
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.

Close to skiing! | 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.

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.

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!

Zen River Retreat
Secluded unique wood and stone home an 65 beautifully landscaped acres with 2,000 feet of river frontage. Large deck with picturesque views, soothing river sounds, and song birds, with lots of walking trails, just a few minutes from the Shenandoah National Park. Swimming hole, and picnic area with fire pit. Large open Dining/Kitchen area with glass front wood stove. Den with a queen sized futon sofa, for extra guests ($30 per person, per night). We allow up to two pets for a fee of $80.

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.

HOT TUB, WIFI, Near Buc-ee’s, I81, yet secluded!
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!!

Pine Ridge Manor • A+ Privacy • Pool • BBQ • Games
Mountain Views ✔ Wildlife ✔ Stargazing ✔ Hot Tub ✔ ★ "The pictures don’t do this wonderful place enough justice!" ✣ Game room w/ pool table ✣ Backyard w/ fire pit + wood ✣ Deck w/ hot tub + sun loungers ✣ Fully equipped + stocked kitchen ✣ Parking → garage (2) + driveway (2 cars) ✣ Gas BBQ grill + outdoor dining ✣ Workspace + 260 Mbps wifi ✣ Onsite washer + dryer 16 mins → Sweetwater Farm Trail Center 20 mins → DT Franklin (cafes, dining, shopping)

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.

Country Oasis. No Cleaning Fees. Xfinity Internet.
Country Oasis, located between the Allegheny and Blue Ridge mountains, is a lovely get away for anyone wanting the privacy of an entire home to yourself. It is just a short drive from JMU, EMU, and Bridgewater College. Harrisonburg, "the friendly city" is just a 15 minute drive from our location. There are two Farmers Markets and numerous other attractions nearby.

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.

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 house rentals in Waynesboro
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites

Charming Carrie's Cottage at Fairhill Farm

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

Bear's Mountain Escape

Indoor Heated Pool~WiFi~ Arcade~Fire Pit~Views

Main Slopes Open Dec 5-7 Hottub Renovated Chalet
Weekly house rentals

Woodwind Cottage

Grasshopper Cottage

Beauchamp House 2 BD Fishing Hiking Lake

CritzerHouse - on 151- Walk to the Brewery!

Glass House | Mountain & Water Views @ Wintergreen

Glass & Pine, close to Bold Rock & Vineyards

High Note | Parking X3 | Sleeps 6 | Rivanna Access

Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views!
Private house rentals

New Reno! Central to Skyline, Staunton, Cville

The Red Hen Historic Cottage

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

Willow Grove Wineries, Breweries, Hiking,Hot Tub

The Vū, Afton w/ 360º Mountain Views

Cute Place in Waynesboro

Aftonshire Cottage - Heart of Afton's Wine Region

The Reserve
When is the best time to visit Waynesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 146 | € 139 | € 134 | € 135 | € 157 | € 147 | € 144 | € 134 | € 152 | € 183 | € 161 | € 147 |
| 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 30 holiday rentals in Waynesboro

Nightly prices starting at
Waynesboro holiday rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 1,100 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
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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- Luray Caverns
- Early Mountain Winery
- Boonsboro Country Club
- Amazement Square
- Ash Lawn-Highland
- Massanutten Ski Resort
- Prince Michel Winery
- The Plunge Snow Tubing Park
- Chisholm Vineyards at Adventure Farm
- Frontier Culture Museum
- Wintergreen Resort
- Spring Creek Golf Club
- Farmington Country Club
- Blenheim Vineyards
- Birdwood Golf Course
- Cardinal Point Winery
- Glass House Winery
- Burnley Vineyards
- Car and Carriage Caravan Museum
- Meriwether Springs Vineyard and Brewery




