House holiday rentals in Waynesboro

Find and book unique houses on Airbnb

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 $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,350 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

    30 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!

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
Home in Waynesboro

Willow Grove-Hot Tub-Wineries-Breweries-Hiking

Relax at Willow Grove Home, a peaceful, pet-friendly retreat on 3.5 private acres with mountain views, stunning sunsets, and a hot tub. Enjoy the fire pit with complimentary firewood, bistro-lit patio, outdoor dining and games. Features include fiber optic internet, TVs in every bedroom, a 65" TV with surround sound, Sleep Number and Nectar beds, well-stocked kitchen, and dining and dinnerware for up to 20 guests. Convenient to wineries, breweries, hiking, caverns, wedding venues, JMU, and UVA.

FamilyLocationHiking

4.97 out of 5 average rating, 103 reviews
Guest favourite
The living area features a spacious sectional sofa and a modern futon, complemented by a wooden dining table with seating for six. Light blue walls enhance the open feel, while large windows allow natural light to fill the space. A decorative chandelier is positioned above the dining area.
Home in Staunton

Staunton Escape 👑King Bd, washer+dryer+Wifi+Fence

This 2 story house with vaulted ceilings is situated close to downtown Staunton in the heart of the Shenandoah Valley. Access to Shenandoah Nation Park and the Blue Ridge Parkway is just a short drive. This unique space has a King and Queen bed on the 1st floor, and a twin bed, futon, sofa bed and section on the 2nd floor. The ample parking allows for multiple large vehicles. The yard has a covered seating area and is completely fenced in. Wifi is fast, 58in smart TV, hand crafted decor, privacy

FamilyLocationKitchen

4.9 out of 5 average rating, 237 reviews
Top guest favourite
A serene view of the Blue Ridge Mountains is presented, showcasing rolling hills blanketed in mist during sunrise. The sky is painted with soft pastel shades of orange and pink, highlighting the natural beauty of the surrounding landscape.
Home in Afton

Mountain Mama- Amazing Views! + Hot Tub!

MOUNTAIN MAMA - The home for gorgeous Blue Ridge Mountain views : ) Situated on a graceful 26 acres minutes off Rt. 151, our mountainside home is nestled within the beautiful Rockfish Valley and offers incredible views from every window in a truly unique and newly renovated home. Enjoy sunsets over 3600’ Humpback Mountain due west and sunrises lighting up the valley ridges. If you need time to be inspired by nature’s beauty, this home offers a rare breath of fresh air! Book your stay today!

FamilyLocationAccess

4.97 out of 5 average rating, 135 reviews
Guest favourite
A cozy living room features a classic brick fireplace surrounded by comfortable seating. A colorful area rug adds warmth, while large windows offer views of the greenery outside. Adjacent, a vibrant game room contains a foosball table and warm lighting, ideal for entertainment.
Home in Waynesboro

5BR | Gameroom | Walk Downtown | Gym |BR Pkwy 5mi

Bring the whole crew! This historic 6-bedroom Waynesboro home sleeps 12 and puts you within walking distance of downtown, the South River and the Greenway. Kids will love the fully loaded game room with Pac-Man, foosball, air hockey, karaoke and giant connect 4, while adults can relax by the fireplace, fire pit or under the twinkling lights of the outdoor gazebo. You’ll also have a private gym, spacious kitchen, fast Wi-Fi, pet-friendly accommodations and plenty of places to gather together.

FamilyValueBathroom

4.88 out of 5 average rating, 130 reviews
Top guest favourite
The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.
Home in Afton

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

FamilyLocationCheckout

4.99 out of 5 average rating, 110 reviews
Top guest favourite
Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain home 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.

LocationValueAccuracy

5.0 out of 5 average rating, 242 reviews
Top guest favourite
Home in Wintergreen Resort

Cliffs Edge - It’s Pumpkin Spice Time!

An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredible mountain views! This spacious home, with its cantilevered decks, makes this perfect for any family. The large upstairs loft, adjacent to the upstairs bedrooms, offers movies, games, puzzles, and comfortable seating. Wi-Fi, Netflix, and Samsung Smart hub give plenty of entertainment options. The spacious living area and dining room have abundant seating for all.

FamilyLocationWalkability

4.97 out of 5 average rating, 130 reviews
Top guest favourite
A modern guesthouse showcases a sloped roof and wooden accents, surrounded by lush green grass. Expansive glass doors offer views of the interior, while a well-defined stone pathway leads to the entrance. The property is set against a backdrop of rolling hills and trees.
Home in Crozet

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

Welcome to the Orso Blu Guesthouse at Orso Blu Farm, a working lavender farm in the heart of Crozet and the Blue Ridge Mountains. This one-of-a-kind guesthouse's architecture and decor are modeled after Italian Alpine homes. The natural fir floors will envelop you with their warmth and the views will take your breath away. The guesthouse is located less than a mile from downtown Crozet, all wineries and 151, 20 minutes from Charlottesville on 76 acres of land, central and private.

ValueFamilyHospitality

4.98 out of 5 average rating, 101 reviews
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

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.

LocationValueQuiet

4.93 out of 5 average rating, 149 reviews
Guest favourite
Home in Afton

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. 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.

LocationValueOutdoor spaces

4.96 out of 5 average rating, 132 reviews
Top guest favourite
A cozy living area features a light-colored sofa facing a fireplace, creating a focal point. To the side, a comfortable armchair is paired with a small side table. A television is positioned across the room, with natural light illuminating the space from large, partly draped windows.
Home in Staunton

The Red Hen Historic Cottage

Welcome to The Red Hen, a newly renovated, historic home in downtown Staunton. You'll be just steps from all of the fantastic dining, shopping, architecture, and entertainment that the city has to offer! This peaceful, stylish home has the best of both worlds; loads of historic charm with all of the modern upgrades you could hope for. Enjoy the spaciousness, the fun vintage elements, the comfort, and the incredible location!

LocationFamilyIndoor spaces

4.98 out of 5 average rating, 102 reviews
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

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.

FamilyValueHeating

4.9 out of 5 average rating, 447 reviews

Popular amenities for house rentals in Waynesboro

When is the best time to visit Waynesboro?

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Avg. price$211 SGD$185 SGD$170 SGD$248 SGD$234 SGD$211 SGD$214 SGD$199 SGD$226 SGD$242 SGD$241 SGD$235 SGD
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