
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.

Stargazing on 12 Acres: Hot Tub 55"TV Fire Pit
Relax with the family on 12 private acres at our peaceful, brand new construction farmhouse. We're just 12 miles to Wintergreen Ski Resort and Stoney Creek Golf, breweries, and wineries. Sleeps 8: K, K, Q + daybed w/ trundle. ★Amazing mountain views ★Hot tub for 6 people ★Outdoor shower ★Rockers, Adirondacks chairs for idle stargazing ★Gas grill ★Teak dining table seats 6 ★Indoor/outdoor gas fireplaces ★View 55” TV from comfy leather sofa/kitchen ★Pack 'n Play/Bassinet/High chair ★Mud room

Bear Creek Inn 3 BR House Creekside
3BR HOUSE, QUIET CREEKSIDE RETREAT, PET FRIENDLY, FENCED YARD ENTIRE 3 BR mountain home with a large fenced backyard and a babbling creek—perfect for couples, families, and pets. Minutes to Crabtree Falls, the Appalachian Trail head, and George Washington National Forest. Unwind in nature, then explore Nelson 151 breweries and wineries or head to Wintergreen Resort just 12 miles away. Space, privacy, and adventure all in one unforgettable stay. Pet fee auto added when indicated at booking.

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!!

* Award-Winning Renovation * Ideal Location *
— Ample Parking in Driveway & Adjacent Private Parking Lot — Cleaning & Linens taken care of for you — Prepare a meal in the fully equipped kitchen. Relax on the porch as the sun sets behind the nearby mountains. Or sink into your own king-size bed with a good book. This downtown home was painstakingly renovated to highlight its historic character and is a proud recipient of the Historic Staunton Foundation's 2021 Residential Rehabilitation Award. Welcome to NEWTOWN RETREAT!

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.

Scenic Barn Escape on 151,Stunning views, Sleeps 6
Recently refurnished to a high standard. The current Barn features a gourmet/chefs kitchen, full bathroom with standup shower, WiFi, 55" Smart TV with Netflix, Air con, fire pit, grill, patio and plenty of space to sleep 6. Enjoy your time home on the Farm! Private outdoor area, parking & self check-in. Also boasts some of the best views along the Brew Ridge Trail. Sit on your patio & watch the sun set over Humpback rock and the Blue Ridge Mountains.

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!

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 Mountain Home

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Seasonal Private Pool - All Year Hot Tub

Charming Carrie's Cottage at Fairhill Farm

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

Sunset Retreat a cabin off the beaten path

Bear's Mountain Escape

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Weekly house rentals

Woodwind Cottage

ShenandoahEscape~HotTub~OutdoorCinema~DogFriendly

Heart of Crozet+ Firepit+ Hotub +Wine & Beer+PEACE

Wakefield Ct | Private Parking spots | Fast WiFi

Charming Cottage at Golden Hill

Book for Fall! Nelson 151, MTN views!

The Homeplace - Private House with Backyard

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

New Reno! Central to Skyline, Staunton, Cville

Best Blue Ridge Views at Sunrise over Wintergreen

The Red Hen Historic Cottage

Cute Place in Waynesboro

•Staunton | Boho Bungalow•

Aftonshire Cottage - Heart of Afton's Wine Region

Mountain Homestead - Hottub, King, Dogs, Gameroom

Peak Retreat | Luxury A-Frame w/ Hot Tub & Views
When is the best time to visit Waynesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $296 NZD | $282 NZD | $272 NZD | $273 NZD | $319 NZD | $298 NZD | $293 NZD | $272 NZD | $308 NZD | $371 NZD | $326 NZD | $298 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 $35 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, Wi-Fi 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
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- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Amazement Square
- Prince Michel Winery
- Frontier Culture Museum
- Wintergreen Resort
- Blenheim Vineyards
- Shenandoah Caverns
- Cardinal Point Winery
- Glass House Winery
- Devils Backbone Brewing Co Basecamp
- James Madison University
- University of Virginia
- Monticello
- John Paul Jones Arena
- White Lotus Eco Spa Retreat
- Virginia Horse Center
- James River State Park
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- Natural Bridge State Park




