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 G$10,453 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 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

  • 4.8 Average rating

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

Top-rated family-friendly rentals in Waynesboro

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
Home 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.

KitchenFamilyHiking

4.97 out of 5 average rating, 103 reviews
Guest favorite
A cozy living room features a classic brick fireplace surrounded by comfortable seating. A colorful area rug adds warmth, while large windows offer views of the greenery outside. Adjacent, a vibrant game room contains a foosball table and warm lighting, ideal for entertainment.
Home in Waynesboro

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.

FamilyIndoor spacesAccess

4.88 out of 5 average rating, 130 reviews
Top guest favorite
A bright living area is highlighted by a sunny yellow couch, positioned next to a cozy dining space. A small round table is accompanied by four sleek chairs. Natural light fills the room through large windows, while a decorative rug adds warmth to the wooden floor.
Apartment in Staunton

Bee & Key—Staunton downtown

This bright and stylish apartment is on the second floor of a grand 1885 home on East Beverley St. in downtown Staunton. 2BR/1BA can sleep up to 6 if you don’t mind being cozy! • king bed in main bedroom (2) • day bed with trundle in small adjoining bedroom (2) • sofa bed in living room (1) • good air mattress (1) Bee & Key is a few steps from the restaurants and shops of our vibrant downtown, plus Blackfriar’s Playhouse, Woodrow Wilson Museum, Mary Baldwin University and the Amtrak station.

Indoor spacesKitchenLayout

4.96 out of 5 average rating, 312 reviews
Top guest favorite
The exterior features a two-story home with a welcoming red front door. The entrance is accessible by a wooden staircase, surrounded by a deck and landscaped with trees and fallen leaves. A paved driveway accommodates parking for multiple vehicles.
Apartment in Waynesboro

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.

Indoor spacesFamilyBackyard

4.76 out of 5 average rating, 547 reviews
Top guest favorite
Guest suite in Waynesboro

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.

FamilyIndoor spacesParks

4.99 out of 5 average rating, 440 reviews
Top guest favorite
The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.
Home in Afton

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.

KitchenIndoor spacesGetting around

4.99 out of 5 average rating, 110 reviews
Top guest favorite
Four horses graze on a lush green lawn, with a charming two-story building in the background. The house features a balcony and is surrounded by blooming shrubs and trees, creating a serene atmosphere on the farm.
Farm stay in Afton

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.

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 351 reviews
Top guest favorite
Bungalow in Afton

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.

FamilyKitchenHospitality

4.99 out of 5 average rating, 254 reviews
Top guest favorite
Guest suite in Waynesboro

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 spacesKitchenParking

4.98 out of 5 average rating, 121 reviews
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.
Bungalow in Waynesboro

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!

FamilyKitchenCheck-in

4.89 out of 5 average rating, 340 reviews
Top guest favorite
Cabin in Vesuvius

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!

KitchenFamilyHeating

4.99 out of 5 average rating, 377 reviews
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

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.

FamilyIndoor spacesHeating

4.93 out of 5 average rating, 411 reviews

Popular amenities for Waynesboro family-friendly rentals

Family-friendly home rentals with a hot tub

Family-friendly home rentals with a pool

Top guest favorite
Home in Wintergreen Resort

Cliffs Edge - It’s Pumpkin Spice Time!

KitchenIndoor spacesCheck-in

4.97 out of 5 average rating, 130 reviews
Top guest favorite
A wooden walkway leads to the entrance of the house, framed by vibrant pink rhododendron flowers. Tall trees provide a natural backdrop, with dappled sunlight filtering through the leaves, creating a serene outdoor setting.
Home in Wintergreen Resort

Bear's Mountain Escape

FamilyIndoor spacesLayout

4.95 out of 5 average rating, 170 reviews
Top guest favorite
A bright and airy living area is highlighted by large windows offering mountain views. A casual seating arrangement features a light-colored sofa and a wooden dining table surrounded by black chairs. Sliding glass doors provide access to an outdoor deck.
Apartment in Rockfish

Blue Ridge Bliss - For family & friends to enjoy!

KitchenIndoor spacesHiking

4.98 out of 5 average rating, 233 reviews
Superhost
A private furnished patio features a cozy seating area with light-colored cushions on a dark frame sofa. A wooden coffee table sits in front, accented by a woven rug. The surrounding greenery adds a natural backdrop, creating a peaceful setting for relaxation.
Condo in Wintergreen Resort

1 bedroom condo, close to hikes & breweries & pool

KitchenIndoor spacesLong stay

4.92 out of 5 average rating, 216 reviews
Top guest favorite
A hot tub bubbles invitingly on a concrete pad in a spacious yard. Surrounding the tub is a well-maintained green lawn, with majestic mountains visible in the background. White Adirondack chairs are positioned nearby for relaxing moments outdoors.
Home in Nellysford

Spacious retreat: Game Room, Hot Tub & Fire Pit

KitchenIndoor spacesParks

5.0 out of 5 average rating, 113 reviews
Top guest favorite
A spacious deck is surrounded by greenery, featuring several black Adirondack chairs arranged around a firepit. The glass railing provides an unobstructed view of the outdoors, enhancing the inviting outdoor space.
Home in Nellysford

151Escape | 5 Group Fun! Game Room/Bar/Deck/4kTVs

FamilyKitchenSkiing

4.99 out of 5 average rating, 173 reviews
Top guest favorite
An aerial view captures the guest house and the surrounding property, showcasing a spacious grass area and a 30,000-gallon in-ground pool. The pool area features several blue lounge chairs and is framed by mature trees and landscaped pathways.
Cottage in Madison

THE PERFECT HIKING & WINERY COUNTRY RETREAT

KitchenIndoor spacesAccuracy

4.95 out of 5 average rating, 516 reviews
Top guest favorite
A round green yurt stands surrounded by a grassy area, accented by a flower bed of daffodils in bloom. A wooden deck leads to the entrance, while a fire pit with log seating is positioned nearby. Bare trees provide a serene mountain backdrop.
Yurt in Stanardsville

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

FamilyKitchenBiking

4.96 out of 5 average rating, 1302 reviews

When is the best time to visit Waynesboro?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$37,003 GYDG$34,077 GYDG$37,840 GYDG$41,185 GYDG$41,603 GYDG$41,394 GYDG$31,359 GYDG$32,613 GYDG$37,003 GYDG$39,721 GYDG$39,512 GYDG$36,585 GYD
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