Waynesboro, VA
10 58 reviews
Waynesboro, VA
08/23 – 08/29
$1124/nighttotal: $6744 (6 )

Soulful Retreat In Afton, Va, Near Vineyards And Breweries, & Restorative Views

5 1
apartment , Waynesboro
The Lewis Catherine House is located on Afton Mountain Road, a scenic and peaceful location near the entrance of Veritas Winery, offering easy access to wineries, breweries, and restaurants. The house has received excellent user ratings and is a great option for families and groups looking for a comfortable and spacious accommodation.
The 3600 square foot house has 5 bedrooms and 5 bathrooms, accommodating up to 12 guests. The house features a fully equipped kitchen, a jacuzzi, a terrace, a garden, and parking, as well as air conditioning and internet access. Guests can enjoy nearby activities like game walks, birdwatching, and exploring local landmarks.
Come And Enjoy A Beautiful View And Relaxing Time At Windy Knoll.... - Waynesboro, VA
10 226 reviews
Waynesboro, VA
08/23 – 08/29
$354/nighttotal: $2124 (6 )

Come And Enjoy A Beautiful View And Relaxing Time At Windy Knoll....

2 1
apartment , Waynesboro
This Waynesboro mountainside home, near Crozet, is located within three miles of Veritas Vineyard and Winery and Afton Mountain Vineyards, and six miles from Shenandoah National Park's North Entrance and the Blue Ridge Parkway.
This 1700-square-foot vacation rental boasts two bedrooms, two bathrooms, sleeps six, and features a fully equipped kitchen, spa, terrace, BBQ grills, free WiFi, and a fireplace; nearby activities include wine tasting and exploring Shenandoah National Park.
Wine Country Retreat Near National Park - Waynesboro, VA
9.9 17 reviews
Waynesboro, VA
08/23 – 08/29
$408/nighttotal: $2448 (6 )

Wine Country Retreat Near National Park

1 2
apartment , Waynesboro
This Waynesboro cabin offers sweeping Blue Ridge Mountain views from a secluded 2+ acre property, just 5 minutes from Shenandoah National Park and 3 minutes from the Blue Ridge Tunnel Trail.
This 3-bedroom, 2-bathroom cabin accommodates up to 8 guests and features a private hot tub, EV charger, modern open-concept interior, and is a 20-25 minute drive to Charlottesville and the University of Virginia, with proximity to the Nelson 151 Wine Trail.
The Farmhouse At Wellington: Waynesboro, Sleeps 12 - Waynesboro, VA
9.6 8 reviews
Waynesboro, VA
07/12 – 07/18
$393/nighttotal: $2358 (6 )

The Farmhouse At Wellington: Waynesboro, Sleeps 12

4 2
apartment , Fishersville
This Waynesboro vacation home, near Zeus Digital Theater (1.2 miles), Augusta County Public Library (under 3 miles), and the P. Buckley Moss Gallery (under 3 miles), offers convenient access to Fishersville attractions.
This four-bedroom, two-bathroom house sleeps twelve guests and features a fully equipped kitchen, in-house laundry, free Wi-Fi, and on-site parking, plus games for entertainment.

Frequently Asked Questions about vacation rentals in Waynesboro, VA

  • What are some interesting places to visit in or near Waynesboro, VA?

    Waynesboro is home to the beautiful Shenandoah National Park, just a short drive away. You can also visit the historic downtown area with its charming shops and restaurants, or head to the Waynesboro Heritage Museum to learn about the city's past.
  • What are the best Airbnb and vacation rentals in Waynesboro, VA?

    Spacious Lower Level Airbnb Read Summary, Come And Enjoy A Beautiful View And Relaxing Time At Windy Knoll... and The Stable are the most popular Airbnb and vacation rentals in Waynesboro, VA among travelers.

  • Which walking or cycling routes are the best in Waynesboro, VA?

    The Shenandoah River Greenway is a popular choice for walking and cycling, offering scenic views of the river. For a more challenging ride, try the Blue Ridge Parkway, which offers breathtaking mountain scenery.
  • What are the most popular Airbnbs in Waynesboro, VA?

    Among the Airbnbs in Waynesboro, VA, Spacious Lower Level Airbnb Read Summary, The Stable and The Ivy Cottage: Historic Downtown Charm are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Waynesboro, VA?

    Waynesboro is a great place for hiking, fishing, and kayaking. You can also enjoy golfing at one of the local courses or take a scenic drive along the Blue Ridge Parkway.
  • What are the best vacation rentals with a pool in Waynesboro, VA?

  • What other towns or cities can be easily accessed from Waynesboro, VA?

    Staunton and Charlottesville are both within a 30-minute drive of Waynesboro, and offer a variety of attractions, restaurants, and shops. You can also easily reach Harrisonburg and Lexington, both within an hour's drive.
  • What are the best rentals for families and kids in Waynesboro, VA?

    The best rentals for families and kids in Waynesboro, VA are The Ivy Cottage: Historic Downtown Charm, The Hawksbill Haus (W/ Hot Tub) and Hayes Branch Cottage.

  • What amenities are commonly available in vacation rentals in Waynesboro, VA?

    Vacation rentals in Waynesboro typically offer amenities like Wi-Fi, laundry facilities, and parking. Some rentals may also have a private pool, hot tub, or fireplace.
  • What are the best rentals or Airbnbs with a jacuzzi in Waynesboro, VA?

    The best vacation rentals or Airbnb with a jacuzzi in Waynesboro, VA are New Cheerful 2 Bd Bungalow With Hot Tub - Must See, The Hawksbill Haus (W/ Hot Tub) and Hayes Branch Cottage.

  • What time of year is best to rent a vacation rental Waynesboro, VA?

    The best time to visit Waynesboro is during the spring and fall, when the weather is mild and the leaves are changing colors. Summer is also a popular time to visit, but it can get hot and humid.
  • What are the local dishes in Waynesboro, VA region?

    The Shenandoah Valley is known for its delicious Southern cuisine. You can find classic dishes like fried chicken, biscuits and gravy, and barbecue. Be sure to try some of the local apple cider and apple pie, too!

Destinations nearby

Best Vacation Rentals with Balconies in Waynesboro, VA

Wake up to breathtaking views at these Waynesboro, VA vacation rentals with balconies, perfect for your morning coffee.

Fox Hill - Waynesboro, VA
Waynesboro, VA
07/13 – 07/17
$287/nighttotal: $1148 (4 )

Fox Hill

2 2
house , Sherando
This Afton vacation home is located approximately 22-23 miles from Scott Stadium, John Paul Jones Arena, and Klockner Stadium, and 25 miles from Shenandoah Valley Regional Airport.
This 2-bedroom house offers accommodation for 11 guests with a fully equipped kitchen, hot tub, patio, terrace, and on-site parking with an electric vehicle charging station.
Afton Clubhouse - Waynesboro, VA
9.8 56 reviews
Waynesboro, VA
07/13 – 07/17
$389/nighttotal: $1556 (4 )

Afton Clubhouse

3 2
house , Sherando
This Sherando house rental, located in Afton, Virginia, is approximately 22-23 miles from Charlottesville attractions like the University of Virginia and Scott Stadium.
The three-bedroom, two-bathroom home features a fully equipped kitchen with a dishwasher, a jacuzzi, a terrace, and a garden; guests can enjoy nearby outdoor activities such as fishing, canoeing, and hiking.
A Private, Design-forward Mountain Retreat For Couples Seeking Peace, Privacy, And Quiet Luxury. - Waynesboro, VA
Waynesboro, VA
07/13 – 07/17
$541/nighttotal: $2164 (4 )

A Private, Design-forward Mountain Retreat For Couples Seeking Peace, Privacy, And Quiet Luxury.

2 2
apartment , Waynesboro
This Afton vacation rental, near Waynesboro, Virginia, offers easy access to Shenandoah National Park and local wineries like Veritas Vineyard and Winery and Basic City Beer Co.
The 2,160-square-foot apartment features a spacious three-bedroom layout, accommodating up to six guests, and includes a fully equipped kitchen, private balcony, jacuzzi, and high-speed Wi-Fi.
Skyline Retreat Luxury Secret Speakeasy - Waynesboro, VA
Waynesboro, VA
08/23 – 08/29
$647/nighttotal: $3882 (6 )

Skyline Retreat Luxury Secret Speakeasy

4 2
house , Waynesboro
This Afton vacation home offers stunning Skyline Retreat mountain views and is located 20 miles from Shenandoah Valley Regional Airport, with Scott Stadium, John Paul Jones Arena, Klockner Stadium, Sheridan Snyder Tennis Center, and the University of Virginia within a 20-23 mile radius.
This 2780 square foot house accommodates up to 15 guests with 4 bedrooms and 4 bathrooms, featuring a hot tub, a well-equipped kitchen, a patio, a terrace, and complimentary WiFi, and is a non-smoking property.

Our Favorite Pet-Friendly Vacation Rentals in Waynesboro, VA

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Waynesboro, VA are steps away from dog parks and city walks.

Chalet-vue Sur La Vallée-salle De Bain Privée - Waynesboro, VA
10 155 reviews
Waynesboro, VA
08/23 – 08/29
$348/nighttotal: $2088 (6 )

Chalet-vue Sur La Vallée-salle De Bain Privée

1 1
chalet , Sherando
This chalet is located on Elk Mountain, just off the Blue Ridge Parkway, a short drive from Charlottesville, wineries, breweries, and cideries. It has excellent user, location, and cleanliness ratings.
The cabin has two bedrooms, one on the main floor and one in the loft, and can accommodate up to four guests. The chalet features a spacious kitchen, a luxurious bathroom with a double-headed shower and a two-person soaker tub, a large deck with a fire pit and porch swing, and stunning mountain views.
Farmhouse At The Foot Of The Blue Ridge Mountains - Waynesboro, VA
10 41 reviews
Waynesboro, VA
08/23 – 08/29
$278/nighttotal: $1668 (6 )

Farmhouse At The Foot Of The Blue Ridge Mountains

4 1
apartment , Dooms
This pet-friendly farmhouse is located in Waynesboro, Virginia, just 10 minutes from Skyline Drive and Blue Ridge Parkway, 15 minutes from Route 151 with numerous wineries and breweries, and 30 minutes from both Charlottesville and Wintergreen. This property has received excellent user ratings.
The farmhouse features four bedrooms and two bathrooms, accommodating up to eight guests. Amenities include a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, parking, and internet access, perfect for a comfortable and enjoyable stay.
Cottage On Wine/brew Trail! - Waynesboro, VA
9.6 708 reviews
Waynesboro, VA
07/11 – 08/08
$123/nighttotal: $3444 (28 )

Cottage On Wine/brew Trail!

1 2
cottage , Waynesboro
This Waynesboro cottage offers a prime location near Blue Mountain Brewery and Flying Fox Vineyard, with easy access to Shenandoah National Park and other area wineries and breweries.
The one-bedroom, one-bathroom house sleeps four with a king bed, fold-down sofa, and queen-size fold-out couch; amenities include a full kitchen, laundry facilities, fiber internet, and a pet-friendly policy ($40 fee applies).
Studio Apt. In Wine/brewery Country/on 151 - Waynesboro, VA
9.5 878 reviews
Waynesboro, VA
08/23 – 08/29
$94/nighttotal: $564 (6 )

Studio Apt. In Wine/brewery Country/on 151

1 1
studio , Waynesboro
This Waynesboro studio apartment is located in the countryside near Afton, Virginia, less than a mile from Blue Mountain Brewery and Flying Fox Vineyard, and within a 2-5 mile radius of several other wineries and distilleries. The renovated garage apartment features a full kitchen, a private bathroom, and a comfortable living space that can accommodate up to three guests.
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