
House holiday rentals in Waynesboro
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Top-rated house rentals in Waynesboro
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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 bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

Cabin Escape | 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 escape - Outdoor fire pit & patio - 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

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!

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!!

Mountain Views, Hot Tub, Treehouse & Game Room
Escape to Serenity Ridge, your secluded Shenandoah Valley oasis in the country. With ample outdoor spaces for relaxation, reflection, and unwinding. Surrounded by mountain veiws and abundant wildlife, enjoy hot tub relaxation," "treehouse adventures," and "game room fun. Whether you're a couple seeking a private getaway or multiple families looking for a perfect meeting place, Serenity Ridge has everything you need. Top Attractions: Shenandoah National Park Staunton JMU Buc-ee's

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.

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

Tranquil Estate Cottage + Art Studio
Guests consistently say the sunsets alone are worth the stay! We've had anniversary trips, proposals, creative retreats, and gal pal gatherings looking for fun. This area boasts award winning vineyards, gardens and history buffs enjoy Monticello and Montpelier. Our peaceful cottage offers the perfect space for couples, creatives, and anyone craving beauty just 10 minutes from downtown C'ville. *Read "Your Property"

Centrally located home on the brew trail
Escape to our modern farmhouse in the Blue Ridge Mountains! This recently renovated 2-bed, 1-bath home comfortably fits 4. Enjoy serene mountain views from a quiet, family-friendly setting, just minutes from the famous brew trail's wineries and breweries. Features a firepit, fast Wi-Fi, and a fully equipped kitchen. Your perfect mountain retreat awaits!

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 Waynesboro house rentals
House rentals with a pool

Cliffs Edge -A Contemporary Home, Spring Skiing!

Pine Lake Lodge

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Private Pool Opens April 1 - All Year Hot Tub

Top 1% Shenandoah Family Retreat | 4BR w/ 2 Kings

Charming Carrie's Cottage at Fairhill Farm

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

Indoor Heated Pool~EV- Arcade~Fire Pit-WIFI-VIEWS!
Weekly house rentals

Stargazing on 12 Acres: Hot Tub 55"TV Fire Pit

Woodwind Cottage

The Red Hen Historic Cottage

The Washhouse

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

FLASH SALE: Blue Ridge Estate Wine, Beer, & Skiing

"Virginia Beauty" in Historic Tree Streets

The Loft at Minor Mill - Private loft apartment.
Private house rentals

New Reno! Central to Skyline, Staunton, Cville

Best Blue Ridge Views at Sunrise over Wintergreen

Modern 5BR Home | Spacious Getaway in the Valley

Willow Grove Wineries, Breweries, Hiking,Hot Tub

Cute Place in Waynesboro

•Staunton | Boho Bungalow•

Peabody short term rental

Enchanting, historic home - short walk to downtown
When is the best time to visit Waynesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $289 NZD | $275 NZD | $265 NZD | $267 NZD | $311 NZD | $290 NZD | $285 NZD | $265 NZD | $301 NZD | $323 NZD | $321 NZD | $312 NZD |
| 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 $34 NZD per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Waynesboro holiday 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!
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- Pet-friendly rentals Waynesboro
- Rentals with a patio Waynesboro
- Rentals with a fireplace Waynesboro
- Rentals with a washing machine and dryer Waynesboro
- Rentals with breakfast Waynesboro
- Rentals with outdoor seating Waynesboro
- Bed and breakfasts Waynesboro
- Family-friendly rentals Waynesboro
- Rentals with a fire pit Waynesboro
- Cabin rentals Waynesboro
- House rentals Virginia
- House rentals United States
- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Wintergreen Resort
- Frontier Culture Museum
- Prince Michel Winery
- Amazement Square
- Blenheim Vineyards
- Cardinal Point Winery
- John Paul Jones Arena
- Glass House Winery
- Devils Backbone Brewing Co Basecamp
- University of Virginia
- Monticello
- Virginia Horse Center
- The Rotunda
- James Madison University
- Cooter's Place
- White Lotus Eco Spa Retreat
- Grand Caverns
- IX Art Park
- James Madison's Montpelier




