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.

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Top guest favourite

Cabin in Roseland

4.96 out of 5 average rating, 704 reviews

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.

Guest favourite

Farm stay in Nellysford

4.92 out of 5 average rating, 587 reviews

The Cottage at Spindle Hill: an Artist’s Farm

Relax and unwind in this fabulous handcrafted cottage— every detail has been considered! Beautiful mountain setting on small, historical farm just off Blue Ridge Parkway, the heart of Virginia wine country. Deep, hand-built cedar hot-tub. Minutes to the Appalachian Trail and Wintergreen resort. An easy walk to public trails, Devil's Backbone Brewery and Bold Rock Cidery. Beautiful gardens, hammocks, featured in design blogs. High-speed fiber internet. Library. Hens. Miniature Goats. EV Charger.

Superhost

Apartment in Afton

4.77 out of 5 average rating, 835 reviews

Studio Apt. in Wine/Brewery Country/on 151

Clean & bright studio apartment with full kitchen & full bath. Less than 1 mile from Blue Mt. Brewery and Flying Fox Vineyard. Cardinal Point Vineyard, Afton Mountain Vineyard, Silverback Distillery, Valley Road Vineyard & Veritas Vineyard all between 2-5 miles away. Right on 151 also known as "alcohol alley". Tons of breweries, distilleries, ciderys & vineyards all up and down the road. The setting is peaceful. Apt. has fiber internet and Apple TV. Pets welcome for 30 dollars per pet.

Top guest favourite

Farm stay in Raphine

4.98 out of 5 average rating, 383 reviews

The Cottage at Hidden Valley Farm & Barn

Welcome to Hidden Valley! When booking your stay, you'll have exclusive access to our three bedroom/two bathroom guest cottage! You'll be surrounded by mountainous views and pastures. Snuggle on the wrap around porch, roast marshmallows in the fire pit, and visit with horses, cattle, and our Sulcata tortoise! This is a working farm and you'll frequently see and hear farm machinery(tractors/atvs/etc.), livestock (cattle/horses/a donkey/4 dogs/a cat),and wildlife (coyotes/turkeys/deer).

Guest favourite

Cabin in Vesuvius

4.99 out of 5 average rating, 351 reviews

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!

Top guest favourite

Apartment in Rockfish

4.98 out of 5 average rating, 197 reviews

Blue Ridge Bliss - For family & friends to enjoy!

Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from the dog park, and picnic area it’s an ideal location.

Top guest favourite

Apartment in Crozet

4.99 out of 5 average rating, 493 reviews

The Barn at Haden near Wineries and C'ville

The Barn at Haden is a custom well appointed finished 2 bedroom, 1 full bath space elevated above a detached 3 car garage with a large outdoor private deck. It features a fully equipped gourmet kitchen with high end finishes. Whether staying for a night or for the weekend, it is an experience to enjoy the easy living Crozet has to offer. Walkable/bikeable to downtown Crozet, 2 miles to King Family Vineyard & Chiles Peach Orchard and 15 minutes from Charlottesville.

Guest favourite

Condo in Staunton

4.83 out of 5 average rating, 395 reviews

Third & Thornrose, Staunton Condominium

Our guests stay upstairs in our 1929 American Foursquare house. Central air; separate entrance, wooden floors. Daily, weekly or monthly rates. Small, fully-equipped kitchen with stove and refrigerator, small dining room. The bathroom has a tub and shower. Television with Netflix. Wifi and off-street parking. Two bedrooms (queen-sized bed, two XL twin beds), living room. Short walk to Gypsy Hill Park, 1 mile to historic downtown (Trolley). Small town, Big Magic!

Guest favourite

Cabin in Crozet

4.88 out of 5 average rating, 257 reviews

A-Frame Mountain Getaway Near Charlottesville

Eco-friendly cottage overlooks lake in mountains 1 BD w/ queen, ladder to sleeping loft w/ two twins, double futon in living-room. Bath with tub. Deck with charcoal grill. Only a few yards from water’s edge. Onsite walking trails with mountain bikes, canoes, and fishing. Family friendly! Pets welcome with additional $50 fee for the first pet, $25 for an additional pet. Wi-Fi in this cottage sometimes needs owner to reset. Near the Shenandoah National Park!

Top guest favourite

Apartment in Weyers Cave

4.93 out of 5 average rating, 269 reviews

Plane View Retreat

You’ll love my place because of the quiet, scenic location. Plane View's in the heart of the beautiful Shenandoah Valley. We're across the runway from Shenandoah Regional Airport and within 30 minutes of Skyline Drive. There's hiking, white water rafting & Civil War sites nearby. We're 2 hours from Washington DC and Richmond. We have 360 degree mountain views. My place is good for couples, solo adventurers, and families (w/kids). No wifi, no pets.

Top guest favourite

Tiny homes in Linville

4.99 out of 5 average rating, 719 reviews

The spring house at Thistle Hollow

Beautifully renovated spring house on the grounds of the 1800s Peter Breneman House. Soak up peace and quiet in one of the most beautiful corners of the Shenandoah Valley. Enjoy starry skies, sunrises, and birdwatching from your private porch. 9 minutes from Eastern Mennonite University, 13 minutes from James Madison University, and 45 minutes from the entrance to Shenandoah National Park.

Guest favourite

Loft in Bridgewater

4.92 out of 5 average rating, 559 reviews

Private Studio Apt Retreat

This light filled, airy studio apartment is the perfect space to meet all your needs. Located on a private second floor of a detached garage in one of the most unique homes in the area. Full kitchen, dining and living room. Spacious and open, 600 sq feet of relaxing space. Located in heart of the Shenandoah Valley.