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Family-friendly holiday rentals in Shenandoah Valley

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Top-rated family-friendly rentals in Shenandoah Valley

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Guest favourite
The open living space features a circular design with wooden beams radiating from the yurt dome. A comfortable chair and coffee table are positioned on warm wood flooring. A staircase leads to the loft, with a kitchen area visible in the background.
Yurt in Lexington

Yurt at Stillhouse Farm *Wifi *Creek *Private

Our yurt at Stillhouse Farm offers a private setting. Less than 5 miles from W&L+VMI. The spring fed creek can be heard from the deck along with owls, turkey, and other wildlife. Plenty of outdoor space on the deck, outdoor fireplace, and under pavilion. The high speed internet makes for an ideal getaway where you can still work, if necessary. Features reclaimed wood from 1800s log cabin that was on site. Check out our other listing, **Cabin Retreat** https://www.airbnb.com/h/stillhousecabin

FamilyKitchenTV

4.99 out of 5 average rating, 642 reviews
Top Guest favourite
Treehouse in Basye

Quirky Unique Treehouse w/360 views*Hike*Lake*Golf

Stay somewhere you'll remember. This one-of-a-kind yurt shape treehouse is tucked in the woods of the Shenandoah Valley, and just 1 mile from Bryce 4 Season Resort & Lake Laura. With a wraparound deck, fire pit, cozy interior & sleeping for six, it's the perfect getaway for families, couples or friends looking for something a little different. 🔥 Gather around the fire pit 🌲 Relax with nature on the wraparound deck 🍷 5 nearby wineries 🥾 Hiking, golf, swimming, caverns & mtn biking nearby

KitchenFamilyCondition

4.98 out of 5 average rating, 208 reviews
Top Guest favourite
A wooden chair sits beside a flowing stream, surrounded by lush green trees and foliage. The cabin is visible in the background, partially obscured by the wooded area. Leaves are scattered on the chair and ground, highlighting the natural setting.
Cabin in Dayton

Serenity by the Stream

Cabin in the Shenandoah Mountain surrounded by National Forest on 3 sides. Inside cozy atmosphere with warm lighting and local landscape art throughout. Bright and cheery in the bedrooms best suited for 2-4 adults or family with children. Wonderful sound of the river throughout the property. Step outside to hundreds of miles of biking and hiking trails, and stocked lakes and streams. Well maintained paved state road to cabin driveway. The house is 20 minutes West of Harrisonburg VA and JMU.

FamilyIndoor spacesHot tub

4.99 out of 5 average rating, 527 reviews
Guest favourite
The cabin's exterior displays a modern A-frame design complemented by warm autumn foliage. A multi-level deck features a hot tub, while large windows provide views into the inviting living space. The driveway is visible, winding through the surrounding natural landscape.
Cabin in Luray

Horizon | Hot/Cold Tub, Fireplaces, Sauna, EV Plug

The Horizon cabin at Arête, your luxury 2 BR mountain A-frame retreat with breathtaking views. Enjoy a private two-level deck with a hot tub, cold plunge, and cedar steam sauna for ultimate relaxation. Inside, the spa-inspired bathroom offers heated floors & towel rack, and a soothing shower with five massaging heads. The kitchen is fully equipped, and you can enjoy al fresco dining using the outdoor Napoleon grill. Relax by the indoor wood fireplace or outdoor fire pit (firewood provided).

KitchenFamilyOutdoor spaces

4.97 out of 5 average rating, 104 reviews
Guest favourite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

FamilyIndoor spacesCleanliness

4.98 out of 5 average rating, 448 reviews
Top Guest favourite
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

Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in-ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets.( PRIVATE hot tub Nov 20- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.

Indoor spacesKitchenHot tub

4.96 out of 5 average rating, 1297 reviews
Guest favourite
A quaint cottage is nestled in a lush green landscape, surrounded by colorful autumn trees. Rolling hills and the distant Blue Ridge Mountains form a scenic backdrop, with a clear sky above and soft sunlight illuminating the scene.
Tiny home in Free Union

Little Forest Tiny Cottages in Free Union

Enjoy the breathtaking views of the Blue Ridge Mountains on this 26 acre Olde English Babydoll Sheep farm right from your window. Our farm is a haven of peace and serenity in a secluded but centrally located area just 18 miles northwest of Charlottesville. Wake up to delicious farm fresh breakfast from our eco-friendly farm. Take pictures of fluffy sheep and angora rabbits grazing on rolling hills. Hike our private trail. Breathe in the fresh mountain airs. Sleep in. Slow down. Relax.

FamilyIndoor spacesCleanliness

4.94 out of 5 average rating, 183 reviews
Guest favourite
The exterior of the retreat features large glass windows, providing an open view of the surrounding landscape. A spacious deck includes two black Adirondack chairs and a private hot tub, set against a backdrop of mountains and a colorful sunset.
Cabin in Shenandoah

Blue Ridge Retreat 2 w/ Hot Tub/Sauna/Cold Plunge!

BNB Breeze Presents: Blue Ridge Mini Lux Retreat 2! Experience the Shenandoah Valley and the beauty of the Blue Ridge Mountains from our newly-built retreat! With a private hot tub, sauna, fire pit and cool pool, the only thing that makes this retreat better is the incredible and picturesque views of the Blue Ridge Mountains that you get with your personal retreat in paradise! Your extensive amenity list includes: • HOT TUB! • Sauna • Fire Pit • Cool Pool • Grill • Picturesque Views

Indoor spacesFamilyPets

4.92 out of 5 average rating, 204 reviews
Top Guest favourite
The yurt is set against a starry night sky, surrounded by towering trees. A spacious deck leads to the yurt's entry, while warm light emanates from its windows. The scene showcases a natural ambiance highlighted by foliage and a gravel path leading to the entrance.
Yurt in Etlan

Peaceful Secluded Old Rag Retreat

The spacious one bedroom yurt is located high on a forested hillside in the middle of 15+ acres. Come enjoy a natural and serene getaway with all the comforts of home- a full kitchen (ie, all utensils, setting for four), a bathroom with shower and laundry, a queen bedroom, and a queen foldout sofa in the living room by the wood burning stove. The windows roll up from the outside and have permanent screens inside. There is also a BBQ grill, a separate firepit, and WiFi via satellite.

FamilyKitchenHospitality

4.96 out of 5 average rating, 269 reviews
Top Guest favourite
Cabin in Basye

Cozy dog friendly A-Frame with hot tub!

Welcome to The Shack! This stunning newly constructed A-frame retreat is nestled in the Shenandoah Valley just minutes from Bryce Resort-- a year round resort known for skiing, golf & mountain biking. This cozy yet stylish A-frame blends modern comfort with rustic charm creating an ideal getaway for dog lovers and as well as groups travelers and couples. The Shack is the ideal place to leave the busy city life behind and enjoy outdoor leisure and at home lounging all in one stay.

FamilyKitchenAmenities

5.0 out of 5 average rating, 105 reviews
Top Guest favourite
Treehouse in Stanardsville

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

Indoor spacesFamilyHot tub

4.98 out of 5 average rating, 129 reviews
Guest favourite
A spacious deck features multiple Adirondack chairs arranged for enjoying scenic mountain views. The area is illuminated by natural light, with a wooden railing framing the outdoor space. The surrounding trees add a touch of greenery to the serene environment.
Cabin in Lost River

Rustic and stylish mountain getaway

The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

FamilyKitchenAmenities

4.95 out of 5 average rating, 229 reviews

Popular amenities for Shenandoah Valley family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
Cabin in Dayton

Luxurious Cabin By the Creek! Inground pool! Spa!

FamilyIndoor spacesSleep quality

4.99 out of 5 average rating, 230 reviews
Top Guest favourite
A serene night sky filled with countless stars is captured above a cozy cottage. The Milky Way is visible, accompanied by bright planets and streaks of light from passing satellites. The silhouette of the cottage and chimney adds a touch of warmth to the expansive, starry backdrop.
Farm stay in Monterey

Best views in Highland County !

KitchenIndoor spacesPets

4.99 out of 5 average rating, 562 reviews
Top Guest favourite
An historic log cabin is framed by lush greenery, showcasing its rustic wooden exterior with large windows adorned with shutters. A pathway lined with stones leads to the entrance, while a vibrant garden flourishes in front, enhancing the tranquil mountain setting.
Cabin in Montebello

Pre-Civil War Log Cabin w Sauna, Hot tub & Firepit

FamilyIndoor spacesTV

4.99 out of 5 average rating, 139 reviews
Top Guest favourite
The treehouse is elevated among bare branches, featuring a large deck with seating. Warm lighting highlights the wooden exterior, and expansive windows provide views of the surrounding forest. Steps lead down to the ground, enhancing accessibility to the natural setting.
Treehouse in McHenry

Bird's Eye View

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 218 reviews
Top Guest favourite
The historic gristmill is illuminated at dusk, reflecting warmly in the creek. The multi-level structure features wooden accents and is surrounded by greenery. A sense of tranquility is enhanced by the soft lights that decorate the exterior, highlighting the mill's charm.
Place to stay in Quicksburg

Grist Mill Cabin - Hot tub! Waterwheel! Creek!

FamilyIndoor spacesHiking

4.99 out of 5 average rating, 539 reviews
Guest favourite
A modern cabin exterior is highlighted by a large triangular glass front, revealing a lofted interior space. A spiral staircase is visible, leading to the upper level. Warm lighting enhances the wood accents and furniture, creating a welcoming ambiance for guests.
Cabin in Mathias

Lost River Nordic House, dog friendly + hot tub

Indoor spacesFamilyHospitality

4.84 out of 5 average rating, 169 reviews
Guest favourite
Treehouse in McHenry

Treehouse in Deep Creek Lake

FamilyIndoor spacesHospitality

4.95 out of 5 average rating, 150 reviews
Top Guest favourite
Cabin in Stanley

New, 5BD/4BA | hot tub, arcade, pool table, views

FamilyIndoor spacesNearby

4.99 out of 5 average rating, 301 reviews

Family- and pet-friendly home rentals

Top Guest favourite
A hanging chair is situated on a wooden deck, providing a comfortable spot for relaxation while enjoying panoramic views of the surrounding hills and valleys. The area is bordered by wooden railings, allowing for an open yet secure outdoor experience.
Home in Basye

Bryce Resort Chalet | Amazing Views | Sleeps 10

FamilyIndoor spacesDecor

4.99 out of 5 average rating, 282 reviews
Guest favourite
A spacious living area is highlighted by large windows that provide scenic views of surrounding trees. The circular sofa offers ample seating, while a spiral staircase leads to an upper level. Warm wood accents enhance the cozy, retro-inspired atmosphere.
Cabin in Basye

Mountain cabin near Lake Laura at Bryce Resort

Indoor spacesKitchenDecor

4.95 out of 5 average rating, 112 reviews
Top Guest favourite
Houseboat in Louisa

Tugboat/Private Lake - Farm Animals - Fish, Swim,

FamilyIndoor spacesGetting around

4.99 out of 5 average rating, 334 reviews
Superhost
A charming aframe cabin features a wooden exterior with a sloped metal roof, surrounded by lush green trees. A deck with a wooden railing and a picnic table is visible, alongside a propane grill for outdoor cooking.
Cabin in Mineral County

Glamping in a Creekside Aframe

FamilyIndoor spacesOutdoor spaces

4.93 out of 5 average rating, 184 reviews
Top Guest favourite
A charming cottage with a peaked roof features a welcoming red door. Surrounding gardens with colorful flowers and lush greenery enhance the entryway, while a gravel path leads to the entrance. Trees provide a natural backdrop, contributing to the serene setting.
Home in Keswick

Charming Cottage at Golden Hill

Indoor spacesFamilyAccuracy

4.99 out of 5 average rating, 918 reviews
Guest favourite
A sunlit indoor space features large windows that provide expansive views of the mountains and treetops. Two simple wooden chairs are positioned around a small table, while nature-inspired decor adds a homely touch. Natural light enhances the rustic charm of the interior.
Treehouse in Luray

Massanutten Rustic Cabin with Views

FamilyKitchenQuiet

4.93 out of 5 average rating, 563 reviews
Top Guest favourite
Cabin in Luray

Romantic Log Cabin With River and Mountain Views

KitchenFamilyHeating

4.92 out of 5 average rating, 237 reviews
Top Guest favourite
A rustic cabin is illuminated by warm golden light from its windows, set against a soft twilight sky. The log exterior reflects the vintage charm of the structure, while the surrounding trees create a serene atmosphere, inviting guests to relax on the front porch.
Place to stay in Bentonville

John Pope Cabin Browntown Va. We now have Starlink

FamilyIndoor spacesAccuracy

4.99 out of 5 average rating, 537 reviews

Family-friendly home rentals with a pool

Top Guest favourite
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

FamilyKitchenBarbecue

4.95 out of 5 average rating, 510 reviews
Top Guest favourite
A log cabin is nestled among the trees, featuring a fenced inground pool in the foreground. The pool area is surrounded by a textured patio, complemented by several wooden chairs positioned nearby. The cabin is situated on a gravel driveway, highlighting its private setting.
Cabin in Fort Valley

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Indoor spacesFamilyBiking

4.98 out of 5 average rating, 143 reviews
Top Guest favourite
The entrance to Fairhill Farm is marked by a white wooden sign displaying the name, set against a backdrop of rolling hills adorned with autumn foliage. A vibrant red bush frames the sign, contributing to the natural beauty of the landscape.
Home in Stanardsville

Farm Cottage w. Blue Ridge views 15 mins from SNP

KitchenFamilyComfort

4.98 out of 5 average rating, 173 reviews
Guest favourite
An open living area features high wooden ceilings with exposed beams, creating a spacious atmosphere. A large kitchen island with bar seating is situated near a dining table. Two spiral staircases lead to upper levels, while large windows frame views of the surrounding nature.
Home in Robertson

One Of A Kind Home in VA Wine Country on 50 acres

FamilyIndoor spacesAir conditioning

4.93 out of 5 average rating, 258 reviews
Superhost
Home in Luray

2nd floor, 4 bedroom space with a pool & fire pit

KitchenFamilyNearby

4.83 out of 5 average rating, 134 reviews
Top Guest favourite
A cabin exterior is shown, featuring a wooden facade and a star accent above the entrance. A spacious deck extends around the front, surrounded by well-maintained landscaping. A gravel driveway leads to the home, framed by trees and gentle rolling hills in the background.
Cabin in Edinburg

Cozy Log Home, (szn)Heated Pool/6 Bedrooms

FamilyIndoor spacesComfort

5.0 out of 5 average rating, 108 reviews
Guest favourite
Home in McGaheysville

5BR Modern Mountain Lodge | Resort Amenities

FamilyKitchenLayout

4.88 out of 5 average rating, 129 reviews
Top Guest favourite
The back view of the farmhouse is presented, showcasing a two-story structure with a light yellow exterior and a red metal roof. A wooden deck leads to a screened porch, surrounded by lush greenery and flowering shrubs, creating an inviting outdoor space.
Cottage in Woodstock

Muse Vineyards Farmhouse, w Seasonal Pool!

Indoor spacesKitchenTV

4.98 out of 5 average rating, 225 reviews

Destinations to explore