Family-friendly vacation rentals in Charles Town

4.97 out of 5 average rating, 263 reviews

Cabin in Charles Town

Vintage Riverfront Log Cabin “Emma” w/hot tub

“Emma” is a Shenandoah Riverfront Log Cabin hand built in 1900’ , she was just newly renovated. Come, Relax, you are on “River Time”. From the front porch, stroll the yard, and across the road, to access the Shenandoah riverfront dock. Here, the river is wide, and the view is amazing, launch a kayak or tube, fish from the dock. Enjoy your evenings around the campfire. From the cabin, you are just a few minutes away from Historic Harpers Ferry, wineries, breweries, hiking trails Enjoy!

Indoor spacesKitchenAmenities

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.

4.91 out of 5 average rating, 127 reviews

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.

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Guesthouse in Charles Town

Illuminated lanterns are hung from decorative hooks among trees, casting a warm glow. The surrounding area is decorated with blooming daffodils in vibrant yellow, set against lush greenery, contributing to a peaceful outdoor setting as dusk approaches.

Coorie Inn

We are growing. Private bedroom added to make this a two full bedroom offering with kitchenette. Please come stay a spell! Perched just over the Shenandoah River (river access in multiple places) with mountain views, this getaway lets you get lost in nature with all the creature comforts of home. ***Dogs are welcome with PRIOR approval from the host. Please message me if you'd like to bring your fur bud! ***Please see additional info for all of the comforts provided! ***No smoking please.

FamilyKitchenHospitality

4.77 out of 5 average rating, 133 reviews

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.

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.

KitchenFamilyAir conditioning

4.98 out of 5 average rating, 453 reviews

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.

4.96 out of 5 average rating, 139 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.

Indoor spacesFamilyHot tub

4.92 out of 5 average rating, 133 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

KitchenIndoor spacesHot tub

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.

4.97 out of 5 average rating, 136 reviews

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.

FamilyIndoor spacesBathroom

Superhost

A pathway lined with trees leads towards the river, while a spacious deck equipped with outdoor seating is visible. The deck is constructed of wooden planks, providing a view of the natural surroundings. A grill is placed nearby, adding to the outdoor amenities.

Vacation home in Charles Town

Mountain Ferry Landing - Riverfront Access

A perfect fun and relaxing getaway with friends and family. Come relax and enjoy the Shenandoah River at this brand new stylish home. Managed by Heaven On Earth, Mountain Ferry Landing is family owned and operated. The family has lived on this land for over 3 decades and wishes to provide travelers with a comfortable place with river access to enjoy the natural beauties of the Shenandoah. Whether you are coming for summer activities or a peaceful winter retreat, this place is for you!

FamilyIndoor spacesWifi

4.91 out of 5 average rating, 127 reviews

4.94 out of 5 average rating, 234 reviews

Cozy Tiny House in Harpers Ferry Tub & River Views

Pet Free, 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, 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

Indoor spacesKitchenRiver

4.9 out of 5 average rating, 149 reviews

Home in Charles Town

Historic Charles Town- Artist's Home

In historic downtown Charles Town, this relaxing home is a perfect get away and also close to many local attractions. Walk to restaurants, coffee shops, and boutiques. In a quiet neighborhood, 5 blocks from the charming downtown, this welcoming older house has historic details, charming artsy decor, covered front porch, covered back porch, and large fenced yard. One of the 4 bedrooms is on the 1st floor. 8 mins to historic Harpers Ferry, 12 mins to Shepherdstown shops and theater.

FamilyIndoor spacesBackyard

An open-concept living area features a blue sofa and a brown armchair arranged around a patterned area rug. A wooden coffee table and floor lamp add warmth, while a TV is mounted on the wall. Dining space and kitchen are visible in the background.

4.97 out of 5 average rating, 128 reviews

Relaxing Getaway Near Shenandoah River Access

Come and enjoy our spacious 3bd/2ba home in Harpers Ferry, WV just across the Virginia state line and close to many local attractions! Perfect for families featuring a large fenced in backyard. Centrally located within 15 mins from historic Harpers Ferry; within 1/2 mile of public boat access to the Shenandoah River; 2 miles to Appalachian Trail; less than 15mins to numerous breweries & wineries; 10mins to Charles Town Casino. Enjoy all this wonderful area has to offer!

KitchenFamilyQuiet

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.

4.93 out of 5 average rating, 784 reviews

Eclectic & Romantic - Walk to Historic Downtown!

Eclectic space full of little treasures I’ve picked up during my travels. You will find the place cozy enough for a reset and recharge weekend but also inspiring for gatherings and celebrations. Take advantage of the books, games and excellent SONOS system in the house as well as outside on the patio. This place is great for music lovers and people who enjoy a change from the ordinary.

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Popular amenities for Charles Town family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 106 reviews

Guest-Favorite A-Frame with Hot Tub Harpers Ferry

Indoor spacesFamilyGetting around

A spacious backyard is surrounded by a wooden fence, showcasing a patio area with multiple seating options. A hot tub is visible, along with a fire pit and several Adirondack chairs arranged for gathering. Lush green grass and mature trees enhance the outdoor setting.

4.89 out of 5 average rating, 235 reviews

The Historic Booth House at the Harpers Ferry KOA

FamilyKitchenGetting around

The exterior of the cabin is showcased from a pathway leading to the entrance, framed by wooden railings. Vibrant autumn foliage enhances the scenic backdrop, while the expansive valley stretches into the distance under a clear sky.

4.92 out of 5 average rating, 113 reviews

Modern Cabin with Sweeping Valley Views!

KitchenFamilyPets

4.97 out of 5 average rating, 152 reviews

3BR Stone Cabin | Hot Tub + Firepit | Valley Views

Indoor spacesFamilyLayout

4.97 out of 5 average rating, 221 reviews

Yurt in Front Royal

Skyline Yurt: Hot Tub~Wood Stove~WiFi~Pet Friendly

FamilyIndoor spacesAccuracy

4.99 out of 5 average rating, 641 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

FamilyIndoor spacesSkiing

4.98 out of 5 average rating, 130 reviews

Hot Tub • Lakeside Cabin • Pet-Friendly Retreat

KitchenFamilyGrill

Tiny home in Stephens City

Farm Stay in a luxury tiny home with hot tub

KitchenIndoor spacesNearby

5.0 out of 5 average rating, 172 reviews

Family- and pet-friendly home rentals

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, 220 reviews

Applemoon: Charming Log Cabin in a Mountain Lake Community

Indoor spacesFamilyCleanliness

5.0 out of 5 average rating, 203 reviews

A charming two-story cottage features a welcoming front door framed by decorative shutters and flower planters. A covered porch is seen to the left, adding outdoor space for relaxation. The surrounding yard is well-maintained, providing a pleasant view of the greenery.

Cottage in Shepherdstown

The Creekside Cottage: Downtown | Pet-Friendly

Indoor spacesFamilyCheck-in

4.92 out of 5 average rating, 412 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

KitchenFamilyTV

4.94 out of 5 average rating, 221 reviews

The spa-inspired master bath features a freestanding tub with a sleek design, set against a backdrop of rich wooden tile. A wooden stool complements the space, while a glass shower enclosure and minimalist fixtures contribute to a modern aesthetic.

Home in Bolivar

Luxury, Spa tub, movie rm, new AC, best beds ever

KitchenIndoor spacesGetting around

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.

50-Acre Farmhouse Getaway Oasis in VA Wine Country

KitchenFamilyTV

4.98 out of 5 average rating, 166 reviews

A welcoming front porch is seen, featuring two sets of stairs leading to it. Rocking chairs are placed on either side, enhancing the inviting entrance. Two planters with vibrant flowers are visible at the base of the steps, providing a cheerful touch to the home’s exterior.

4.92 out of 5 average rating, 116 reviews

House of Sosia and Alexander in Harpers Ferry

KitchenIndoor spacesAmenities

Vacation home in Martinsburg

An inviting entryway showcases a wooden staircase leading to a loft area. The walls are adorned with wooden paneling and a prominent 'Station' sign. A coffee station and laundry area are conveniently positioned on one side, enhancing functionality.

The Train Station Lodge

FamilyKitchenOutdoor spaces

4.95 out of 5 average rating, 112 reviews

4.98 out of 5 average rating, 211 reviews

The exterior of the cabin is showcased, featuring large vaulted windows that allow natural light to fill the space. The deck is furnished with a table and chairs, surrounded by a lush yard and trees displaying autumn colors.

Cabin in Gerrardstown

The Nest: Modern Cabin Retreat on 5 Wooded Acres

KitchenIndoor spacesCheckout

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 290 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!

Indoor spacesFamilyGrill

4.93 out of 5 average rating, 321 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

FamilyIndoor spacesAccess

4.87 out of 5 average rating, 144 reviews

A spacious outdoor area features a large in-ground pool surrounded by a patio. Lounge chairs in a bright blue color are arranged along the edge. A picnic area with tables and chairs is also visible, along with a children's play area nearby.

Home in Lovettsville

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub

FamilyIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 111 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

KitchenIndoor spacesWalkability

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.

The Hunt Box @ Tally Yo Farm

Indoor spacesFamilyCondition

4.98 out of 5 average rating, 243 reviews

4.98 out of 5 average rating, 148 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

KitchenFamilyParks

5.0 out of 5 average rating, 111 reviews

A rustic outdoor seating area features log benches arranged around a circular fire pit. The red chalet with a flag is visible in the background, surrounded by trees shedding their leaves. A gravel pathway connects the seating area and the chalet.

Chalet in Hedgesville

Cherry Run Chalet

FamilyKitchenWalkability