
House holiday rentals in Waynesboro
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Top-rated house rentals in Waynesboro
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Lux Views of Virginia Mountains, 3 King, 2 Twin
A beautiful house with incredible views! Located right on the Ski/Bike slopes of Bryce Resort (Ski-in/Ski-out). Kick back and relax in this calm, stylish space. Four bedrooms include two Master EnSuite with private baths. The Area offers boating, fishing, hiking, skiing, mountain biking, golfing, mini-golf, caving, wineries and just relaxing. Central AC, linens & towels provided, full kitchen. Great low weekday rates. Quite hours after 11:00 pm are strongly enforced by the local security.

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

Downtown Riverview Castle with Pool and Hot Tub!
Enjoy the perfect combination of city (short walk to downtown shops, restaurants, parks, South River Greenway) & peaceful scenery. Spend all day in the pool (Mar - Sept) & night in the hot tub; all while overlooking the famous South River Rapids. Originally built in 1939. Historic charm while boasting luxurious additions & modern amenities! Eclectic, happy & charming. 6 + BR and over 3300 square ft for the whole family to enjoy. 12+ person dining table, 4 island chairs, & 8+ outdoor dining.

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!

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!!

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.

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.

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 house rentals in Waynesboro
House rentals with a pool

Cliffs Edge- It's Pumpkin Spice Time!

Pine Lake Lodge

All-Year Heated Covered Private Pool / Hot Tub

Top 1% on Mountain! Shenandoah Holiday Retreat

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

Willow Grove Wineries, Breweries, Hiking,Hot Tub

New modern ranch house in adorable small town

Glass & Pine, close to Bold Rock & Vineyards

Peak Retreat Near Trails and Wineries

"Virginia Beauty" in Historic Tree Streets

Afton Home on 25 Acre Ridgetop with Amazing Views

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

The Red Hen Historic Cottage

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

The Vū, Afton w/ 360º Mountain Views

Cute Place in Waynesboro

•Staunton | Boho Bungalow•

The Reserve
Quick stats about house rentals in Waynesboro
Total rentals
30 properties
Nightly prices starting at
€ 17 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
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- Rentals with a fireplace Waynesboro
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- Massanutten Resort
- Luray Caverns
- Early Mountain Winery
- Boonsboro Country Club
- Ash Lawn-Highland
- Amazement Square
- Prince Michel Winery
- Chisholm Vineyards at Adventure Farm
- Massanutten Ski Resort
- 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
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards
- Cardinal Point Winery