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

Total vacation rentals
Explore 30 vacation rentals in Waynesboro

Nightly prices starting at
Waynesboro vacation rentals start at G$4,186 GYD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Waynesboro vacation rentals include wi-fi 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.

Gameroom~Gym~Walk to River & Downtown~BR Pkwy 5mi
Centrally located historic home walkable to river, downtown shops & restaurants. Less than 15 mins to Shenandoah Natl Park, Blue Ridge Pkwy, Skyline Drive, Blue Ridge Tunnel Hike, Basic City Brewery, The Foundry, Wineries, Antique shops & Augusta Expo. Charlottesville, Staunton, Harrisonburg & Nelson Ski/Wineries 30mi The rec center across the street has playground & basketball court. Home has a main level bed & bath, game room, gym, 2 living rooms, firepit, fireplace, king bed & lots of charm!

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!

Close to hiking! | King Beds | Fireplace | Hot Tub
Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

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.

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.

Cozy Country Cottage
A cozy country cottage in the heart of the Shenandoah Valley with a million dollar view. To do? So much ,so close! Like antiques? Factory Antique Mall -8 miles Largest antique mall in America. Gotta golf? Lake View -11 miles Packsaddle- 18 miles To ski or not to ski! That's up to you. Massanutten Resort-20 miles. "Into" Caverns? Grand Caverns 5-miles. Oldest show cave in North America. Wine anyone? Cross Keys Vineyard and Bistro-7 miles Marceline Vineyards-5 miles. Or just chill out!

Creekside Retreat | Fire Pit + Big Fenced Yard
Wake up to the sound of the creek and end your evenings around the fire-pit in your fully private, fenced yard. Bear Creek is a peaceful, private Blue Ridge retreat designed for couples, families, and pet-friendly getaways. Inside enjoy three comfortable bedrooms, an open living space, and direct access to a gently babbling creek just steps from the backyard. Minutes to Crabtree Falls, the Appalachian Trail, and Nelson County wineries--yet tucked away in a quiet, relaxing setting.

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.

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.

The Brew Ridge Trail's Most Unique Home. Sleeps 12
"Guest Favorite" Top 5% of Homes on AirBnB. Rated 4.96★ by 100's of guests. Dogs welcome! 42x SuperHost property. Your Brew Ridge Trail Adventure starts here. Afton’s top-rated Airbnb, this bright, spacious 3,300 sq ft home was extensively renovated in 2026 with brand-new amenities. Minutes from Wintergreen, the Brew Ridge Trail, breweries, wineries, hiking, golf, and the Blue Ridge Parkway. Perfect for friend getaways, reunions, and unforgettable weekends.

Sycamore Shade: 151 House, HOT TUB, Mountain Views
Newly renovated home inviting Appalachian adventure and craft exploration with ample gathering space for friends and family to create lasting memories. Sycamore Shade features 3 bedrooms, a new modern kitchen, 2 full baths, bright dining room, and gorgeous mountain views from a spacious deck with a 6 person hot tub. The house has been completely renovated with all the MCM feels and eco friendly thrifts.

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.
Popular amenities for Waynesboro house rentals
House rentals with a pool

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

Cliffs Edge -A Contemporary Mountain Home

Game Room+Screen Porch+Hot Tub+Fire Pit on 151

151Escape | 5☆ Group Fun! Game Room/Bar/Deck/4kTVs

Farmhouse on Working Vineyard

Pine Lake Lodge

Cozy Mountain Home Nestled in Nature!

Bear's Mountain Escape
Weekly house rentals

Min to Wineries | Breweries | Restaurants | Trails

Stargaze on 12 Acres: Hot Tub 55"TV Fire Pit Grill

Mountain Views, Hot Tub, Treehouse & Game Room

Scenic Barn Escape on 151,Stunning views, Sleeps 6

Perfect getaway among the orchards of Batesville

Charming Cottage at Golden Hill

Llama Loft | Fire Pit | Fenced Yard | Brew Trail

River views, HOT TUB, firepit, Near Buc-ee’s &I81!
Private house rentals

Enchanting, historic home - short walk to downtown

Clean family-friendly 5br for wine country getaway

Wooded escape chalet, 5mi to JMU, 10mi to Massanut

Afton Home on 25 Acre Ridgetop with Amazing Views

Moss Vineyards Lodging

The Inn at Blue Mountain Brewery

Willow Grove-Hot Tub+Views-3.5 acres

Shenandoah Gateway | Renovated 3BR Home
When is the best time to visit Waynesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,534 GYD | G$30,348 GYD | G$27,837 GYD | G$40,604 GYD | G$38,301 GYD | G$34,534 GYD | G$35,162 GYD | G$32,650 GYD | G$37,046 GYD | G$39,766 GYD | G$39,557 GYD | G$38,511 GYD |
| 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
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- Shenandoah National Park
- Luray Caverns
- University of Virginia
- Early Mountain Winery
- Monticello
- Wintergreen Resort
- Devils Backbone Brewing Co Basecamp
- James Madison University
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- Natural Bridge State Park
- Virginia Horse Center
- Prince Michel Winery
- The Rotunda
- Downtown Mall
- Frontier Culture Museum
- White Oak Lavender Farm & The Purple WOLF Vineyard
- John Paul Jones Arena
- James Monroe's Highland
- Amazement Square
- Grand Caverns
- IX Art Park
- James River State Park





