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.

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Top guest favourite
A welcoming living area features two leather couches arranged around a wooden coffee table, which is complemented by a patterned rug. Large windows allow natural light to illuminate the space, offering views of the surrounding trees. Sliding glass doors provide access to an outdoor deck.
Home in Wintergreen Resort
4.99 out of 5 average rating, 153 reviews

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.

Top guest favourite
Home in Greenwood
5 out of 5 average rating, 224 reviews

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.

Top guest favourite
A three-story wooden house is nestled among lush greenery in a forested setting. The deck and patio area are accessible, surrounded by trees and natural landscaping, creating a serene environment for relaxation.
Home in Nellysford
4.99 out of 5 average rating, 149 reviews

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

Top guest favourite
A comfortable living area features leather sofas and a wooden coffee table, resting on a geometric-patterned area rug. Natural light filters through sheer curtains, illuminating the space. A ceiling fan and wall-mounted television are also present, adding to the room's functionality.
Home in Weyers Cave
4.99 out of 5 average rating, 183 reviews

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!

Top guest favourite
Home in Mount Crawford
4.94 out of 5 average rating, 345 reviews

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!!

Top guest favourite
Home in Verona
4.99 out of 5 average rating, 155 reviews

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

Guest favourite
An outdoor fire pit area is surrounded by gray Adirondack chairs, set on a gravel base, with a scenic view of the mountains in the background. A spacious lawn features trees and flowering plants, creating an inviting space for relaxation and gatherings.
Home in Afton
4.93 out of 5 average rating, 138 reviews

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.

Guest favourite
The exterior of the building features a modern farmhouse design with white siding and stone accents at the base. Two large windows are framed symmetrically on either side of the front entrance, which is highlighted by tall, white columns. A neutral driveway leads to the entryway.
Home in Grottoes
4.89 out of 5 average rating, 174 reviews

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

Top guest favourite
Home in Charlottesville
4.95 out of 5 average rating, 706 reviews

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"

Top guest favourite
A spacious living area features a comfortable sectional sofa adorned with various patterned cushions. Two tables with lamps flank the seating, providing warm lighting. A decorative wall accent and window treatments enhance the inviting aesthetic, with natural light illuminating the hardwood-style flooring.
Home in Afton
4.94 out of 5 average rating, 102 reviews

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!

Guest favourite
The cabin exterior features a welcoming porch with steps leading to a landscaped yard. Soft evening light casts a warm glow from the windows, highlighting the charming architecture against a backdrop of colorful twilight sky. The expansive green lawn extends towards the horizon.
Home in Staunton
4.93 out of 5 average rating, 180 reviews

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.

Top guest favourite
A winding gravel driveway leads to a spacious home, surrounded by a lush green lawn. A large tree provides shade next to the house, which features a covered front porch. The setting includes open fields and a sky filled with soft clouds.
Home in Stuarts Draft
4.9 out of 5 average rating, 411 reviews

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

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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
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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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