Family-friendly holiday rentals in Shannondale

4.94 out of 5 average rating, 159 reviews

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

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

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, 134 reviews

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond

Welcome to the Harpers Ferry Hideaway! It’s less than 90 minutes from DC and Baltimore. Escape to nature and enjoy the peace and quiet. The property is on 2 acres with a beautiful pond stocked with fish, frogs, and turtles. Sit in the hot tub and check out the stars at night. Use the grill, fire pit, or just stroll the property. Wineries, breweries and amazing hikes are just 15 minutes away. The cabin is equipped with strong WiFi and is a perfect spot to work remotely. Come and enjoy the oasis!

4.9 out of 5 average rating, 105 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.

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.

4.99 out of 5 average rating, 145 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!

4.98 out of 5 average rating, 127 reviews

A vibrant sunset casts warm hues over the landscape, with a red barn in the background. White chairs are arranged on the grass, offering a spot to relax. The gently rolling hills are framed by trees, enhancing the serene rural atmosphere.

Farm stay in Bluemont

Welcome to the Hidden Hive!

The Hidden Hive is located on beautiful, tranquil farmland, within a few minutes of Loudoun County’s premiere wineries and breweries. Rest your head here after a hard day’s hike on the Appalachian Trail or a celebratory evening at a Bluemont wedding. We are a hobby farm and own chickens, goats, dogs, and barn kitties. Wildlife such as deer can be seen, and owls heard here at night. You may see cyclists or horseback riders pass along our historic Civil War roads. We can’t wait to host you!

4.98 out of 5 average rating, 119 reviews

Sunset Lion Mountain Cabin near a Lake & Vineyards

Relax to the mountain breeze and sounds of nature in this cozy cabin. Located 1 mi to the Appalachian Trail, 3 min drive to the lake and a 15 min drive to Charles Town & vineyards. Enjoy spectacular sunset views from the expansive front deck, living and dining rooms, firepit and hammock. Enjoy the propane grill, outdoor table & chairs and firepit. Unwind in the living room with vaulted ceilings, recliners and games. Downstairs bedroom and bathroom, upstairs includes one bedroom and a loft.

Guest suite in Harpers Ferry

A scenic outdoor view showcases a wooden deck winding down to a lush landscape. Vibrant flowers and greenery adorn the space, while a hot tub is visible nearby. A beautiful sunset casts warm hues across the sky, offering panoramic views of the valley below.

5 out of 5 average rating, 275 reviews

Luxury Mountain Getaway: Sunsets, Wines & Views.

Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

Tiny home in Jefferson County

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.

4.88 out of 5 average rating, 497 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.

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.

4.96 out of 5 average rating, 192 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.

4.89 out of 5 average rating, 105 reviews

An aerial view showcases a contemporary cottage set among lush greenery, with a large lake visible in the background. The property features a covered porch and a spacious yard, while the surrounding forest provides a serene and natural atmosphere.

Cottage in Harpers Ferry

Lake View Retreat - Cottage Near a Peaceful Lake!

MOUNTAIN MAMA VACATION HOMES & CABINS Looking for a family-friendly getaway? This contemporary cottage has all the indoor and outdoor space you need, with a covered front porch, back deck, large flat yard, and a spacious kitchen. With an indoor fire place and an outdoor fire pit, you can enjoy the flames in any season! This house is steps from lovely Lake Shannondale which is beautiful year round. Work remotely (if you must!) with wifi speeds of 500 Mbps.

4.93 out of 5 average rating, 632 reviews

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

Blueridge Mountain Retreat Apartment

The hot tub is currently broken, and a new one has been ordered. We expect delivery by mid Febuary. 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.

4.9 out of 5 average rating, 197 reviews

The exterior of the residence is shown, featuring a well-maintained yard with a firepit surrounded by stones. A cozy seating area is positioned nearby. Lush trees stand in the background, and the warm glow of sunset lightly illuminates the home.

Cottage in Harpers Ferry

Family & Pet Friendly- Hot Tub-Full Kitchen

Book our contemporary residence in Harpers Ferry, WV if you're into outdoor activities like hiking, kayaking, and fishing. Our home is close to natural attractions, including the Shenandoah river, Appalachian Trail, and WMA. Also nearby are the Harpers Ferry Adventure Park and Charles Town Casino. Local breweries, wineries, and dining options are available to satisfy your taste buds.

Popular amenities for Shannondale family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The exterior of a two-story house is shown, framed by tall trees and greenery. A welcoming front porch is adorned with hanging plants. A stone pathway leads to the main entrance, and a gravel driveway extends alongside the house, providing ample parking.

4.88 out of 5 average rating, 172 reviews

Mountain Cabin in the Woods, Near Wineries & More

4.95 out of 5 average rating, 409 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

4.98 out of 5 average rating, 167 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.

Guest house in Hamilton

Trailside Chalet (A storybook chalet with hot tub)

Guest suite in Winchester

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.

4.97 out of 5 average rating, 241 reviews

Full basement with private entrance. Hot tub

4.99 out of 5 average rating, 450 reviews

An outdoor hot tub is shown with a glass of red wine and a single rose placed beside it. A scenic view of rolling fields and trees is visible in the background, with a colorful sunset illuminating the sky.

Cottage in Winchester

COZY+SEXY Private Country Escape! HOT TUB & Views~

4.93 out of 5 average rating, 106 reviews

A log cabin features a stone chimney and a spacious front porch with a wooden railing. Surrounded by vibrant autumn foliage, the lower level offers a clear view of the landscaped yard, leading to the area with Adirondack chairs, inviting guests to relax outdoors.

Cabin in Hedgesville

Charming log cabin by Berkeley Springs (+ hot tub)

5 out of 5 average rating, 107 reviews

Farm stay in Bluemont

The Cottage at Nestled Inn

4.99 out of 5 average rating, 168 reviews

Hibearnation Cabin Hot Tub Dog Friendly 5555 sqft

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 318 reviews

A living area features a comfortable beige sofa and an adjacent dining table with two chairs. A small desk with a chair and laptop is positioned nearby. Sunlight enters through a window adorned with white blinds, illuminating the relaxed atmosphere.

Home in Bolivar

Day Street - Walk to Harpers Ferry NP

4.93 out of 5 average rating, 711 reviews

A modern kitchen features sleek cabinetry and a stainless steel stove. A vibrant green wall with an illuminated neon artwork adds a pop of color. A dining table with metal chairs is positioned against the wall, creating a stylish yet functional space.

Home in Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown!

4.98 out of 5 average rating, 128 reviews

Delicate white flowers bloom on branches, contrasting with the brown siding of the historic house. The background reveals a green door and two windows, allowing glimpses of the home’s rustic charm. The scene captures the tranquility of the surroundings, marked by budding magnolia blossoms.

Flat in Burkittsville

Charming Burkittsville 1747 Home

Guest house in Myersville

A two-story cottage is set amidst lush greenery, featuring a large upper deck that offers views of the surrounding woods. Colorful azaleas and shrubs enhance the entrance, while a gravel drive leads to the property, surrounded by trees exhibiting signs of spring.

4.94 out of 5 average rating, 261 reviews

Spruce Run Cottage, Farm stay on Catoctin Mountain

4.99 out of 5 average rating, 332 reviews

The farmhouse is set on a spacious green lawn, surrounded by tall trees. A nearby structure with a cylindrical silo complements the main house, which features a blue-green roof and a wide porch. A bright sky with scattered clouds enhances the serene landscape.

Home in Purcellville

Whole House -Seven Elms Farm B&B

Farm stay in Purcellville

A bright living area is presented with large windows allowing natural light to fill the space. Comfortable furnishings include a sectional sofa and a circular coffee table, while a patterned area rug adds warmth. A television is mounted on a dark cabinet, enhancing the room's functionality.

4.98 out of 5 average rating, 156 reviews

50-Acre Farmhouse Getaway Oasis in VA Wine Country

4.92 out of 5 average rating, 155 reviews

The exterior of a remodeled cottage is displayed, surrounded by trees and lush greenery. A spacious patio area features a table and chairs for outdoor seating. Large windows let in natural light, while a chimney adds character to the roofline.

Bungalow in Leesburg

Hilltop @ Shiloh

4.91 out of 5 average rating, 378 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

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 112 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

4.8 out of 5 average rating, 300 reviews

A cabin exterior is illuminated by string lights, surrounded by trees. A fire pit with flames can be seen in the foreground, accompanied by two camping chairs. A hammock is strung nearby, creating a tranquil outdoor space for relaxation.

Tiny home in Fort Valley

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

4.96 out of 5 average rating, 101 reviews

A charming white cottage is surrounded by lush greenery, showcasing large windows framed by black shutters. The entrance is adorned with a small wooden deck leading up to the door, inviting guests into a serene retreat amidst nature.

Guest house in Catlett

Sunny Cottage, POOL, Game Room, stocked pond

5 out of 5 average rating, 112 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

5 out of 5 average rating, 100 reviews

A spacious solarium features large windows allowing plenty of natural light to fill the room, with views of the surrounding greenery. A comfortable seating area is arranged with a mix of sofas and chairs, complemented by various plants adding a touch of nature. The heated concrete floor enhances comfort in this inviting gathering space.

Home in Knoxville

An Escape Bordering National Park land 1 mi to C&O

5 out of 5 average rating, 148 reviews

A warm interior features a spacious bed dressed in a rich, burgundy coverlet, complemented by wooden wall panels and exposed beams. A cozy seating area is provided next to the bed, with light streaming in from a window adorned with wooden shutters.

Cabin in Delaplane

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Farm stay in Purcellville

A horse stands peacefully in a lush green pasture, surrounded by a black wooden fence. In the background, a well-maintained barn with a cupola is visible, complemented by a clear blue sky and scattered clouds.

4.98 out of 5 average rating, 208 reviews

The Hunt Box @ Tally Yo Farm