Waynesboro holiday homes

We found 979 holiday rentals — enter your dates for availability
Discover a selection of 30 homes and other holiday rentals in Waynesboro that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for hanging out with the people that matter most, including parking and a TV. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Waynesboro

Showing deals for:18 Dec - 25 Dec

Bright and spacious log cabin dining area.
Cozy log cabin porch with rocking chairs, warm interior glow, and forest views. Perfect for relaxing evenings in a peaceful, secluded woodland setting.
Elegant rustic living room featuring a grand stone fireplace, wood-burning stove, rich antique-style furnishings, and serene forest views through expansive glass doors.
Dining Area.
Exceptional
(244 reviews)

Restored Double Log Cabin on 400 Mountain Acres

Afton

7% off
NZ$9,379
for 7 nights, 1 cabin
NZ$1,340 per night
includes taxes & fees
Restored Double Log Cabin on 400 Mountain Acres
Living area
Afton Mountain
Living area
Games room
Exceptional
(33 reviews)

Afton Escape-New Arcade, Winery Brewery EV-Charger

Afton

7% off
NZ$9,828
for 7 nights, 1 home
NZ$1,404 per night
includes taxes & fees
Afton Escape-New Arcade, Winery Brewery EV-Charger
Private well-lit walkway to your private entrance on home's main floor.
Wall-to-wall windows creating a backdrop of treetops & mountain views.
The kitchen opens directly to the living room with beautiful views.
Living room with full views of valley & mountains. Wood burning fireplace.
Exceptional
(58 reviews)

Spacious + Serene Mtn Top Escape, 4 En Suites

Nellysford

8% off
NZ$10,057
for 7 nights, 1 home
NZ$1,437 per night
includes taxes & fees
Spacious + Serene Mtn Top Escape, 4 En Suites
Living area
Interior
Property grounds
Dining
Exceptional
(22 reviews)

Fire pit with MTN views! Book for fall! Nelson 151!

Roseland

8% off
NZ$10,144
for 7 nights, 1 home
NZ$1,449 per night
includes taxes & fees
Fire pit with MTN views! Book for fall! Nelson 151!
Dine on the screened in deck.
Enjoy some wine by the fire pit.
The kitchen features seating for two at the bar top.
Enjoy the view from the deck.
Exceptional
(10 reviews)

Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!

Afton

8% off
NZ$8,336
for 7 nights, 1 home
NZ$1,191 per night
includes taxes & fees
Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
Living space
Chestnut House at dusk
Master bedroom / River view
Living area
Exceptional
(103 reviews)

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Roseland

8% off
NZ$3,620
for 7 nights, 1 cottage
NZ$517 per night
includes taxes & fees
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
Cozy Family Room with wood burning fireplace
Enter into spacious great room
Primary bedroom with King bed
Perfect spot to sit with a cup of coffee or watch the sunset from inside
Exceptional
(33 reviews)

Mountain Season Lodge

Nellysford

12% off
NZ$11,437
for 7 nights, 1 room
NZ$1,634 per night
includes taxes & fees
Mountain Season Lodge
Makes out into bed
Exterior
Interior
Fire pit with accessories to use as grill
Exceptional
(73 reviews)

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Montebello

12% off
NZ$1,990
for 7 nights, 1 cabin
NZ$284 per night
includes taxes & fees
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior
Terrace/patio
Dining
Private kitchen
Exceptional
(6 reviews)

Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet

Charlottesville

16% off
NZ$5,469
for 7 nights, 1 home
NZ$781 per night
includes taxes & fees
Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet
Our private home.
The propane fire pit provides intimacy and warmth!
The first bedroom on the bottom floor.
The downstairs full bathroom with shower/tub combo and washer/dryer.
Exceptional
(26 reviews)

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Afton

8% off
NZ$4,070
for 7 nights, 1 home
NZ$581 per night
includes taxes & fees
Secluded 20+ Acre Retreat Near Brew & Wine Trails
Dining
Living area
Exterior
Living area
Exceptional
(22 reviews)

Above the Clouds! Perfect Escape for Families!

Nellysford

11% off
NZ$6,744
for 7 nights, 1 home
NZ$963 per night
includes taxes & fees
Above the Clouds! Perfect Escape for Families!
Interior
Exterior
Interior
Interior
Exceptional
(30 reviews)

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

Montebello

12% off
NZ$1,990
for 7 nights, 1 cabin
NZ$284 per night
includes taxes & fees
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Private kitchen
Exterior
Interior
Property grounds
Exceptional
(24 reviews)

New Blue RIdge Mountains Montebello, Virginia with stary stary skies

Montebello

12% off
NZ$1,990
for 7 nights, 1 cabin
NZ$284 per night
includes taxes & fees
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Living area
Dining
Living area
Interior
Exceptional
(59 reviews)

Spectacular mountain home perfect for multiple families! Just added deck firepit

Nellysford

8% off
NZ$4,708
for 7 nights, 1 home
NZ$673 per night
includes taxes & fees
Spectacular mountain home perfect for multiple families! Just added deck firepit
Interior
Private kitchen
Private kitchen
Exterior detail
Exceptional
(62 reviews)

Rockfish Farmhouse - Home In the heart of The Rockfish Valley

Afton

8% off
NZ$4,404
for 7 nights, 1 home
NZ$629 per night
includes taxes & fees
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
Living area
Afton Cabin Firepit
Afton Cabin Front
Living area
Exceptional
(28 reviews)

Afton Escape! NEW Arcade, Wineries, Breweries

Afton

7% off
NZ$11,469
for 7 nights, 1 apartment
NZ$1,638 per night
includes taxes & fees
Afton Escape! NEW Arcade, Wineries, Breweries
Dining Room table for all your friends & family in front of bay windows w views
Gas grill, Adirondacks chairs with custom-dimmable patio lights & firepit
Imported 100-year old door to deck with incredible glasswork that dazzles!
Living Room with fireplace & beautiful 100-year old door w intricate glasswork
Exceptional
(12 reviews)

5 BR Wintergreen House w/ Game Room, 75” TV, Ping Pong, Foosball, Wet Bar & Deck

Nellysford

8% off
NZ$12,724
for 7 nights, 1 home
NZ$1,818 per night
includes taxes & fees
5 BR Wintergreen House w/ Game Room, 75” TV, Ping Pong, Foosball, Wet Bar & Deck
master bedroom
Property grounds
kitchen
living room
Exceptional
(94 reviews)

COZY SKI COTTAGE--SKI IN SKI OUT

Nellysford

8% off
NZ$6,854
for 7 nights, 1 home
NZ$979 per night
includes taxes & fees
COZY SKI COTTAGE--SKI IN SKI OUT
Living area
Living area
Games room
Fully Equiped Kitchen
Exceptional
(129 reviews)

Eagles Court Slopeside Condo, Wifi, Walk to everything!

Nellysford

11% off
NZ$2,383
for 7 nights, 1 apartment
NZ$340 per night
includes taxes & fees
Eagles Court Slopeside Condo, Wifi, Walk to everything!
Dining
Let's go back outside!
Open plan living and flexible seating!
Drone view of Black Bear Lodge!
Exceptional
(34 reviews)

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

Nellysford

8% off
NZ$13,511
for 7 nights, 1 home
NZ$1,930 per night
includes taxes & fees
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
Private kitchen
Private kitchen
Living area
Terrace/patio
Exceptional
(22 reviews)

Cozy Farmhouse W/Mountain Views

Roseland

7% off
NZ$3,810
for 7 nights, 1 home
NZ$544 per night
includes taxes & fees
Cozy Farmhouse W/Mountain Views
Living area
Living area
Living area
Dining
Exceptional
(28 reviews)

Condo at Fairway Woods, perfect home base for ski season! ☃️🏂

Nellysford

12% off
NZ$3,725
for 7 nights, 1 home
NZ$532 per night
includes taxes & fees
Condo at Fairway Woods, perfect home base for ski season! ☃️🏂
New Double Oven and Microwave (Jan 2021)
Living/Dinning Room (Table Expands to seat 6).
New Living Room Furniture (2021)
Deck
Exceptional
(107 reviews)

Laurelwood Condo, Walk to Slopes, The Market & Restaurants + NFL Sunday Ticket

Nellysford

12% off
NZ$5,377
for 7 nights, 1 apartment
NZ$768 per night
includes taxes & fees
Laurelwood Condo, Walk to Slopes, The Market & Restaurants + NFL Sunday Ticket
Living area
Great mountain views, with relaxing pond.
Private kitchen
Dining
Exceptional
(67 reviews)

Suite in Shenandoah Valley

Waynesboro

6% off
NZ$2,340
for 7 nights, 1 home
NZ$334 per night
includes taxes & fees
Suite in Shenandoah Valley

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Head to the scenic city of Waynesboro

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

Sightseeing in and around Waynesboro

Are you searching for things to do in the city? Venture out of your cosy holiday rental and check out everything that makes Waynesboro a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Pippin Hill Farm & Vineyards (14.5 mi / 23.3 km)
  • White Oak Lavender Farm & The Purple WOLF Vineyard (20.6 mi / 33.2 km)

Exploring the natural features in Waynesboro

Whether you're an active traveller or just want to appreciate the scenery, Waynesboro is a great spot to appreciate mother nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Rockfish Gap Entrance Shenandoah (2.8 mi / 4.5 km)
  • Blue Ridge Parkway North Entrance (3.2 mi / 5.1 km)
  • Sherando Lake Recreation Area (12.2 mi / 19.7 km)
  • Crabtree Falls (18.2 mi / 29.4 km)
  • Natural Chimneys (22.5 mi / 36.2 km)
  • George Washington National Forest (25.6 mi / 41.2 km)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Charlottesville, VA (CHO-Charlottesville-Albemarle), which is 24.7 mi (39.7 km) away.

Frequently asked questions

What is the best area to stay in Waynesboro when booking a holiday rental?
When considering a holiday rental in Waynesboro, Virginia, the downtown area emerges as an excellent choice. This vibrant neighbourhood offers a charming blend of local culture, dining, and easy access to the scenic beauty of the surrounding region. With a variety of properties available, from quaint cottages to modern apartments, visitors can find accommodation that suits their preferences and budget.One of the highlights of staying in downtown Waynesboro is the proximity to the historic Waynesboro Downtown Historic District, where you can explore unique shops and enjoy delightful eateries. Additionally, the nearby Shenandoah Valley Art Centre provides a glimpse into the local art scene, featuring exhibits from talented regional artists.Another appealing area to consider is the vicinity of the Blue Ridge Parkway. Known for its breathtaking views and outdoor activities, this region is great for nature enthusiasts. You can easily access hiking trails and picnic spots, making it an ideal base for those looking to immerse themselves in the stunning landscapes of the Blue Ridge Mountains.
Where are the best Waynesboro ski resort rentals?
For ski resort rentals near Waynesboro, Virginia, the closest ski area is Wintergreen Resort, which is just a short drive away. Visitors looking for accommodation should consider the surrounding areas of Nellysford and the Wintergreen community itself. At Wintergreen Resort, you'll find various lodgings, including comfortable condos and spacious lodges that cater to families and groups. Many of these properties offer amenities such as fully equipped kitchens, fireplaces, and easy access to the ski slopes, making them great for those wanting a convenient ski getaway.In Nellysford, you can discover charming cabins and mountain lodges, often located among the trees and providing a more secluded experience. These rentals typically feature modern comforts, including hot tubs, outdoor decks, and scenic views, ideal for unwinding after a day on the slopes. Furthermore, Nellysford offers proximity to local wineries and hiking trails, enhancing the overall experience for visitors.For those keen on exploring beyond skiing, the area boasts numerous outdoor activities, including hiking and mountain biking in the warmer months, with trails that offer stunning vistas of the Blue Ridge Mountains.
What is the most popular type of holiday rental accomodation in Waynesboro?
In Waynesboro, holiday houses are the most prevalent type of holiday rental, with around 72 available in various neighbourhoods throughout the area. These houses typically offer spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas such as gardens or patios, making them ideal for families or groups looking for comfort and convenience. Additionally, there are about 30 apartments scattered across the town, providing a more compact and convenient option for couples or solo travellers. Many of these apartments come with essential amenities like kitchen facilities and a cosy living space. For those seeking a more rustic experience, there are several cabins available, which often feature unique designs and natural surroundings, superb for immersing oneself in the scenic beauty of the Virginia countryside.
Are there any family house rentals in Waynesboro?
In Waynesboro, Virginia, there are numerous family-friendly house rentals available—specifically, around 23 options throughout the area. This charming city is a great base for families, offering spacious rooms that typically include multiple bedrooms, full kitchens for preparing family meals, and comfortable living areas for relaxation. Many properties may also feature outdoor spaces where children can play and adults can unwind after a busy day.The locale is close to the beautiful Blue Ridge Mountains, making it superb for outdoor enthusiasts who enjoy hiking, biking, and exploring nature. Additionally, visitors can easily access local attractions such as the Waynesboro Heritage Museum and the picturesque Fishburne Park, which offers playgrounds and picnic spots for a family outing.
Can I rent a holiday home with a pool or hot tub in Waynesboro?
In Waynesboro, there are several holiday homes available for rent that feature pools or hot tubs, providing a refreshing option for travellers looking to relax. The city is located in the beautiful Shenandoah Valley, where visitors can enjoy stunning mountain views and access to outdoor activities.Many properties in this area come equipped with amenities such as private pools, hot tubs, spacious outdoor decks, and fully stocked kitchens, making them ideal for families or groups looking to unwind after a day of exploring. Additionally, you may find some rentals with landscaped gardens, barbecue facilities, and comfortable seating areas for alfresco dining.
Are there pet-friendly house rentals in Waynesboro?
In Waynesboro, there are several pet-friendly house rentals available, with around 17 options to choose from. These accommodations typically feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them suitable for families and groups travelling with pets. Many properties offer outdoor spaces where pets can enjoy fresh air, and some even include features like fenced yards for added safety.The area is surrounded by natural beauty, with nearby parks such as the Waynesboro City Park, which provides walking trails and open spaces for pets to explore. Additionally, the Blue Ridge Parkway is not far away, offering breathtaking views and ample opportunities for hiking with your furry companions.
Are there any remote work holiday rentals in Waynesboro?
In Waynesboro, Virginia, there are numerous remote work holiday rentals available, with approximately 99 options to choose from. This charming city is well-suited for those looking to blend work and leisure, offering properties equipped with essential amenities for remote working, such as free Wi-Fi and designated workspaces with desk chairs. Many rentals also provide comfortable living areas, allowing guests to unwind after a productive day.The area is rich in natural beauty, with proximity to the stunning Blue Ridge Parkway and the picturesque Shenandoah National Park, making it an ideal location for those who enjoy outdoor activities during their downtime. Additionally, Waynesboro boasts a vibrant local scene with shops, restaurants, and cultural attractions, ensuring that visitors have plenty of options to explore when they step away from their work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Waynesboro?
In Waynesboro, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios where travellers can enjoy the outdoors. Many rentals also feature onsite parking for convenience, ensuring that guests can easily access their vehicles. Additional amenities often include coffee and tea makers for a comforting start to the day.
When is the best time to visit Waynesboro for a holiday rental?
July is the most popular time to visit Waynesboro, Virginia, as the peak season runs from July to September. This vibrant period attracts holidaymakers looking to immerse themselves in the stunning natural beauty of the Shenandoah Valley. With warm temperatures ranging from the mid-teens to high 20s Celsius, it's an ideal time for outdoor activities such as hiking in the nearby George Washington National Forest or enjoying leisurely strolls through the picturesque downtown area.During July, visitors can partake in local events and festivals, adding to the lively option and making it a great month for travellers. The pleasant weather allows for comfortable exploration of the numerous trails and scenic viewpoints that define this region.If you're looking for a more budget-friendly option, consider visiting in December. While it's the low season, this month offers a unique charm with fewer crowds, and you can enjoy peaceful walks amid the winter landscapes. The festive holiday decorations in town create a warm and welcoming ambiance, great for a cozy getaway.
What are the top attractions in Waynesboro?
In Waynesboro, visitors can enjoy a variety of attractions that highlight the area's natural beauty and historical significance. The Blue Ridge Parkway is a major draw, offering breathtaking views and numerous opportunities for hiking and picnicking. The nearby Shenandoah National Park is another popular destination, featuring scenic drives and trails that appeal to outdoor enthusiasts.In the downtown area, the Wayne Theatre presents a range of performances and events, showcasing local talent and arts. Additionally, the Ridgeview Park provides a lovely setting for leisurely walks, picnics, and family-friendly activities, with its playgrounds and sports facilities.For history buffs, the Waynesboro Heritage Museum offers insights into the city's past, while the nearby historical sites such as the Battle of Waynesboro battlefield commemorate the Civil War era.
Are all fees included in the Waynesboro holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Waynesboro holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Waynesboro with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Waynesboro holiday homes?
You can find great discounts on holiday homes in Waynesboro on Bookabach, 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.
Can I change or cancel my Waynesboro holiday home booking on Bookabach?
To find Waynesboro holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Waynesboro?
A long-stay holiday home in Waynesboro is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Waynesboro holiday home?
Book your Waynesboro holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Waynesboro?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Waynesboro to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.