Family-friendly holiday rentals in Shannondale

4.99 out of 5 average rating, 630 reviews

An outdoor seating area is set in a grassy space, featuring weathered chairs arranged around a stone fire pit. A wooden picnic table is visible, surrounded by lush greenery and trees. The backdrop reveals a scenic view of the rolling hills under a partly cloudy sky.

Cabin in Bluemont

Rustic Blue Ridge Cabins

Quaint Rustic Cabin nested at the top of the Blue Ridge Mountains w/detached 150 ft² bedroom Cabin, located in the heart of Western Loudoun Wine Country. Sitting on 1/3rd acre with access to wooded a trail leads to 5 small cold springs. Amenities 4 person hot tub, beautiful view of the Loudoun Valley, Wifi, Loft bedroom with a loft ladder, hiking along the Appalachian Trail, Shenandoah River, with restaurants, breweries, distilleries and wineries close by! These are rustic not luxurious Cabins

FamilyKitchenBreakfast

4.9 out of 5 average rating, 124 reviews

The exterior of a custom-built home features large, angular windows that invite natural light. A stone fire pit is surrounded by log benches, ideal for gatherings. Lush greenery and shaded areas enhance the natural setting, with steps leading up to the entrance of the home.

Home in Harpers Ferry

Modern Lakehouse, Private Dock near Harpers Ferry

This custom built home on Lake Shannondale has private lake access, nestled in the low mountains of West Virginia. Wake up steps from the water, only 20 minutes from historic Harper’s Ferry and the Charlestown casino, 10 minutes from Loudoun County’s wine country and breweries, or a short drive from multiple Civil War sites. This 4-bedroom, 2.5-bath home has its own dock, outdoor fire pit, canoes/kayaks/paddle boards & spacious open layout designed for families, gatherings and celebrations.

KitchenFamilyGetting around

Guest suite in Harpers Ferry

The exterior of the home is showcased at dusk, highlighting its wooden façade and large windows. Warm outdoor lights create a welcoming atmosphere. A spacious deck with steps leads to the entrance, surrounded by wooded terrain, indicating a private and serene location.

4.98 out of 5 average rating, 168 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

Welcome to Tequila Sunset in Harpers Ferry, WV! This beautiful, secluded home has stunning sunset views, you'll truly feel on top of the world! 100 mile vista of the gorgeous Blue Ridge Mountains. Entire first floor is yours, no shared spaces! Over 1200 SF of room to unplug & relax. King size Nectar bed, cozy indoor wood burning fireplace, outdoor firepit, 84" TV, & a private deck to enjoy the natural surroundings. Just 2 miles from the renowned Mountain Lake Club and the Appalachian Trail!

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Treehouse in Shepherdstown

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.

4.98 out of 5 average rating, 441 reviews

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.

KitchenFamilyEV charging

A spacious deck surrounds the cabin, featuring a covered gazebo and a hot tub. Decorative string lights create a gentle glow above, while the natural landscape of rocks and greenery provides a serene backdrop. The cabin's exterior showcases a welcoming design in a wooded setting.

4.98 out of 5 average rating, 132 reviews

Mountainside Retreat: Hot tub,Arcade, Theater,Pets

Imagine waking up to the gentle sound of a babbling brook as sunlight filters through the trees. Your mountain escape awaits! This charming, pet-friendly cabin offers the perfect blend of comfort and adventure. Unwind in the hot tub, roast marshmallows by one of the multiple fire pits, or embark on a hike through our private trails. Enjoy modern amenities, including a movie room and arcade games, with a touch of rustic charm. This is your home base for exploring the beauty of West Virginia.

FamilyKitchenBackyard

4.92 out of 5 average rating, 131 reviews

Mountain Luxury - Hot Tub, Amazing Views & More!

Picturesque chalet with amazing views in the heart of the Appalachian Mountains. Minutes to the Appalachian trail, River access, boating, tubing, and swimming. Gorgeous views overlooking the valley that your insta followers will love and will leave you breathless. We’re also dog-friendly! The highlights: - 8 person Hot Tub - Roast marshmallows from the terrace Fire Pit - Multiple Decks for taking in the amazing views - Fenced yard for your furry friends - Covered Deck with outdoor seating

FamilyIndoor spacesView

4.97 out of 5 average rating, 128 reviews

A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.

Home in Harpers Ferry

Gorgeous cabin on Blue Ridge

Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

Indoor spacesFamilyWi-Fi

The cabin’s exterior is softly illuminated by string lights, showcasing its rustic red wood siding. Steps lead up to a spacious deck, surrounded by lush trees, creating an inviting entrance. The path is lined with stones, enhancing the natural setting of the property.

4.97 out of 5 average rating, 216 reviews

Applemoon: Charming Log Cabin in a Mountain Lake Community

Applemoon is a dog-friendly 1960s log cabin nestled on an acre of the Blue Ridge Mountains. 2 bedrooms with Smart TVs, a porch with hanging daybed and bistro table, and a cozy game loft will give you plenty of space to relax. Outside, enjoy dinner on the huge deck or build a fire and don't forget to look up at the night sky! Applemoon strikes the perfect balance between rustic charm and comfort while maintaining your immersion in the peaceful mountain woodlands of Harpers Ferry.

Indoor spacesKitchenBackyard

Superhost

4.81 out of 5 average rating, 466 reviews

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

MOUNTAIN MAMA VACATION HOMES & CABINS The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out or detox in the sauna. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for everyone!

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Farm stay in Purcellville

The exterior of the cottage is shown, featuring a light-colored wooden structure with a metal roof. Lush greenery surrounds the building, with carefully landscaped flower beds and a stone pathway leading to the entrance. Natural light enhances the inviting atmosphere of the setting.

4.99 out of 5 average rating, 393 reviews

Cozy Cuddle up on 1700’s Clydesdale Farm

The Hunt Box at Sylvanside Farm is a couples favorite! Cozy bedroom with bay window overlooks the stone barn, Clydesdales field and pond. Full kitchen, full bath and small living room. Enjoy a glass of wine on dock, hike the fields and streams, enjoy the animals, roam the our beautiful 25 acres. Escape the city and relax. Our visitors to date have proclaimed it magical and we hope you agree. In accordance with Airbnb’s policies parties are not permitted.

KitchenFamilyGetting around

4.98 out of 5 average rating, 123 reviews

Hot Tub • Lakeside Cabin • Pet-Friendly Retreat

🌲 Gingerbread Lakeside Retreat Welcome to Gingerbread Lakeside Retreat, a cozy lakeside cabin near Harpers Ferry designed for relaxation, connection, and unforgettable getaways. Enjoy peaceful lake views, soak in the private all-weather screened hot tub, and gather around the firepit while pups roam freely in the fenced yard—all surrounded by a nature-filled setting. Perfect for families, groups, couples, and pet-friendly stays.

KitchenIndoor spacesQuiet

An A-frame cabin is surrounded by trees, featuring large front windows that invite natural light. A spacious wrap-around deck includes cozy seating, a hot tub, and a fire pit. The warm glow from the interior highlights the modern design and inviting atmosphere.

4.96 out of 5 average rating, 102 reviews

Guest-Favorite A-Frame with Hot Tub Harpers Ferry

Our guests tell us: "We didn't want to leave." Slip into the salt-water hot tub under the stars, enjoy movie night on the TV screen projector with Bose soundbar system, and watch the A-frame windows fill with morning light. The cabin is nestled in a mountain community in Shannondale — 6 min from the Shenandoah River, 20 min from the Appalachian Trail and Historic Harpers Ferry, and 90 min from DC. ★ 4.95 Guest Favorite · Superhost

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Popular amenities for Shannondale family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 314 reviews

A classic A-frame cabin is surrounded by trees, featuring a spacious deck with comfortable lounge seating. Soft lighting accentuates the inviting outdoor space, while large glass doors provide a glimpse into the cozy interior. The modern roof complements the rustic wooden facade.

Cabin in Front Royal

The Wizard's Chalet • Cozy nature escape • Hot Tub

Indoor spacesKitchenParking

A hot tub is framed by lush greenery, with a serene pond visible in the background. The surrounding area features a well-maintained lawn and mature trees, providing a tranquil setting for relaxation. The scene captures the peacefulness of nature.

4.9 out of 5 average rating, 154 reviews

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond

Indoor spacesKitchenAccuracy

5.0 out of 5 average rating, 114 reviews

Farm stay in Bluemont

The Cottage at Nestled Inn

KitchenFamilyBackyard

4.95 out of 5 average rating, 423 reviews

A tranquil pool area is surrounded by lush greenery and vibrant flowers. The charming cottage, featuring a welcoming porch, is visible in the background under a bright blue sky. The clear water of the pool reflects the sunlight, inviting relaxation.

Cottage in Hamilton

*Cottage @ Firefly Cellars* VA Wine Country escape

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Tiny home in Harpers Ferry

4.96 out of 5 average rating, 208 reviews

Romantic & Fun w/Amazing Overlook & Hot Tub

KitchenFamilyLocation

Tiny home in Stephens City

5.0 out of 5 average rating, 154 reviews

Farm Stay in a luxury tiny home with hot tub

KitchenIndoor spacesAccess

4.96 out of 5 average rating, 181 reviews

The timber-framed chalet is surrounded by vibrant flower gardens, showcasing various colorful blooms. Large windows and a balcony enhance the exterior, framed by trees creating a natural backdrop. A patio area with seating is visible in the foreground, inviting guests to enjoy the peaceful surroundings.

Guesthouse in Hamilton

Trailside Chalet (A storybook chalet with hot tub)

KitchenIndoor spacesOutdoor spaces

An outdoor space features a luxurious hot tub surrounded by lush greenery. A wooden deck extends to a fire pit area, enhancing the serene setting. String lights create a warm ambiance, perfect for evening relaxation in nature.

4.99 out of 5 average rating, 197 reviews

Cozy Bear-Themed Mountain Cabin, Relaxing Hot Tub

Indoor spacesFamilyParking

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 405 reviews

The cottage is a charming two-story building, featuring a dark exterior with large windows. A welcoming porch is accented by steps leading to the entrance, and a stone pathway guides through the lush green yard, surrounded by trees.

Cottage in Leesburg

The Cottage at Forest Hills Farm

Indoor spacesFamilyLong stay

5.0 out of 5 average rating, 281 reviews

The treehouse is elevated among the trees, featuring large windows that offer views of the surrounding forest. The exterior is constructed with dark wood shingles and is supported by sturdy stilts, blending seamlessly with the natural environment.

Treehouse in Waterford

Hummingbirds Hideaway Treehouse

FamilyIndoor spacesAir conditioning

Farm stay in Harpers Ferry

A serene body of water reflects shades of turquoise and green, bordered by rocky cliffs and lush trees. Three caves are visible along the rocky shoreline, inviting exploration amidst the peaceful natural surroundings.

4.96 out of 5 average rating, 290 reviews

Apartment on Peace Ridge Farm

Indoor spacesFamilyBackyard

5.0 out of 5 average rating, 137 reviews

Farm stay in Leesburg

The Forge on Sunnyside Farm

Indoor spacesKitchenValue

4.95 out of 5 average rating, 285 reviews

A charming outdoor seating area features red wooden chairs and a fire pit, surrounded by lush greenery and pavers. The Cottage, with its welcoming facade and gray metal roof, is visible in the background, offering a cozy retreat in a natural setting.

Cottage in Bluemont

Cottage on Horse Farm: Wineries/Breweries, Horses!

FamilyKitchenAmenities

4.95 out of 5 average rating, 333 reviews

Apartment in Bluemont

A Great Getaway — Foxglove Retreat

Indoor spacesKitchenDecor

4.99 out of 5 average rating, 161 reviews

A well-appointed kitchen features a central island with a marble countertop, surrounded by wooden cabinets and modern appliances. Natural light floods in through large windows, illuminating the dining area with a small table and four chairs. A patterned rug adds warmth to the wooden flooring.

Cottage in Berryville

Guest Cottage on Historic Estate & Cattle Farm

KitchenFamilyHiking

Place to stay in Bentonville

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.

4.99 out of 5 average rating, 535 reviews

John Pope Cabin Browntown Va. We now have Starlink

FamilyIndoor spacesTV

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 141 reviews

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

FamilyIndoor spacesBackyard

4.95 out of 5 average rating, 234 reviews

The cabin exterior is surrounded by trees, creating a natural setting. A welcoming porch features seating and leads into the interior. Large windows allow natural light to illuminate the space, while a gravel pathway connects the home to the surrounding area.

Cottage in Harpers Ferry

Harper's Ferry Tree House/ hot tub / nature/ trees

KitchenFamilyRiver

4.97 out of 5 average rating, 102 reviews

A well-maintained sign for Tonka Farm is positioned at the entrance along a gravel driveway. Lush green grass surrounds a neatly trimmed shrub. Black wooden fencing lines the pathway, leading to a serene and inviting country setting.

Farm stay in Middleburg

Retreat to horse country!

Indoor spacesKitchenCleanliness

4.93 out of 5 average rating, 159 reviews

Home in Adamstown

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Indoor spacesKitchenCleanliness

4.93 out of 5 average rating, 316 reviews

The cabin features a contemporary A-frame design with large windows that reflect surrounding trees. A spacious deck wraps around the structure, providing outdoor seating options. Natural light streams through the windows, inviting a connection with the outdoors.

Cabin in Hedgesville

Bear Pines Retreat ~ Game Room ~ Screened Porch

KitchenFamilyCleanliness

4.99 out of 5 average rating, 136 reviews

The living area features large two-story windows that offer views of the surrounding wooded landscape. A cozy leather sofa and armchair are complemented by a wooden dining table with seating for six. Warm lighting and natural textures enhance the inviting atmosphere.

Cabin in Hedgesville

Cozy Secluded A-Frame Cabin Retreat

KitchenIndoor spacesWalkability

Superhost

Home in Front Royal

4.8 out of 5 average rating, 169 reviews

Windy Knoll Adventure | River Front | Hot Tub!

KitchenFamilyWalkability