Family-friendly vacation rentals in Charles Town

4.97 out of 5 average rating, 259 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!

KitchenIndoor spacesHeating

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.

4.97 out of 5 average rating, 439 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.

FamilyKitchenValue

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, 125 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.

Indoor spacesKitchenBackyard

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

4.91 out of 5 average rating, 124 reviews

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!

FamilyKitchenAccuracy

4.93 out of 5 average rating, 218 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 spacesKitchenAccess

4.9 out of 5 average rating, 146 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.

KitchenFamilyGetting around

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, 214 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.

KitchenFamilyCheck-in

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, 127 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!

FamilyIndoor spacesAccuracy

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, 100 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

Indoor spacesFamilyAccuracy

4.99 out of 5 average rating, 445 reviews

Cabin in Front Royal

Mountaintop Retreat with Wood Fired Hot Tub

Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

Indoor spacesFamilyOutdoor spaces

4.96 out of 5 average rating, 538 reviews

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

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.

KitchenIndoor spacesBiking

Superhost

A spacious bedroom is illuminated by natural light from two large windows. A comfortable bed is styled with soft linens and a warm blanket. Two armchairs sit invitingly in the corner, and textured rugs decorate the hardwood floor.

Apartment in Charles Town

4.8 out of 5 average rating, 114 reviews

Spacious apt with King beds in DT Charles Town

Welcome to our charming 2-bedroom Airbnb in downtown Charles Town, WV! This modern retreat offers two spacious bedrooms with king-size beds for a comfortable stay. Explore the city's attractions and enjoy a cozy night's sleep in stylish accommodations. Book now for a memorable stay in the heart of Charles Town!

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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

4.99 out of 5 average rating, 403 reviews

A hot tub is situated on a deck surrounded by trees, with sunlight filtering through the branches. A pink float is placed beside the tub. The calming water reflects the warm light, creating a serene atmosphere.

Guesthouse in Bluemont

Skyhorse Retreat Guest House

Indoor spacesKitchenLayout

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)

FamilyIndoor spacesLong stay

Luxe

Cabin in Berkeley Springs

4.99 out of 5 average rating, 186 reviews

West Virginia's only Airbnb Luxe Property

FamilyKitchenLocation

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, 129 reviews

Mountainside Retreat: Hot tub,Arcade, Theater,Pets

Indoor spacesKitchenHot tub

4.99 out of 5 average rating, 485 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~

FamilyIndoor spacesParking

4.95 out of 5 average rating, 310 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

FamilyKitchenTV

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.

4.89 out of 5 average rating, 151 reviews

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond

KitchenFamilyLong stay

4.96 out of 5 average rating, 121 reviews

A cozy cape cod house is framed by colorful autumn foliage, with vibrant flowers in the foreground. Lush greenery and manicured shrubs surround the property, creating a serene outdoor space. Fallen leaves blanket the lawn, contributing to the seasonal landscape.

Home in Shepherdstown

LeLe’s Landing: Come take a Scrabble Sabbatical

FamilyKitchenWalkability

Family- and pet-friendly home rentals

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.

4.94 out of 5 average rating, 770 reviews

Eclectic & Romantic - Walk to Historic Downtown!

FamilyKitchenPets

4.95 out of 5 average rating, 296 reviews

A modern cabin is set amongst lush greenery, featuring a dark exterior and a welcoming front porch. Surrounding landscaping includes a variety of shrubs and trees, creating a peaceful atmosphere. The driveway leads to the entrance, providing easy access to the secluded retreat.

Cabin in Star Tannery

Cabin With Wood Burning Hot Tub

Indoor spacesKitchenValue

Apartment in Shepherdstown

The open kitchen features dark cabinetry and modern appliances, including an oven and refrigerator. A round dining table with two bar stools is positioned nearby. A patterned area rug and two coffee tables add a cozy touch to the living space, with warm wood flooring throughout.

4.96 out of 5 average rating, 452 reviews

Downtown: Explore Shepherdstown from cozy 1br apar

FamilyKitchenAmenities

5 out of 5 average rating, 277 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

KitchenIndoor spacesValue

5 out of 5 average rating, 133 reviews

Farm stay in Leesburg

The Forge on Sunnyside Farm

FamilyKitchenValue

4.98 out of 5 average rating, 122 reviews

Hot Tub • Lakeside Cabin • Pet-Friendly Retreat

FamilyIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 238 reviews

Home in Sharpsburg

Steps to Winery and Battlefield – 1 Acre Retreat

FamilyKitchenDecor

4.93 out of 5 average rating, 215 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

New icy AC, Spa tub, movie room, best beds ever

FamilyIndoor spacesParking

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 138 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

KitchenFamilyCheckout

5 out of 5 average rating, 108 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

FamilyIndoor spacesHeating

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, 231 reviews

The Historic Booth House at the Harpers Ferry KOA

KitchenFamilyCleanliness

Cabin in Berkeley Springs

A modern A-Frame cabin is nestled among trees, featuring large windows that enhance the open design. The inviting deck leads to a fire pit area surrounded by Adirondack chairs, creating a perfect space for gathering and enjoying nature.

5 out of 5 average rating, 100 reviews

Frog Hollow · A-Frame & Hot Tub · Stay with Branch

FamilyIndoor spacesCheck-in

4.99 out of 5 average rating, 135 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

Indoor spacesFamilyOutdoor spaces

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

FamilyKitchenBeach

The exterior of the farmhouse is showcased at dusk, highlighting the blend of historic and modern architecture. A stone path leads to the welcoming entry, framed by glowing flower pots. The wraparound porch features multiple illuminated windows, reflecting a cozy and inviting ambiance.

4.96 out of 5 average rating, 216 reviews

Historic Farmhouse | Heated Plunge Pool, Billiards

KitchenIndoor spacesBathroom