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Vacation rentals in Waynesboro

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Top-rated vacation rentals in Waynesboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Cottage in Afton

4.99 out of 5 average rating, 203 reviews

Oasis in the Blue Ridge -Rt. 151 Brew Ridge Trail

Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.

Cabin in Afton

4.93 out of 5 average rating, 467 reviews

Wes Cabin - Great space for a getaway from home!

This cabin sits on a 5 acre lot close to I.64 and Rt.250. It has nice mountain views from private back deck. It is close to (5 mins) the Blue Ridge Parkway and Skyline Drive. Also a short drive to all the local wineries and breweries. A Great location for hikers and cyclists! The Cabin is cozy/rustic with character. It has everything you should need to make your stay comfortable. Due to the coronavirus, we clean, sanitize and disinfect frequently touched hard surfaces between reservations.

Guest suite in Waynesboro

4.98 out of 5 average rating, 249 reviews

The LoriAnn, A Boutique Stay New Sleep Number Bed

This beautifully restored 1940’s home is located in the City of Waynesboro just a short drive from the Blue Ridge Parkway. Modern amenities, complimentary breakfast items and assurance of comfort awaits! Enjoy one of a kind Autographed Movie and TV Memorabilia. The spacious front porch is all yours including a 100 yr old porch swing that belonged to my Great Grandmother. Along with the Parkway & Skyline Drive, enjoy Restaurants, Breweries, Vineyards, movie theaters and exploring Route 151.

Cottage in Crozet

4.91 out of 5 average rating, 140 reviews

Idyllic Cottage Retreat

Kick back and relax in this cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

Treehouse in Verona

5 out of 5 average rating, 127 reviews

The Laurel Hill Treehouse

Fully immerse yourself in nature in this serene Scandinavian-inspired woodland retreat, ideal for a couple's getaway. The treehouse is perfectly nestled amongst the trees, offering a chance to unwind while enjoying the beautiful views of nature. Just imagine yourself relaxing on the wrap around porch, soaking in the hot tub, cooling off in the creek, & cozying up to a crackling fire. We invite you to unwind, reconnect with nature & create cherished memories in this tranquil hideaway.

Cottage in Waynesboro

4.9 out of 5 average rating, 246 reviews

The Copper Cottage - near the Appalachian Trail

An antique fully renovated, cozy cottage that blends the character of saw milled wood beams, hand-crafted finishes, & local art with the modern comforts of Wi-Fi, Streaming TV, A/C, and a Jetted shower that might raise your attitude with the altitude! At the entrance to Historic Waynesboro (<1 mile) and the riverside park, or its restaurants and stores to entertain even the peculiar palate or collector. Fully fenced in back yard, so bring the pups or the kids, but watch for wildlife!

Cabin in Vesuvius

4.98 out of 5 average rating, 206 reviews

Whimsical Creekside Cabin

Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the wrap around deck, or delight in exploring your own 7 acres in the forest. Our cabin is a cheerful, clean cottage to come home to- or decide to spend your days on property splashing in the creek and sitting out by the fire pit. We invite you to embrace our simpler way of life where we wholeheartedly believe that life is to be enjoyed and not endured.

Cabin in Rockbridge Baths

4.97 out of 5 average rating, 311 reviews

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

Rental unit in Waynesboro

4.93 out of 5 average rating, 308 reviews

Mimosa Farm *no cleaning fee for 2+ day stays*

Little country inn the city on Mimosa Farm is in the middle of the city on 9 acres with goats, a mini donkey, dogs and THE BEST mountain views. Nestled at the base of Afton mountain, you are just minutes from the 151 brewery trail. Host offers the option of adding transportation for a safe, worry free day. The Inn will accommodate up to 7-8 people! Pets are accepted with $25 fee. We will WAIVE the cleaning fee for stays that are 2 days or greater!

Rental unit in Staunton

4.95 out of 5 average rating, 328 reviews

Travelers Nook - close to downtown

The TRAVELERS NOOK is a cute, cozy, one bedroom apartment close to downtown Staunton! It’s located on the second floor, with a private entrance. It has all the charm that you would expect to find in a cute studio apartment! Built by a local architect Tj Collins in the 1920’s. This quaint space has everything you need to enjoy your stay here in Staunton! We do accept small pets on approval with a pet cleaning charge.

Bungalow in Waynesboro

4.9 out of 5 average rating, 231 reviews

Cheerful 2 bd bungalow with HOT TUB! Pet friendly!

Enjoy the entire home to yourself, including a relaxing backyard retreat with hot tub. Perfect for singles or couples who want to stay home and relax or visit the sites then come home to enjoy the hot tub under the stars. 10 min drive to shopping; 10 min to Blue Ridge Parkway & Skyline Drive; 15 min to 151 Breweries. kayaking/canoeing/hiking/fishing on the beautiful South River.

Home in Waynesboro

4.83 out of 5 average rating, 109 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Waynesboro vacation rentals

Free parking on premises

Air conditioning

Stay near Waynesboro's top sights

Blue Ridge Parkway North Entrance177 locals recommend

Blue Ridge Tunnel Trail, East Trailhead57 locals recommend

Basic City Beer Co.48 locals recommend

Skyline drive46 locals recommend

Blue Ridge Tunnel Trail46 locals recommend

Swannanoa20 locals recommend

Other great vacation rentals in Waynesboro

Guest suite in Crozet

4.98 out of 5 average rating, 174 reviews

Guesthouse at Hamilton Oaks

Rental unit in Staunton

4.93 out of 5 average rating, 531 reviews

Lewis Creek Loft

Tiny home in Scottsville

4.98 out of 5 average rating, 390 reviews

Rare Find: Private Animal Sanctuary & Tiny Cottage

Cabin in Verona

4.98 out of 5 average rating, 281 reviews

Charming Log Cabin,streams,4 bdrms,pet frndly,WiFi

Chalet in Afton

4.83 out of 5 average rating, 457 reviews

Chalet house next to wineries/breweries!

Guesthouse in Crozet

4.97 out of 5 average rating, 157 reviews

Crozet Cottage | Close to Wineries & DT Crozet

Tiny home in Staunton

4.93 out of 5 average rating, 121 reviews

Sunrise Casita: a tiny house at Cana Barn

Cottage in Afton

4.9 out of 5 average rating, 529 reviews

Couples Getaway,heart of RT 151,stunning views

Quick stats about vacation rentals in Waynesboro

Total rentals
110 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in bed and breakfast rentals in Waynesboro?
Experience the best of Waynesboro with our bed and breakfast rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Waynesboro?
Yes! Work meets play with ease at over 60 vacation rentals in Waynesboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Waynesboro?
Four-legged friends are welcome in Waynesboro. Choose from more than 40 vacation rentals for guests traveling with pets.
Do bed and breakfast rentals in Waynesboro have a kitchen?
Absolutely! We offer over 10 bed and breakfast rentals with a kitchen in Waynesboro. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in Waynesboro have wifi?
Absolutely! We offer over 20 boutique hotel rentals with wifi in Waynesboro. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Waynesboro?
Waynesboro has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do bed and breakfast rentals in Waynesboro have free parking?
Absolutely! We offer over 20 bed and breakfast rentals with free parking in Waynesboro. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Waynesboro?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore