Family-friendly vacation rentals in Shannondale

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Shannondale

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

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Superhost
A blue cottage sits on a hillside, featuring a spacious porch with white railings. A grassy yard extends downward, revealing expansive views of the Shenandoah Valley. The sky is partly cloudy, contributing to the serene outdoor setting.
Cottage in Harpers Ferry
4.81 out of 5 average rating, 163 reviews

Mountain Top View Spacious Family Cottage

Enjoy beautiful views of the entire Shenandoah valley while relaxing at the Mountain Top Family Cottage. Enjoy great fall colors. Only a 10 min 1/2 mile walk to the Appalachian Trail, where you can hike to historic Harpers Ferry. The cottage features a large living, dining and kitchen area. The master bedroom and the mountain view study provide beautiful Shenandoah valley views. Enjoy the outdoor fire pit and fire circle. Drive to the many historic and recreation areas near Harpers Ferry WV

Top guest favorite
A cozy living space features exposed wooden beams on the ceiling, a comfortable sectional sofa, and a wooden coffee table. Large windows provide views of the surrounding landscape, while a television is positioned on a rustic entertainment console. The room is inviting for relaxation and socializing.
Farm stay in Hillsboro
4.95 out of 5 average rating, 205 reviews

Homestead 1870 in Wine Country

This cozy two-bedroom rustic farmhouse nestled in Virginia’s wine country and part of a working farm where guests can see farm animals. Close to local wineries, breweries, and delicious food. Located near Harper’s Ferry, the Appalachian Trail, and the Potomac River, perfect for hiking, kayaking, and exploring. Adventure parks and scenic trails are nearby, offering plenty of activities. Relax and enjoy farm life, local charm, and the beauty of Virginia's countryside from a well centered location.

Top guest favorite
The interior of the tiny home features warm wooden walls and a skylight, providing natural light. A compact kitchenette is visible, along with a seating area that includes two metal chairs. A sliding door offers a view into the outdoor space.
Home in Harpers Ferry
4.94 out of 5 average rating, 144 reviews

Spectacular View, PET FREE, Skylight and Hot Tub

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry, quiet peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, "Mind Blowing" 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, or taking in beautiful scenery while enjoying a relaxing shower in our cedar outdoor shower under the sun or stars

Top guest favorite
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.
Guest suite in Harpers Ferry
4.99 out of 5 average rating, 137 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!

Top guest favorite
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
4.97 out of 5 average rating, 375 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.

Superhost
A charming tiny house is set among greenery, featuring a red tin roof and welcoming porch. A new wooden staircase leads to the entrance, bordered by planters with colorful flowers. Surrounding foliage creates a serene, natural environment.
Tiny home in Jefferson County
4.88 out of 5 average rating, 494 reviews

❤️ Secluded 1940s Romantic Tiny House on the River

Relax and escape to the peace and quiet by the Potomac river, and wake to beautiful romantic views of the river and mountains, in this romantic 200 square foot tiny house situated on 3 acres, 450 feet of river front land. Explore and partake of all the activities on the river and surrounding area, just 1 mile from Shepherdstown. Fish, bike, kayak, tube, or just sit by the river and watch the birds and wild life. Read by the river or in the quiet comfort of the house, w/ some wine on us.

Top guest favorite
The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.
Guest suite in Smithsburg
4.98 out of 5 average rating, 310 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Guest favorite
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.
Cabin in Harpers Ferry
4.97 out of 5 average rating, 184 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.

Guest favorite
Two chairs are positioned near a campfire ring on a grassy area, surrounded by trees. A gently sloping hill leads down to a pond, with a wooden fence visible in the distance. Sunlight filters through the leaves, creating a shaded and inviting space.
Guesthouse in Purcellville
4.81 out of 5 average rating, 278 reviews

Barn Apartment in VA Wine Country

Barn apartment in the upper level of a bank barn. Fourteen miles from downtown Leesburg, 5 miles from Harper's Ferry, 1 mile from VA-9 Appalachian trail head. Close to Harper's Ferry Adventure Center, wineries, breweries, tubing, kayaking, hiking, farms. Full kitchen. Unplugged with the exception of Wi-Fi - no satellite or TV. There is cell signal. Rate includes 6% Virginia state tax and 7% Loudoun County hotel tax. 1 queen bed, 1 twin, and 1 floor mattress (pull out futon).

Top guest favorite
A spacious family room with soft carpet features a large flat screen TV mounted on the wall. A rustic wooden table with two stools is positioned nearby. Poster art from classic movies adorns the walls, while natural light filters in through the window.
Home in Winchester
4.97 out of 5 average rating, 236 reviews

Full basement with private entrance. Hot tub

Cozy movie themed basement is exactly what you are looking for. Classic AirBnB-we are opening our house to you! Space is completely private. Bedroom with queen bed. High speed internet. Private bath w/shower. Small refrigerator, microwave, 2 flat screen TVs table and chairs and multiple couches in a large family room w/Sofa bed. 1000 square feet of space! Home 2 miles outside of the city of Winchester in Frederick County.

Top guest favorite
A restored log cabin features a red metal roof and wooden exterior, framed by trees and a grassy area. A dog lies comfortably on the ground in front of the porch, which is adorned with red chairs and a lantern.
Cabin in Shepherdstown
4.95 out of 5 average rating, 503 reviews

The Log Cabin

A restored 1700's log cabin in a convenient location to Shepherdstown and surrounding attractions. One bedroom upstairs with a queen sized bed. One pull out sofa in the downstairs living area. In the summer of 2018, we have added an intimate brick patio area suitable for alfresco dining and for fireside sitting. It is peaceful. It is beautiful. You will not want to leave.

Top guest favorite
A serene view of the Shenandoah Valley is presented, with a gradient of soft pink and purple hues in the sky during sundown. Lush greenery surrounds the area, enhancing the feeling of nature while a wooden deck is visible on the right side.
Guest suite in Bluemont
4.93 out of 5 average rating, 622 reviews

Blueridge Mountain Retreat Apartment

In the middle of VA wine country and only minutes from the Appalachian Trail, enjoy a private apartment in our mountain home with a separate entrance and your own deck with views of the Shenandoah Valley. There is a hot tub on the deck and a fire pit overlooking the valley. Plenty of wildlife. A welcome basket includes breakfast items.

Popular amenities for Shannondale family-friendly rentals

When is the best time to visit Shannondale?

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Quick stats about vacation rentals that are family-friendly in Shannondale

  • Total vacation rentals

    Explore 70 vacation rentals in Shannondale

  • Nightly prices starting at

    Shannondale vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 6,140 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Shannondale vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Shannondale rentals

  • 4.9 Average rating

    Shannondale stays are highly rated by guests—averaging 4.9 out of 5!