
Family-friendly holiday rentals in Charles Town
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Charles Town

Total holiday rentals
Explore 30 holiday rentals in Charles Town

Nightly prices starting at
Charles Town holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 1,530 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Charles Town holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Charles Town rentals

4.8 Average rating
Charles Town stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Charles Town
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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!
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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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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.
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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.
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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!
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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
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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.
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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.
FamilyIndoor spacesWi-Fi

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!
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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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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.
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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.
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Popular amenities for Charles Town family-friendly rentals
Family-friendly home rentals with a hot tub

Skyhorse Retreat Guest House
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Trailside Chalet (A storybook chalet with hot tub)
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Mountainside Retreat: Hot tub,Arcade, Theater,Pets
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COZY+SEXY Private Country Escape! HOT TUB & Views~
KitchenFamilyDecor

The Wizard's Chalet • Cozy nature escape • Hot Tub
Indoor spacesKitchenSleep quality

The Cottage at Nestled Inn
FamilyIndoor spacesBackyard

Hot Tub • Lakeside Cabin • Pet-Friendly Retreat
FamilyIndoor spacesBathroom

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond
KitchenFamilyHot tub
Family- and pet-friendly home rentals

Eclectic & Romantic - Walk to Historic Downtown!
FamilyIndoor spacesTV

Coorie Inn
KitchenFamilyWi-Fi

The Forge on Sunnyside Farm
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Hummingbirds Hideaway Treehouse
Indoor spacesKitchenSleep quality

Town Square Cottage | Walk to all of downtown HF
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Steps to Winery and Battlefield – 1 Acre Retreat
KitchenIndoor spacesBarbecue

Luxury, Spa tub, movie rm, new AC, best beds ever
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The Cottage at Forest Hills Farm
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Family-friendly home rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit
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Cherry Run Chalet
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The Historic Booth House at the Harpers Ferry KOA
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Frog Hollow · A-Frame & Hot Tub · Stay with Branch
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Cozy Secluded A-Frame Cabin Retreat
KitchenIndoor spacesCleanliness

Historic Farmhouse | Heated Plunge Pool, Billiards
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All Seasons Retreat - Screened Porch - Fire Pit
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An Escape Bordering National Park land 1 mi to C&O
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When is the best time to visit Charles Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 NZD | $220 NZD | $210 NZD | $222 NZD | $260 NZD | $260 NZD | $173 NZD | $169 NZD | $179 NZD | $232 NZD | $260 NZD | $239 NZD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Destinations to explore
- New York City Holiday rentals
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- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Georgetown University
- Liberty Mountain Resort
- Stone Tower Winery
- Jiffy Lube Live
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Cunningham Falls State Park
- Cowans Gap State Park
- Tysons Corner Center
- Great Falls Park
- George Mason University
- Cacapon Resort State Park
- South Mountain State Park
- Caledonia State Park
- Whitetail Resort
- Ballston Quarter
- Shenandoah River Outfitters
- Greenbrier State Park
- Reston Town Center
- Sky Meadows State Park
- Hollywood Casino At Charles Town Races
- Green Ridge State Forest
- Bluemont Vineyard
- Mosaic District





