
House holiday rentals in Waynesboro
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Top-rated house rentals in Waynesboro
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Cozy Chalet | 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.

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.

Cabin in Woods | Family & Dog Friendly | Fire Pit
Welcome to the Wooder House, a cozy haven nestled in the woods of Virginia's beautiful Nelson County! Enjoy relaxing and connecting in a private home centered on 38 wooded acres, but close to NelCo fun! - Peaceful nature retreat - Outdoor patio & fire pit - Great for families & dogs - Fully stocked kitchen - Private trail + hiking options nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun, check us out on IG: @thewooderhouse

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 master 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!

Lux Country Retreat minutes from Charlottesville!
Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

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. The Branch is 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.

River Views HOT TUB, WIFI, near Buc ee’s and I81!
Come relax in the hot tub and enjoy this peaceful getaway right on North River. We are tucked away in the countryside but just 5 minutes from I81 as well as 10 min to Bridgewater College, 15 min to Blue Ridge Community College, 17 min to JMU, and 25 minutes to Massanutten Resort. There are plenty of exciting adventures here in the heart of the Shenandoah Valley including, hiking, wineries, shopping, and lots of good food! We are just minutes from Buc-cee’s Rockingham location!!

New modern ranch house in adorable small town
Welcome to La Posada! The quaint town of Grottoes takes center stage in its close proximity to I81, neighboring the cities of Harrisonburg Waynesboro and Staunton and the towns of Elkton, Mount Crawford and Weyers Cave and with just a hop, you’re in Charlottesville via route 340 to I64. Grottoes residents take great pride in this close knit community. Grand Caverns is our Gem, a National Landmark known for being the oldest show cave! Please use 205 A sixth st when using GPS

Almost Heaven in WV| mtn get away w/ hot tub, view
The Woodland House is our 2-bedroom, 1.5 bath home located in the Mon Forest town of Franklin, WV. Enjoy the comforts and luxuries of home while enjoying the fresh air and forests of a trip to the mountains. You'll also have easy access to our small-town amenities while being a short drive from some of West Virginia's favorite destinations like Spruce Knob and Seneca Rocks. You can also stay in and enjoy the mountain view without ever leaving the back porch.

Hot Tub - Fire Pit - Game Room
Howdy! Nestled perfectly between the North Terminus of the Blue Ridge Parkway, the entrance to Skyline Drive, all of the Afton wineries, the Beerwerks Trail, Wintergreen Resort, and Downtown Waynesboro, this four bedroom house with a fully stocked game room, two patios, a fire pit, and hot tub is the perfect spot to relax after a long day of enjoying the Shenandoah Valley.

Ridgeview Retreat: Mountain Views and Pet Friendly
Ridgeview Retreat is a cozy cabin situated beautifully on over 15 sprawling acres with gorgeous mountain views. Enjoy the peace and quiet of the country, but also proximity to Downtown Staunton and easy access to Harrisonburg. This 3 bedroom cabin sleeps 7 and boasts gorgeous outdoor spaces with a firepit, swings, and land to roam.
Popular amenities for Waynesboro house rentals
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Cliffs Edge- It's Pumpkin Spice Time!

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

All-Year Heated Covered Private Pool / Hot Tub

Farmhouse on Working Vineyard

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

Bear's Mountain Escape

Hottub Ski In/Ski Out Renovated Chalet Lower Tyro
Weekly house rentals

New Reno! Central to Skyline, Staunton, Cville

The Red Hen Historic Cottage

Willow Grove Wineries, Breweries, Hiking,Hot Tub

Spacious Afton Estate: Brew Ridge Trail w. Firepit

Peak Retreat Near Trails and Wineries

"Virginia Beauty" in Historic Tree Streets

Modern Barn Escape+Brew Ridge Trail+CouplesRetreat

Sycamore Shade: 151 House, HOT TUB, Mountain Views
Private house rentals

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

Gameroom~Gym~Fire Pit~Near BR Pkwy/AT/Breweries!

Modern 5BR Home | Spacious Getaway in the Valley

Cute Place in Waynesboro

The Vū, Afton w/ 360º Mountain Views

Glass & Pine, close to Bold Rock & Vineyards

Mountain Homestead - Hottub, King, Dogs, Gameroom

Beautiful historic close to downtown Waynesboro
Quick stats about house rentals in Waynesboro
Total rentals
30 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
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- Rentals with a fireplace Waynesboro
- Pet-friendly rentals Waynesboro
- Rentals with a fire pit Waynesboro
- Rentals with a patio Waynesboro
- Rentals with a washing machine and dryer Waynesboro
- Cabin rentals Waynesboro
- Rentals with outdoor seating Waynesboro
- Rentals with breakfast Waynesboro
- Family-friendly rentals Waynesboro
- Bed and breakfasts Waynesboro
- House rentals Virginia
- House rentals United States
- Massanutten Resort
- Luray Caverns
- Early Mountain Winery
- Boonsboro Country Club
- Amazement Square
- Ash Lawn-Highland
- Prince Michel Winery
- Massanutten Ski Resort
- Chisholm Vineyards at Adventure Farm
- Frontier Culture Museum
- Spring Creek Golf Club
- Car and Carriage Caravan Museum
- The Plunge Snow Tubing Park
- Wintergreen Resort
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Glass House Winery
- Burnley Vineyards
- Cardinal Point Winery
- Meriwether Springs Vineyard and Brewery