Vacation rentals in Waynesboro

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Top-rated vacation rentals in Waynesboro

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Guest favourite

Cottage in Waynesboro

4.92 out of 5 average rating, 202 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! Walk 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! Hiking store nearby.

Oct. 15 – 22

$179 CAD per night

Guest favourite

Cottage in Afton

4.99 out of 5 average rating, 161 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.

Dec. 5 – 12

$263 CAD per night

Guest favourite

Cabin in Afton

4.94 out of 5 average rating, 414 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.

Dec. 25 – Jan. 1

$197 CAD per night

Guest favourite

Guest suite in Waynesboro

4.98 out of 5 average rating, 199 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.

Jul. 7 – 14

$177 CAD per night

Guest favourite

Cottage in Afton

4.9 out of 5 average rating, 484 reviews

Couples Getaway,heart of RT 151,stunning views

The Cottage is conveniently located along the Brew Ridge Trail. Sit on your patio and watch the sun set over Humpback rock and the Blue Ridge Mountains. Amazing location that’s set right in the middle of all the breweries. Spacious 6 acre farm with Route 151 road frontage. This handsome cottage is the perfect romantic get-a-way. Enjoy WiFi, air con, parking, self check-in and all the amenities you need to feel at home. Picturesque mountain views and beautifully landscaped grounds.

Feb. 17 – 24

$185 CAD per night

Guest favourite

Cabin in Vesuvius

4.97 out of 5 average rating, 65 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.

Sep. 27 – Oct. 4

$198 CAD per night

Guest favourite

Cabin in Rockbridge Baths

4.97 out of 5 average rating, 270 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.

Sep. 11 – 18

$176 CAD per night

Guest favourite

Apartment in Staunton

4.95 out of 5 average rating, 276 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.

Mar. 1 – 8

$144 CAD per night

Guest favourite

Guest suite in Waynesboro

4.98 out of 5 average rating, 123 reviews

Spacious upstairs apartment with sunset views

We are located in Waynesboro next to Ridgeview Park and the South River. The park has tennis courts as well as a children’s playground and an outdoor swimming pool. We are within walking distance of the old downtown area of Waynesboro with restaurants, coffee shops and the Wayne Theater. We are a 10 minute drive to the Blue Ridge Parkway and Shenandoah NP, for wonderful scenery and hiking.

Jul. 7 – 14

$207 CAD per night

Guest favourite

Bungalow in Waynesboro

4.9 out of 5 average rating, 174 reviews

NEW! Cheerful 2 bd bungalow with hot tub. Must see

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.

Mar. 12 – 19

$245 CAD per night

Guest favourite

Guesthouse in Staunton

4.93 out of 5 average rating, 533 reviews

The Firefly Springhouse

Private cabin, with bath, located in a quiet country setting, close to town and easy access to two Interstate highways. Comfy queen bed, 400 ct sheets. Climate control with state of the art Trane system. Mini-fridge, microwave, and Keurig coffee maker are included. High speed wireless internet and basic cable TV. All varieties of people are welcome here.

Sep. 13 – 20

$147 CAD per night

Guest favourite

Guesthouse in Waynesboro

4.9 out of 5 average rating, 328 reviews

The Stable

Our guesthouse is located in the historic Tree Streets Neighborhood of Waynesboro, VA, an official Appalachian Trail town, located at the southern end of the Shenandoah National Park. We've aptly named the guesthouse "The Stable" because it was originally built and functioned as a stable. It has since been converted into a cozy cottage for guests.

Sep. 21 – 28

$133 CAD per night