Vacation rentals in Waynesboro

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Top-rated vacation rentals in Waynesboro

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Guest favorite

Cottage in Waynesboro

4.92 out of 5 average rating, 198 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.

Feb 12 – 19

G$23,105 GYD per night

Guest favorite

Cottage in Afton

4.99 out of 5 average rating, 158 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.

Aug 16 – 23

G$33,529 GYD per night

Guest favorite

Cabin in Afton

4.94 out of 5 average rating, 409 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.

Feb 3 – 10

G$27,340 GYD per night

Guest favorite

Guesthouse in Crozet

4.98 out of 5 average rating, 118 reviews

Crozet Cottage | Close to Wineries & DT Crozet

Enjoy a cozy getaway at our centrally-located carriage house, in the heart of sought-after Crozet, VA. Completely renovated in 2022, the carriage house feels brand new! Our space offers 1 queen bed and 1 full-bed pull-out couch. The space is .5 miles from downtown Crozet, 2.5 miles to King Family Vineyard and 3.5 miles to Chiles Orchard. It is equipped with a kitchen, a large closet (fits a pack n' play!), high speed internet and Apple TV. We have assigned parking spots in the driveway.

Jul 15 – 22

G$21,833 GYD per night

Guest favorite

Guest suite in Waynesboro

4.98 out of 5 average rating, 195 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.

Nov 26 – Dec 3

G$22,093 GYD per night

Guest favorite

Cabin in Vesuvius

4.97 out of 5 average rating, 159 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

G$24,107 GYD per night

Guest favorite

Cabin in Rockbridge Baths

4.97 out of 5 average rating, 268 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.

Oct 11 – 18

G$23,191 GYD per night

Guest favorite

Home in Staunton

4.96 out of 5 average rating, 114 reviews

Queen City Cottage in Historic Downtown Staunton

Welcome to Queen City Cottage, 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!

Mar 23 – 30

G$21,015 GYD per night

Guest favorite

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.

Feb 15 – 22

G$18,359 GYD per night

Guest favorite

Guest suite in Waynesboro

4.98 out of 5 average rating, 122 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.

Jun 22 – 29

G$28,245 GYD per night

Guest favorite

Tiny home in Linville

4.99 out of 5 average rating, 601 reviews

The spring house at Thistle Hollow

Beautifully renovated spring house on the grounds of the 1800s Peter Breneman House. Soak up peace and quiet in one of the most beautiful corners of the Shenandoah Valley. Enjoy starry skies, sunrises, and birdwatching from your private porch. 9 minutes from Eastern Mennonite University, 13 minutes from James Madison University, and 45 minutes from the entrance to Shenandoah National Park.

Aug 18 – 25

G$21,987 GYD per night

Guest favorite

Bungalow in Waynesboro

4.89 out of 5 average rating, 170 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.

Dec 10 – 17

G$31,832 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Waynesboro vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Waynesboro's top sights

Ridgeview Park8 locals recommend

The Fishin' Pig Waynesboro8 locals recommend

Zeus Digital Theater LLC13 locals recommend

Outback Steakhouse3 locals recommend

Walmart Neighborhood Market3 locals recommend

Plaza Antigua5 locals recommend

Other great vacation rentals in Waynesboro

Guest favorite

Tent in Fairfield

4.98 out of 5 average rating, 1059 reviews

Tipi with a great view of the Blue Ridge Mountains

Dec 5 – 12

G$21,076 GYD per night

Guest favorite

Cottage in Afton

4.97 out of 5 average rating, 182 reviews

Private Forest Cottage near Pippin Hill/Wineries

Aug 8 – 15

G$24,576 GYD per night

Guest favorite

Cottage in Afton

4.91 out of 5 average rating, 480 reviews

Couples Getaway,heart of RT 151,stunning views

Dec 21 – 28

G$30,424 GYD per night

Guest favorite

Cottage in Tyro

5.0 out of 5 average rating, 184 reviews

Bear Creek Inn

Feb 12 – 19

G$32,363 GYD per night

Guest favorite

Apartment in Staunton

4.94 out of 5 average rating, 396 reviews

Downtown Dream

Nov 14 – 21

G$24,675 GYD per night

Guest favorite

Guest suite in Crozet

4.97 out of 5 average rating, 147 reviews

Guesthouse at Hamilton Oaks

Nov 30 – Dec 7

G$24,772 GYD per night

Guest favorite

Guesthouse in Waynesboro

4.89 out of 5 average rating, 53 reviews

Nona's Cottage-Waynesboro/Shenandoah Valley, VA

Jan 24 – 31

G$21,827 GYD per night

Guest favorite

Apartment in Waynesboro

4.95 out of 5 average rating, 66 reviews

Modern Apartment in Waynesboro

Dec 23 – 30

G$24,286 GYD per night

Show all

Quick stats about vacation rentals in Waynesboro

Total rentals
100 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.9K reviews
Nightly prices starting at
G$4,169 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in boutique hotel rentals in Waynesboro?
Experience the best of Waynesboro with our boutique hotel rentals, starting at about $110 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 30 vacation rentals for guests traveling with pets.
Do apartment rentals in Waynesboro have a kitchen?
Absolutely! We offer over 10 apartment 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 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Waynesboro have free parking?
Absolutely! We offer over 30 house rentals with free parking in Waynesboro. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Waynesboro?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with a kitchen, over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Waynesboro

Top-rated vacation rentals in Waynesboro

Vacation rentals for every style

Houses

Cabins

Hotels

Popular amenities for Waynesboro vacation rentals

Stay near Waynesboro's top sights

Other great vacation rentals in Waynesboro

Tent in Fairfield

Cottage in Afton

Cottage in Afton

Cottage in Tyro

Apartment in Staunton

Guest suite in Crozet

Guesthouse in Waynesboro

Apartment in Waynesboro

Quick stats about vacation rentals in Waynesboro

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in boutique hotel rentals in Waynesboro?

Are there vacation rentals with a dedicated workspace in Waynesboro?

Are there pet-friendly vacation rentals in Waynesboro?

Do apartment rentals in Waynesboro have a kitchen?

Do boutique hotel rentals in Waynesboro have wifi?

Are there family-friendly vacation rentals in Waynesboro?

Do house rentals in Waynesboro have free parking?

What are the most popular amenities for House Rentals in Waynesboro?

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