
House holiday rentals in Waynesboro
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Top-rated house rentals in Waynesboro
Guests agree: these houses are highly rated for location, cleanliness and more.

Gameroom~Gym~Firepit~Nat’l Park 5 mi~Walk to River
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!

Glass House | Mountain & Water Views @ Wintergreen
This custom home at the base of Wintergreen is located 40-minutes from Charlottesville. The waterside setting offers views from living, primary bedrooms, decks and porches, as well as upstairs bedroom and balcony. Large glass walls and sliding doors ensure connection with the landscape. A two-person master-bathroom shower with views of the pond is a key feature of the home's sleek and minimalist design. The home is off of the Rte. 151 beer/wine/distillery trail and nestled beside a golf course.

Gorgeous Modern Mountain Home + Blue Ridge Views
GREENWOOD VISTA - Escape to our modern mountain retreat 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.

Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park
Welcome to Creekside! Just minutes from the best wineries and breweries, it’s the perfect getaway to explore the 151 Brew Trail, Wintergreen Resort and the Blue Ridge Parkway. Enjoy mountain views and privacy in the hot tub. Roast marshmallows around the huge fire pit. Cozy up on the sectional sofa in front of the 65" 4K TV. Cooks will enjoy the spacious and fully equipped kitchen! All beds have premium memory foam mattresses. Fast Wi-Fi for remote work! Level 2 EV charger located in driveway.

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!

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 Escape | Huge Fenced Yard + Fire Pit
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.

Llama Loft | Fire Pit | Fenced Yard | Nelson 151
Escape to a spacious, colorful home off the Brew Ridge Trail with oversized windows, mountain views, and plenty of room for groups or couples. Cook in a stocked kitchen, then relax by the fire pit or grill out and unwind on the deck while the dogs enjoy the fenced in yard. Accessible bedrooms and bathrooms on the main floor make it easy for everyone to enjoy. Perfectly located near Wintergreen Resort, Skyline Drive, breweries, wineries, vineyards, hiking, biking, and golf.

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.

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

Cliffs Edge -A Contemporary Mountain Home

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Private Pool Opens April 1 - All Year Hot Tub

Makin' Mountain Memories Jacuzzi, Fire pit, Grill

Farmhouse on Working Vineyard

Charming Carrie's Cottage at Fairhill Farm

Bear's Mountain Escape

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Weekly house rentals

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

Living Water Farm, Blue Ridge

Charming Cottage at Golden Hill

Enchanting, historic home - short walk to downtown

Spacious Shenandoah Home on 35 Private Acres

Karen's Home Place - Come Away, Relax and Unwind

Tranquil Estate, Cottage, Vineyards and C'ville

Pine Ridge Manor • A+ Privacy • Pool • BBQ • Games
Private house rentals

New Reno! Central to Skyline, Staunton, Cville

Waynesboro Stay Near Wintergreen & Charlottesville

Orso Blu one-of-a-kind VIEWS in Crozet

Modern 5BR Home | Spacious Getaway in the Valley

Willow Grove•Hot Tub•Wineries•Hiking

Glass & Pine, close to Bold Rock & Vineyards

Mountain Homestead - Hottub, King, Dogs, Gameroom

"Virginia Beauty" in Historic Tree Streets
When is the best time to visit Waynesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £121 | £107 | £98 | £115 | £135 | £126 | £124 | £115 | £130 | £140 | £139 | £135 |
| 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 |
Quick stats about house rentals in Waynesboro

Total holiday rentals
Explore 20 holiday rentals in Waynesboro

Nightly prices starting at
Waynesboro holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 1,110 verified reviews to help you choose

Family-friendly holiday rentals
10 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
20 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!
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- House rentals Virginia
- House rentals United States
- Shenandoah National Park
- Luray Caverns
- University of Virginia
- Early Mountain Winery
- Downtown Mall
- Wintergreen Resort
- James Monroe's Highland
- Blenheim Vineyards
- Cardinal Point Winery
- Prince Michel Winery
- Devils Backbone Brewing Co Basecamp
- Frontier Culture Museum
- Virginia Horse Center
- Amazement Square
- John Paul Jones Arena
- Monticello
- James Madison University
- Glass House Winery
- Grand Caverns
- The Rotunda
- Natural Bridge State Park
- James Madison's Montpelier
- White Lotus Eco Spa Retreat
- White Oak Lavender Farm & The Purple WOLF Vineyard





