
Family-friendly vacation rentals in Waynesboro
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Waynesboro

Total vacation rentals
Explore 30 vacation rentals in Waynesboro

Nightly prices starting at
Waynesboro vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 2,390 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Waynesboro vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Waynesboro rentals

4.9 Average rating
Waynesboro stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Waynesboro
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ 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.

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.

Elk Mountain Overlook: Breathtaking Views
Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blue Ridge Parkway this petite chalet is under 30 min from Charlottesville, 10 min to 151 vineyards/breweries/cideries, and 10 min to Waynesboro. Relax in this natural retreat featuring 2 king bedrooms, 2 person soaker tub, double headed shower, and ample kitchen w/many extras. Take in the views from the large deck, firepit, under porch swing, or mountainside adirondack chairs.

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.

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.

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.

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!

Creekside Retreat | Fire Pit + Big Fenced Yard
Wake up to the sound of the creek and end your evenings around the fire-pit in your fully private, fenced yard. Bear Creek is a peaceful, private Blue Ridge retreat designed for couples, families, and pet-friendly getaways. Inside enjoy three comfortable bedrooms, an open living space, and direct access to a gently babbling creek just steps from the backyard. Minutes to Crabtree Falls, the Appalachian Trail, and Nelson County wineries--yet tucked away in a quiet, relaxing setting.

Cottage on Wine/Brew Trail!
Cottage right in the center of all the wineries, breweries, distilleries, cideries, Shenandoah National Park, hiking, App.Trail, Blue Ridge Pkwy, Wintergreen Resort.Pets welcome for an added fee ($40). Located on 151 -"alcohol alley". Literally seconds to Blue Mountain Brewery or Flying Fox Vineyard & a minute or two drive to Veritas, Cardinal Point, Afton Mt, Silverback, Valley Rd and more! Fiber internet, disinfected--couldn't ask for a better spot!

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.

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.
Popular amenities for Waynesboro family-friendly rentals
Family-friendly home rentals with a hot tub

Secluded LUX Bunker | Hot Tub, Views & Trails

CloudPointe Retreat

Modern cabin, hot tub, mtn views, fireplace

Ultimate cabin in the mountains

Log Cabin on Massanutten Resort-Hot Tub & Fire Pit

Airstream*POOL*PrivateTub*MTN*relax*GOATS*stars

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

The Woodland House|comfy mtn home, hot tub, view
Family- and pet-friendly home rentals

🏞❤️💦Mountain Creek Haven a Luxury Tent Experience

Your Perfect Blue Ridge Mountain Hideaway near 151

GreenHouseNelson

Cozy Modern Tiny Home, Mountain Views, Sleeps 2

Gameroom~Gym~Walk to River & Downtown~Nat Park 5mi

Llama Loft | Fire Pit | Fenced Yard | Brew Trail

Charming Cottage at Golden Hill

Shenandoah Stargazer with Sauna
Family-friendly home rentals with a pool

Luxurious Cabin By the Creek! Inground pool! Spa!

Pine Lake Lodge

Private Pool Opens April 1 - All Year Hot Tub

Mountain View Getaway Yurt

On Cottonwood Pond

Farm Cottage w. Blue Ridge views 20 mins from SNP

Bear's Mountain Escape

Blue Ridge Bliss - For family & friends to enjoy!
When is the best time to visit Waynesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 650 | ﺩ.ﺇ 599 | ﺩ.ﺇ 665 | ﺩ.ﺇ 577 | ﺩ.ﺇ 621 | ﺩ.ﺇ 577 | ﺩ.ﺇ 551 | ﺩ.ﺇ 573 | ﺩ.ﺇ 650 | ﺩ.ﺇ 698 | ﺩ.ﺇ 694 | ﺩ.ﺇ 643 |
| Avg. temp | 2°C | 4°C | 8°C | 14°C | 18°C | 22°C | 24°C | 23°C | 20°C | 14°C | 9°C | 4°C |
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- Rentals with a fireplace Waynesboro
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- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- University of Virginia
- Downtown Mall
- Wintergreen Resort
- Devils Backbone Brewing Co Basecamp
- Blenheim Vineyards
- Prince Michel Winery
- Glass House Winery
- Cardinal Point Winery
- James Monroe's Highland
- Virginia Horse Center
- Monticello
- Frontier Culture Museum
- Amazement Square
- The Rotunda
- John Paul Jones Arena
- Natural Bridge State Park
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- James Madison University
- The Plunge Snow Tubing Park
- Shenandoah Caverns





