Family-friendly vacation rentals 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.

Family · Kitchen · Walkability

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.

Indoor spaces · Kitchen · Nearby

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.

Family · Indoor spaces · Value

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.

Family · Kitchen · Wifi

Afton, Mountain View Mini Farm

Welcome to Mountain View Mini Farm! We are located in the Rockfish Valley(Afton, VA)with amazing views of the Blue Ridge Mountains. Our farm is just minutes to wineries, breweries, cideries, Shenandoah National Park and more! There is so much to do close by, but once you get on the farm, you won't want to leave! We have a total of 5 horses, with 3 being mini rescue horses. There's a fire pit area where you can roast S'mores while you watch the sunset. Be sure to look at bedrm 2 description.

Family · Indoor spaces · Outdoor spaces

Simple Comfort

Simple Comfort is located in historic Waynesboro, Virginia. We are in a quiet neighborhood, away from the busy highways and all their noise. Its an older neighborhood, but we find it simple and comfortable – our hope is that you will too. Once here you are 10 minutes from Shenandoah National Park, 10 minutes from the Blue Ridge Parkway and 10 minutes from the Appalachian Trail. We are also 30 minutes from the University of Virginia campus. It’s just over the mountain on Interstate 64.

Indoor spaces · Kitchen · Parking

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!

Family · Indoor spaces · Getting around

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Family · Indoor spaces · Nearby

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.

Indoor spaces · Kitchen · Hiking

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.

Indoor spaces · Family · Grill

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.

Indoor spaces · Family · Value

Farmhouse at the foot of the Blue Ridge Mountains

Updated, pet-friendly farmhouse with extra-large fenced in yard, located in Waynesboro. Located on a 60 acre farm surrounded by nearly a mile of river - 10 minutes from Skyline Drive & Blue Ridge Parkway - 15 minutes to Rt. 151, with unlimited wineries and breweries - 30 minutes to Charlottesville, UVa -30 minutes from Wintergreen

Kitchen · Indoor spaces · Hiking