
Family-friendly vacation rentals in Waynesboro
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Waynesboro
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

Spacious lower level Airbnb! READ SUMMARY!
Hello everyone! I’m not going to try to convince you to stay at this Airbnb but instead address the issues that guests have complained about in reviews. This listing is priced accurately and cheap because there isn’t much besides 2 king beds, bathroom, washer/dryer. There is a bit of noise from upstairs when people walk around but usually no later than 11 PM. Please keep in mind when reviewing that you’re not paying very much to stay here. If you’re going to complain, please stay elsewhere.

Cozy stay with scenic views on a horse farmette
Cozy apartment with beautiful views on a horse farmette on the most scenic road in the county. Located within 15 miles from Charlottesville and only 6 miles from Shenandoah National Park and the Blue Ridge Parkway, this vacation rental is the perfect spot if you are looking for places to hike, scenic drives or visit the many wineries, breweries or cideries located in close proximity. The apartment is situated over the garage and has its own separate entrance offering guests plenty of privacy.

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.

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views
Welcome to Towler Cottage, a getaway in the heart of Route 151 in Afton. The cottage is within minutes from the best wineries and breweries, great local trails, and the Blue Ridge Parkway! Relax in the hot tub on the rear deck, or sit out by the fire pit and gaze at the stars. Enjoy great mountain views from the front porch rocking chairs. With one bedroom with a queen bed, plus a pull-out couch in the living room, the cottage is perfect for couples. Located 25 minutes from Charlottesville.

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!

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!

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

Modern cabin, hot tub, mtn views, fireplace

Ultimate cabin in the mountains

The Gramophone - Romantic Valley Retreat

Log Cabin on Massanutten Resort-Hot Tub & Fire Pit

The Woodland House|comfy mtn home, hot tub, view

Spindle Hill Cottage: an Artist’s Farm, Hot Tub

THE PERFECT HIKING & WINERY COUNTRY RETREAT

Homestead at HeartRock
Family- and pet-friendly home rentals

🏞❤️💦Mountain Creek Haven a Luxury Tent Experience

18th Century Historic Charming Bungalow#127 & Pool

Your Perfect Blue Ridge Mountain Hideaway near 151

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

Charming Cottage at Golden Hill

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Little Yellow House: Walk to Downtown Staunton

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

Private Studio Apt Retreat

Private Pool Opens April 1 - All Year Hot Tub

Mountain View Getaway Yurt

Farmhouse on Working Vineyard

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

On Cottonwood Pond

Tips Up: Cozy Slopeside Retreat w/ Fireplace

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 |
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!
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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
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Grand Caverns
- James Madison University
- The Plunge Snow Tubing Park
- Shenandoah Caverns





