
Family-friendly holiday 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.

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.

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.

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 Bungalow at Afton Mountain Retreat by Veritas
Welcome to The Bungalow at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foothills of the Blue Ridge Mountains. The Bungalow is located 1/4th mile from Veritas Vineyard. It is within 10 minutes to every brewery, vineyard, distillery and cidery along Route 151 Crozet, 1 mile from the newly opened Blue Ridge Tunnel and 20 minutes to Wintergreen Resort for winter fun! Completely remodeled and ready to spoil the best guests who simply want to unwind.

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 Laurel Hill Treehouse
Tucked away in the woods, this Scandinavian-inspired treehouse is a quiet, peaceful spot designed for a relaxed couples getaway. Surrounded by trees and overlooking beautiful woodland views, it’s an easy place to slow down and unwind. Spend your time on the wraparound porch, soak in the hot tub, cool off in the creek, or settle in by the fire at night. This is a serene, comfortable retreat where you can reset, enjoy all that nature has to offer, and simply be present.

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.

Walker's dream. Close to downtown.
Centrally located near the library, Gypsy Hill Park, and downtown Staunton, our private, walkout basement apartment has individually controlled heating and air conditioning. It includes a brick patio, private rear entrance and historic details from the late 1800's. It is generally quiet, but you may sometimes hear the two adults upstairs. Come enjoy this peaceful and centrally-located space.

2 King/1 Twin Near Downtown & UVA
⭐️Two bedroom lower-level apartment (2 king beds, 1 twin XL, 1 toddler bed, 1 pack-n-play) in a quiet neighborhood near downtown! ⭐️Our guests rave about the excellent value, amenities, & cleanliness! 📍1 mile from UVA Hospital and Downtown Mall 📍1.6 miles from UVA ⭐️No smoking! ⭐️Please read note about the slope to the entrance 🟢The person booking must be present during the stay

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.

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

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Close to skiing! | King Beds | Fireplace | Hot Tub

Ultimate cabin in the mountains

HOT TUB, WIFI, Near Buc-ee’s, I81, yet secluded!

The Cottage at Spindle Hill: an Artist’s Farm

Yurt fireplace*FARM*horses*goats*woods*STARS*Hotub

Historic Springhouse Cottage @ Janney Family Farm.

Shenandoah River Retreat
Family- and pet-friendly home rentals

Elk Mountain Overlook: Breathtaking Views

The Storefront: Downtown Staunton + Unique Stay

Stay in a piece of history! Private Entire Cottage

Gameroom~Gym~Firepit~Main Level BR~Pet OK~Downtown

Yurt Off Grid Wood heat Getaway 70acre wooded farm

Secluded Private Apartment - Pets Welcome!

Blue Ridge Bliss - For family & friends to enjoy!

#6 Cozy Cottage in Blue Ridge Mountains
Family-friendly home rentals with a pool

Cozy Lux Condo at Wintergreen Resort

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Five Minute Walk to Everything!

Eight Minute Walk to Everything

An Escape to Cottonwood Pond

Mountain View Nest

Mountaintop Overlook – Updated 2BR w/ Deck & Views

Moonfire Farm cozy Shenandoah Region Getaway
When is the best time to visit Waynesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £107 | £101 | £106 | £115 | £124 | £115 | £110 | £115 | £130 | £139 | £139 | £128 |
| 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 holiday rentals that are family-friendly in Waynesboro

Total holiday rentals
Explore 30 holiday rentals in Waynesboro

Nightly prices starting at
Waynesboro holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 2,790 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Waynesboro holiday rentals include wifi 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
- Downtown Mall
- James Monroe's Highland
- Wintergreen Resort
- Frontier Culture Museum
- Prince Michel Winery
- Blenheim Vineyards
- Amazement Square
- Cardinal Point Winery
- Glass House Winery
- University of Virginia
- John Paul Jones Arena
- Devils Backbone Brewing Co Basecamp
- James Madison University
- White Lotus Eco Spa Retreat
- Monticello
- Virginia Horse Center
- The Rotunda
- Cooter's Place
- Grand Caverns
- IX Art Park
- White Oak Lavender Farm & The Purple WOLF Vineyard




