Family-friendly vacation rentals in Waynesboro

4.98 out of 5 average rating, 100 reviews

Home in Waynesboro

Willow Grove-Hot Tub+Views-3.5 acres

Relax at Willow Grove Home, a peaceful 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" surround-sound TV, comfortable Sleep Number and Nectar beds, a well-stocked kitchen, and dining space and dinnerware for up to 18 guests. Convenient to wineries, breweries, hiking, caverns, wedding venues, JMU, and UVA.

FamilyIndoor spacesCheck-in

4.88 out of 5 average rating, 129 reviews

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

Gameroom~Gym~Walk to River & Downtown~BR Pkwy 5mi

Centrally located historic home walkable to river, downtown shops & restaurants. Less than 15 mins to Shenandoah Natl Park, Blue Ridge Pkwy, Skyline Drive, Blue Ridge Tunnel Hike, Basic City Brewery, The Foundry, Wineries, Antique shops & Augusta Expo. Charlottesville, Staunton, Harrisonburg & Nelson Ski/Wineries 30mi The rec center across the street has playground & basketball court. Home has a main level bed & bath, game room, gym, 2 living rooms, firepit, fireplace, king bed & lots of charm!

FamilyIndoor spacesComfort

4.76 out of 5 average rating, 541 reviews

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.

KitchenFamilyPets

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.

KitchenIndoor spacesAmenities

4.99 out of 5 average rating, 433 reviews

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.

4.99 out of 5 average rating, 108 reviews

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.

KitchenFamilyHiking

4.99 out of 5 average rating, 350 reviews

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 spacesKitchenHeating

4.99 out of 5 average rating, 253 reviews

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.

KitchenIndoor spacesLocation

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 spacesKitchenNearby

4.97 out of 5 average rating, 114 reviews

4.89 out of 5 average rating, 339 reviews

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!

Indoor spacesKitchenHiking

4.99 out of 5 average rating, 375 reviews

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!

FamilyKitchenView

4.92 out of 5 average rating, 403 reviews

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 spacesComfort

4.92 out of 5 average rating, 487 reviews

Guesthouse in Waynesboro

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.

Indoor spacesFamilyBreakfast

Popular amenities for Waynesboro family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A serene view of the Blue Ridge Mountains is presented, showcasing rolling hills blanketed in mist during sunrise. The sky is painted with soft pastel shades of orange and pink, highlighting the natural beauty of the surrounding landscape.

4.98 out of 5 average rating, 133 reviews

Mountain Mama- Amazing Views! + Hot Tub!

KitchenFamilyAmenities

4.99 out of 5 average rating, 460 reviews

The cottage is framed by tall trees and lush greenery. It features a welcoming front porch with wooden posts, surrounded by well-maintained grass. A glimpse of a rustic barn is visible in the background, adding to the serene farm setting.

Farm stay in Weyers Cave

FarmCottage: Hot Tub Sauna Massage ShenandoahViews

KitchenIndoor spacesHospitality

4.92 out of 5 average rating, 641 reviews

Farm stay in Nellysford

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

KitchenIndoor spacesSkiing

An inviting outdoor space features a hot tub surrounded by a spacious deck, with mountain views in the background. A large dining table with wooden chairs is positioned indoors, complemented by a fully-equipped kitchen visible in the adjacent area. A cozy fire pit with adirondack chairs provides a warm setting.

4.99 out of 5 average rating, 156 reviews

Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park

FamilyIndoor spacesGrill

4.95 out of 5 average rating, 184 reviews

The exterior of a lakeside log cabin showcases a large, sloped roof with wooden beams and expansive windows. A spacious deck is visible, featuring various seating options. The structure combines natural stone and wood elements, reflecting a rustic yet modern aesthetic.

Cabin in Faber

Lakefront Cabin w Stunning Curated Decor & Hot Tub

KitchenIndoor spacesValue

Vacation home in Lovingston

The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.

Ultimate cabin in the mountains

FamilyKitchenDecor

4.96 out of 5 average rating, 276 reviews

5.0 out of 5 average rating, 241 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

FamilyKitchenWalkability

A Cape Cod-style home is set on a spacious green lawn, framed by trees showing autumn colors. The wrap-around porch is visible, with steps leading to the entrance. Soft morning light illuminates the house, highlighting its architectural details.

4.98 out of 5 average rating, 178 reviews

The Inn at Blue Mountain Brewery

KitchenFamilyGetting around

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 163 reviews

A firepit area features several Adirondack chairs arranged around a sandy circle. Natural rock formations and a lush tree line create a serene backdrop, framed by expansive mountain views in the distance.

Chalet in Afton

Elk Mountain Overlook: Breathtaking Views

KitchenFamilyView

4.87 out of 5 average rating, 519 reviews

The exterior of a cozy, white house is surrounded by lush greenery. A covered porch is visible, along with colorful outdoor seating. Warm string lights hang above the outdoor area, inviting relaxation and enjoyment of the natural surroundings.

Cottage in Afton

GreenHouseNelson

KitchenIndoor spacesBiking

4.9 out of 5 average rating, 235 reviews

The living area features a spacious sectional sofa and a modern futon, complemented by a wooden dining table with seating for six. Light blue walls enhance the open feel, while large windows allow natural light to fill the space. A decorative chandelier is positioned above the dining area.

Home in Staunton

Staunton Escape 👑King Bd, washer+dryer+Wifi+Fence

FamilyIndoor spacesDecor

4.95 out of 5 average rating, 106 reviews

A modern kitchen features light-colored cabinetry and open shelving. A stainless steel refrigerator and dishwasher are visible, alongside a double sink beneath a window. A round glass dining table is set with black chairs, while decorative items and utensils are neatly arranged on the shelves.

Home in Staunton

Queen City Cottage - Walk Downtown

KitchenIndoor spacesNearby

4.97 out of 5 average rating, 425 reviews

Cabin in Verona

Magical Cabin Nestled by Creeks, Shenandoah Valley

Indoor spacesFamilyAccuracy

4.92 out of 5 average rating, 704 reviews

An interior view showcases a cozy living space with wooden walls and ceiling, abundant natural light from large windows, and a ceiling fan. A gray sofa is complemented by a colorful throw blanket, while a small dining area with bright chairs is positioned nearby.

Guesthouse in Afton

Your Perfect Blue Ridge Mountain Hideaway near 151

FamilyIndoor spacesLaundry

4.95 out of 5 average rating, 282 reviews

The exterior of The Storefront is displayed, showcasing a two-story, blue-painted building flanked by red brick structures. A striped awning is positioned over the entrance, and large windows provide a glimpse into the welcoming ambiance inside.

Apartment in Staunton

The Storefront: Downtown Staunton + Unique Stay

KitchenIndoor spacesComfort

A serene outdoor space features four wooden chairs arranged around a small fire pit. A hammock is nestled between trees in the background, offering views of the surrounding mountains and colorful autumn foliage. The lawn is dotted with fallen leaves, creating a tranquil atmosphere.

4.88 out of 5 average rating, 101 reviews

Mountain View Cottage | Wine, Hiking & Dog

FamilyKitchenLaundry

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 302 reviews

An open living and dining area is displayed, featuring a wooden dining table set with decorative placemats. A comfortable seating arrangement is visible in the background, alongside a console table and artwork on the walls. Natural light enters through sliding glass doors.

Guesthouse in Afton

Mountain Cottage, Swimming Pool, Views, Nelson 151

FamilyIndoor spacesWifi

4.93 out of 5 average rating, 243 reviews

Home in Charlottesville

Pine Lake Lodge

FamilyIndoor spacesComfort

4.99 out of 5 average rating, 172 reviews

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

KitchenFamilyDecor

4.99 out of 5 average rating, 230 reviews

Cabin in Dayton

Luxurious Cabin By the Creek! Inground pool! Spa!

KitchenFamilyAccuracy

4.98 out of 5 average rating, 230 reviews

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!

FamilyIndoor spacesDecor

Home in Wintergreen Resort

Cliffs Edge -A Contemporary Mountain Home

Indoor spacesKitchenHiking

4.97 out of 5 average rating, 129 reviews

Home in Wintergreen Resort

A cozy living space is highlighted by large windows that provide views of the surrounding trees. A comfortable sofa and armchair are arranged around a glass coffee table, complemented by a wooden dining set nearby. Warm wood accents are present in the ceiling beams and furnishings.

Cozy Mountain Home Nestled in Nature!

FamilyKitchenAir conditioning

4.81 out of 5 average rating, 139 reviews