
House holiday rentals in Waynesboro
Find and book unique houses on Airbnb
Quick stats about house rentals in Waynesboro

Total holiday rentals
Explore 30 holiday rentals in Waynesboro

Nightly prices starting at
Waynesboro holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 1,350 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Waynesboro holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Waynesboro rentals

4.9 Average rating
Waynesboro stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Waynesboro
Guests agree: these houses are highly rated for location, cleanliness and more.

Willow Grove-Hot Tub-Wineries-Breweries-Hiking
Relax at Willow Grove Home, a peaceful, pet-friendly retreat on 3.5 private acres with mountain views, stunning sunsets, and a hot tub. Enjoy the fire pit with complimentary firewood, bistro-lit patio, outdoor dining and games. Features include fiber optic internet, TVs in every bedroom, a 65" TV with surround sound, Sleep Number and Nectar beds, well-stocked kitchen, and dining and dinnerware for up to 20 guests. Convenient to wineries, breweries, hiking, caverns, wedding venues, JMU, and UVA.
FamilyLocationHiking
4.97 out of 5 average rating, 103 reviews
Staunton Escape 👑King Bd, washer+dryer+Wifi+Fence
This 2 story house with vaulted ceilings is situated close to downtown Staunton in the heart of the Shenandoah Valley. Access to Shenandoah Nation Park and the Blue Ridge Parkway is just a short drive. This unique space has a King and Queen bed on the 1st floor, and a twin bed, futon, sofa bed and section on the 2nd floor. The ample parking allows for multiple large vehicles. The yard has a covered seating area and is completely fenced in. Wifi is fast, 58in smart TV, hand crafted decor, privacy
FamilyLocationKitchen
4.9 out of 5 average rating, 237 reviews
Mountain Mama- Amazing Views! + Hot Tub!
MOUNTAIN MAMA - The home for gorgeous Blue Ridge Mountain views : ) Situated on a graceful 26 acres minutes off Rt. 151, our mountainside home is nestled within the beautiful Rockfish Valley and offers incredible views from every window in a truly unique and newly renovated home. Enjoy sunsets over 3600’ Humpback Mountain due west and sunrises lighting up the valley ridges. If you need time to be inspired by nature’s beauty, this home offers a rare breath of fresh air! Book your stay today!
FamilyLocationAccess
4.97 out of 5 average rating, 135 reviews
5BR | Gameroom | Walk Downtown | Gym |BR Pkwy 5mi
Bring the whole crew! This historic 6-bedroom Waynesboro home sleeps 12 and puts you within walking distance of downtown, the South River and the Greenway. Kids will love the fully loaded game room with Pac-Man, foosball, air hockey, karaoke and giant connect 4, while adults can relax by the fireplace, fire pit or under the twinkling lights of the outdoor gazebo. You’ll also have a private gym, spacious kitchen, fast Wi-Fi, pet-friendly accommodations and plenty of places to gather together.
FamilyValueBathroom
4.88 out of 5 average rating, 130 reviews
Mountain Overlook House - Blue Ridge Parkway
Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.
FamilyLocationCheckout
4.99 out of 5 average rating, 110 reviews
Gorgeous Modern Mountain Home + Blue Ridge Views
GREENWOOD VISTA - Escape to our modern mountain home nestled along the Blue Ridge mountains. Whether you want to explore Shenandoah National Park, visit wineries, or relax in our hot tub with stunning mountain views, this gorgeous A-Frame home is the perfect place for you. We have thoughtfully appointed our home with everything you need to be comfortable. From a luxurious bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.
LocationValueAccuracy
5.0 out of 5 average rating, 242 reviews
Cliffs Edge - It’s Pumpkin Spice Time!
An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredible mountain views! This spacious home, with its cantilevered decks, makes this perfect for any family. The large upstairs loft, adjacent to the upstairs bedrooms, offers movies, games, puzzles, and comfortable seating. Wi-Fi, Netflix, and Samsung Smart hub give plenty of entertainment options. The spacious living area and dining room have abundant seating for all.
FamilyLocationWalkability
4.97 out of 5 average rating, 130 reviews
Orso Blu Guesthouse one-of-a-kind VIEWS in Crozet
Welcome to the Orso Blu Guesthouse at Orso Blu Farm, a working lavender farm in the heart of Crozet and the Blue Ridge Mountains. This one-of-a-kind guesthouse's architecture and decor are modeled after Italian Alpine homes. The natural fir floors will envelop you with their warmth and the views will take your breath away. The guesthouse is located less than a mile from downtown Crozet, all wineries and 151, 20 minutes from Charlottesville on 76 acres of land, central and private.
ValueFamilyHospitality
4.98 out of 5 average rating, 101 reviews
Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views
Our two story, 1904 farmhouse is just off Route 151 and close to wineries, breweries, hiking trails, and the Blue Ridge Parkway. It's only 25 minutes from Wintergreen Resort, and 30 minutes from Charlottesville. We have fast Wi-Fi, a desk, 2 acres to run and play, and plenty of indoor space to relax. Enjoy the view around the large stone fire pit. Bedrooms have recently been updated! We have a gas fireplace with a remote control that is available for use in the cooler months.
LocationValueQuiet
4.93 out of 5 average rating, 149 reviews
The Branch at Afton Mountain Retreat
Welcome to The Branch at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foothills of the Blue Ridge Mountains. Located 1/8th mile from Veritas Vineyard. It is within 10 minutes to every brewery, vineyard, distillery and cidery along Route 151 & Crozet, 1 mile from the newly opened Blue Ridge Tunnel and 20 minutes to Wintergreen Resort for winter fun! Completely remodeled and ready to spoil the best guests who simply want to unwind.
LocationValueOutdoor spaces
4.96 out of 5 average rating, 132 reviews
The Red Hen Historic Cottage
Welcome to The Red Hen, a newly renovated, historic home in downtown Staunton. You'll be just steps from all of the fantastic dining, shopping, architecture, and entertainment that the city has to offer! This peaceful, stylish home has the best of both worlds; loads of historic charm with all of the modern upgrades you could hope for. Enjoy the spaciousness, the fun vintage elements, the comfort, and the incredible location!
LocationFamilyIndoor spaces
4.98 out of 5 average rating, 102 reviews
Blackwood Air B & B
Enjoy this spacious dwelling while viewing the Blue Ridge Mountains, Watch the freight train make its way around the curve or listen to the sheep as they graze in the pasture. Nearby outdoor activities are various hiking trails, Skyline Drive Parkway, or a local Shenandoah Acres lake. Only 10 miles from Wintergreen Resort.
FamilyValueHeating
4.9 out of 5 average rating, 447 reviewsPopular amenities for house rentals in Waynesboro
House rentals with a pool

Spacious retreat: Game Room, Hot Tub & Fire Pit
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 113 reviews
Bear's Mountain Escape
ValueFamilyHot tub
4.95 out of 5 average rating, 170 reviews
151Escape | 5 Group Fun! Game Room/Bar/Deck/4kTVs
FamilyValueBathroom
4.99 out of 5 average rating, 173 reviews
Pine Lake Lodge
FamilyLocationAmenities
4.93 out of 5 average rating, 245 reviews
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
ValueLocationAmenities
4.97 out of 5 average rating, 238 reviews
Farmhouse on Working Vineyard
FamilyLocationOutdoor spaces
4.94 out of 5 average rating, 163 reviews
Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat
LocationValueView
4.9 out of 5 average rating, 162 reviews
Massanutten Mountain Retreat
FamilyValueDecor
4.85 out of 5 average rating, 177 reviewsWeekly house rentals

New modern ranch house in adorable small town
LocationFamilyShared spaces
4.9 out of 5 average rating, 194 reviews
Ridgeview Retreat: Mountain Views and Pet Friendly
FamilyLocationView
4.94 out of 5 average rating, 200 reviews
Living Water Farm, Blue Ridge
LocationFamilySleep quality
4.96 out of 5 average rating, 361 reviews
Enchanting, historic home - short walk to downtown
FamilyValueCleanliness
5.0 out of 5 average rating, 119 reviews
Mountain View Cottage | Wine, Hiking & Dog
LocationFamilyWifi
4.88 out of 5 average rating, 101 reviews
* Award-Winning Renovation * Ideal Location *
LocationValueSleep quality
5.0 out of 5 average rating, 257 reviews
Karen's Home Place - Come Away, Relax and Unwind
ValueLocationHeating
5.0 out of 5 average rating, 220 reviews
Perfect getaway among the orchards of Batesville
ValueFamilyAccuracy
4.97 out of 5 average rating, 127 reviewsPrivate house rentals

Mountain Views, Hot Tub, Treehouse & Game Room
ValueLocationComfort
4.99 out of 5 average rating, 179 reviews
Creekside Retreat | Fire Pit + Big Fenced Yard
LocationFamilyOutdoor spaces
4.99 out of 5 average rating, 318 reviews
Lewis Catherine House
FamilyLocationComfort
4.97 out of 5 average rating, 176 reviews
We got the Beet!
ValueLocationWalkability
4.91 out of 5 average rating, 104 reviews
Close to hiking! | King Beds | Fireplace | Hot Tub
FamilyLocationKitchen
4.99 out of 5 average rating, 181 reviews
The Brew Ridge Trail's Most Unique Home. Sleeps 12
ValueLocationTV
4.96 out of 5 average rating, 386 reviews
River views, HOT TUB, firepit, Near Buc-ee’s &I81!
FamilyValueOutdoor spaces
4.94 out of 5 average rating, 411 reviews
Oasis on 151 • Hot Tub • Pool Table • Huge Home
ValueLocationHospitality
4.9 out of 5 average rating, 106 reviewsWhen is the best time to visit Waynesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $211 SGD | $185 SGD | $170 SGD | $248 SGD | $234 SGD | $211 SGD | $214 SGD | $199 SGD | $226 SGD | $242 SGD | $241 SGD | $235 SGD |
| Avg. temp | 2°C | 4°C | 8°C | 14°C | 18°C | 22°C | 24°C | 23°C | 20°C | 14°C | 9°C | 4°C |
Destinations to explore
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Charlotte Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Columbus Holiday rentals
- Cleveland Holiday rentals
- North Myrtle Beach Holiday rentals
- Virginia Beach Holiday rentals
- Asheville Holiday rentals
- Raleigh Holiday rentals
- Wilmington Holiday rentals
- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- University of Virginia
- Monticello
- Devils Backbone Brewing Co Basecamp
- Wintergreen Resort
- Cardinal Point Winery
- Glass House Winery
- Blenheim Vineyards
- James Madison University
- Virginia Horse Center
- Natural Bridge State Park
- Prince Michel Winery
- The Rotunda
- Downtown Mall
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Frontier Culture Museum
- John Paul Jones Arena
- IX Art Park
- James Monroe's Highland
- Grand Caverns
- James River State Park
- Massanutten Indoor WaterPark





