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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Top guest favorite
The gravel pathway leads to a charming log cabin, framed by tall trees and surrounded by greenery. A sign reading 'COZY MOUNTAIN CABIN' is positioned near the path, inviting visitors to explore this secluded retreat in the Blue Ridge.
Cabin in Roseland
4.96 out of 5 average rating, 727 reviews

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

Top guest favorite
A welcoming exterior view of the property showcases a brick building surrounded by neatly trimmed bushes and a well-maintained lawn. Trees are situated in the background, and a gently sloping grassy area leads up to the entrance, indicating accessibility and inviting outdoor space.
Guest suite in Mount Crawford
4.97 out of 5 average rating, 215 reviews

"Country Star"- Suite at Cross Keys

Welcome to our private, cozy suite, Country Star. A sunny walkout basement apartment with patio and easy parking next to entrance makes coming and going a breeze. Country Star features a kitchenette, with table and chairs, one bedroom with queen bed and closet, and a full bath/shower. It provides comfortable space for two, with extra space for a pack-n-play or fold out lounge chair/bed for a third person. (See note in 'other'). Our space offers convenience and comfort, with self check-in.

Top guest favorite
A spacious front porch is adorned with vibrant flowers in various shades, creating a welcoming environment. Comfortable seating is arranged to invite relaxation, while lush greenery provides an enhanced view of the surrounding area. A patterned outdoor rug complements the serene setting.
Guest suite in Waynesboro
4.98 out of 5 average rating, 333 reviews

The LoriAnn, A Boutique Stay New Sleep Number Bed

This beautifully restored 1940’s home in the City of Waynesboro is just a short drive from the Blue Ridge Parkway. Modern amenities, light complimentary breakfast items and assurance of comfort awaits! Enjoy one of a kind Autographed Movie and TV Memorabilia. The spacious front porch is yours to enjoy 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.

Top guest favorite
A serene landscape showcases rolling hills adorned with autumn foliage. In the foreground, tall grass and scattered trees lead to a cozy house perched on a hillside, surrounded by vibrant fall colors. The distant mountains create a peaceful backdrop.
Yurt in Afton
5 out of 5 average rating, 940 reviews

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. Night Archer Farm is located off a quiet country road in Afton, Nelson County. It is private, but not remote. You are close to the Brew Ridge trail, wineries, breweries, skiing at Wintergreen, Blue Mountain Brewery, Devil's Backbone, golf, hiking, or driving the Blue Ridge Parkway. Hike directly from the Yurt up into the mountains!

Top guest favorite
A cozy log cabin entrance is adorned with warm string lights. A gravel path leads to a fire pit surrounded by chairs. Two individuals are seated on the porch, creating a relaxed setting amidst lush greenery and a peaceful atmosphere.
Place to stay in Lyndhurst
4.99 out of 5 average rating, 117 reviews

Tiny Log Cabin

This tiny hand-hewn log cabin is a perfect, peaceful, and relaxing way to unwind and reconnect with your loved one or have a personal retreat for yourself. Nestled in the Blue Ridge Mountains on 300 acres of private land with plenty of room to explore and enjoy the wild life. Come witness the brilliant night sky lying in an open field with no city lights to diminish the experience. Minutes to Wintergreen Resort, the Appalachian Trail, Sherando Lake, 4 breweries, 6 wineries, and 3 cideries.

Superhost
The exterior of the cottage features a welcoming porch with two seated chairs and a wooden railing. Lush greenery and trees surround the cottage, complemented by a beige wooden fence that offers privacy. A clear blue sky brightens the scene, enhancing the inviting atmosphere.
Cottage in Waynesboro
4.9 out of 5 average rating, 301 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 downtown Historic Waynesboro and the riverside park, its restaurants and stores can entertain even the peculiar palate or collector, some are right across the street! Fully fenced in back yard, so bring the pups to play!

Top guest favorite
A cozy dining area features a wooden table with dark chairs and a decorative plate holding small vases of blossoms. In the background, a spacious bed is framed by bright natural light, complemented by a wreath on the wall above.
Guest suite in Crozet
4.98 out of 5 average rating, 210 reviews

Guesthouse at Hamilton Oaks

Escape to our guesthouse on a little farmette. This peaceful setting tucked away on several acres along a creek with nature trails is the perfect mountain getaway. We are conveniently situated near quaint wineries, breweries along with hiking and the Blue Ridge Parkway that is a short hop, jump and a skip away. Every effort has been made to keep this a green haven, chemical and synthetic scent free, so you can leave recharged and rested. Non-smoking

Top guest favorite
A spacious studio features a quilted bed topped with a decorative pillow. A light-colored armchair is positioned nearby. Soft natural light filters through a window adorned with sheer curtains, while a wooden dresser and wall art add to the inviting decor.
Guesthouse in Weyers Cave
4.94 out of 5 average rating, 415 reviews

Little Cottage

Located in the Beautiful and historical Shenandoah Valley. If you enjoy outdoor activities, the Valley is the place to be. This 450 sq ft Studio is minutes from Jame Madison University, Bridgewater College, and Mary Baldwin University. Less than 2 miles from Blue Ridge Community College. 5 mins from Shenandoah Valley Regional Airport. Massanutten Resort is a short drive from this location. Located less than 1 mile from Interstate 81 exit 235.

Top guest favorite
A charming white bungalow is shown, featuring a welcoming yellow front door and dark shutters. Sunlight filters through the trees, highlighting the neatly landscaped front yard and walkway leading to the entrance.
Bungalow in Waynesboro
4.91 out of 5 average rating, 314 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.

Top guest favorite
A wooden sign painted in soft colors displays the name 'The Stable' in a flowing, artistic script. The background is a light gray with hints of gold, while the lettering features a warm rust tone, prominently positioned against a red door.
Guesthouse in Waynesboro
4.92 out of 5 average rating, 424 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.

Guest favorite
Early autumn foliage displays a rich tapestry of reds and greens, with distant mountains serving as a backdrop under a clear blue sky. The vibrant leaves gently frame the scene, emphasizing the natural beauty of the area.
Home in Waynesboro
4.85 out of 5 average rating, 169 reviews

Prickly Pear Cottage *5 minutes from skyline dr.*

Prickly Pear Cottage is located right at the base of Afton mountain in Waynesboro. You’re just minutes from hiking, breweries and vineyards! This home was designed with the traveler in mind. You will love the spacious great room, large rec room in the basement outdoor space for your furry friends and the kids.

Guest favorite
The living area features a sectional couch, accented with striped throw pillows. Large windows provide ample natural light and scenic views of the outdoors. A small area rug adds warmth to the space, while a ceiling fan and built-in cabinetry contribute to the room's functionality.
Camper/RV in Afton
4.78 out of 5 average rating, 156 reviews

LaCasadeChiChi

A very comfy home for two in the heart of Nelson County. The views and location can’t be beat! This RV is located on the same property as “GreenHouseNelson” our other Airbnb here in Nelson County. Here you will find a lot of peace and nature. Tons of sunshine, mountain views, and brews!

Popular amenities for Waynesboro vacation rentals

When is the best time to visit Waynesboro?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$24,042 GYDG$23,624 GYDG$24,669 GYDG$27,805 GYDG$27,596 GYDG$29,687 GYDG$31,150 GYDG$30,105 GYDG$29,478 GYDG$31,150 GYDG$28,223 GYDG$25,506 GYD
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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 $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Waynesboro?

    Yes! Work meets play with ease at over 10 house rentals in Waynesboro featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly apartment rentals in Waynesboro?

    Four-legged friends are welcome in Waynesboro. Choose from more than 10 apartment 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 10 boutique hotel rentals with wifi in Waynesboro. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Waynesboro?

    Waynesboro has more than 20 family-friendly house rentals. 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 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.

Quick stats about vacation rentals in Waynesboro

  • Total vacation rentals

    Explore 100 vacation rentals in Waynesboro

  • Nightly prices starting at

    Waynesboro vacation rentals start at G$4,181 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Waynesboro vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Waynesboro rentals

  • 4.8 Average rating

    Waynesboro stays are highly rated by guests—averaging 4.8 out of 5!

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