
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 ﺩ.ﺇ 73 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 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!

Perfect getaway among the orchards of Batesville
Unwind at this very special oasis, highly rated by our guests! Stillhouse Creek Cottage has everything you need: large kitchen, dining nook, living room with queen sofa bed, and two bedrooms with queen and king beds. The outdoor deck is perfect for sitting and dining under the sun and the stars, with a view for miles. Relax at night in the hot tub! When you’re ready to explore, hike on nearby Appalachian Trail, swim the local reservoirs, and visit many close-by wineries, breweries and music!

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.

Fox Hill: Hot Tub, Views, Pet Friendly!
Fox Hill is perfectly located just off the Nelson 151 Brew Trail within a 5-minute drive to Afton Mountain Vineyards, and a 10-minute drive to all of 151's breweries, wineries, and distilleries. Kick back and relax on the spacious deck with mountain views, or enjoy the outdoor amenities, which include a hot tub, firepit, and gas grill. Fox Hill offers privacy with breathtaking views, while also offering a central location with plenty to do for your entire group.

Mountain Bauhaus | Sleeps 8 | Amenities | Grill
Welcome to your newly decorated and upgraded home in the Blue Ridge Mountains at Wintergreen Resort! A bright and welcoming feel will let you settle in and relax in no time. This space is perfect for families, groups, couples, and adventurous souls who want to explore the mountains or take in the beautiful mountain scenery. Please be sure the read below for Wintergreen Resort Amenities rules and accessibility during your stay.

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

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

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

Tranquil Estate, Cottage, Vineyards and C'ville

Cliffs Edge -A Contemporary Mountain Home

Farmhouse on Working Vineyard

Pine Lake Lodge

Bear's Mountain Escape

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

Creekside Retreat | Fire Pit + Big Fenced Yard

Close to hiking! | King Beds | Fireplace | Hot Tub

Mountain Mama- Amazing Views! + Hot Tub!

The Woodland House|comfy mtn home, hot tub, view

Charming Cottage at Golden Hill

Rockfish Farmhouse

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

Afton Home on 25 Acre Ridgetop with Amazing Views
Private house rentals

Living Water Farm, Blue Ridge

Pine Ridge Manor •Secluded• Pool • Fire Pit • BBQ

* Award-Winning Renovation * Ideal Location *

Scenic Barn Escape on 151,Stunning views, Sleeps 6

Willow Grove-Hot Tub+Views-3.5 acres

Shenandoah Gateway | Renovated 3BR Home

Mountain Homestead - Hottub, King, Dogs, Gameroom

Holiday Getaway Near Wintergreen & Charlottesville
When is the best time to visit Waynesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 606 | ﺩ.ﺇ 533 | ﺩ.ﺇ 488 | ﺩ.ﺇ 712 | ﺩ.ﺇ 672 | ﺩ.ﺇ 606 | ﺩ.ﺇ 617 | ﺩ.ﺇ 573 | ﺩ.ﺇ 650 | ﺩ.ﺇ 698 | ﺩ.ﺇ 694 | ﺩ.ﺇ 676 |
| 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
- 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
- James Monroe's Highland
- John Paul Jones Arena
- Grand Caverns
- IX Art Park
- James Madison University
- James River State Park
- Massanutten Indoor WaterPark





