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

Total vacation rentals
Explore 30 vacation rentals in Charles Town

Nightly prices starting at
Charles Town vacation rentals start at ﺩ.ﺇ 220 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 vacation 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!
FamilyKitchenCheck-in

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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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.
Indoor spacesFamilyLong stay

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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Romantic & Fun w/Amazing Overlook & Hot Tub
Pet Free majestic views of 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 away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, soaking tub or taking in the beautiful scenery while enjoying a relaxing outdoor shower in our all cedar shower room.
Indoor spacesKitchenCleanliness

Modern, private cottage at Fairview Organic Farm
We did NOT raise our rates. AIRBNB has added their fees to our rate so the price you now see has their fees included. Traveling Nurses welcome. Sitting atop a hill on 23 acres at historic Fairview Organic Farm, Circa 1737, the cottage is surrounded by pasture, & history at the Harpers Ferry Gap. A few miles to Charles Town, Harpers Ferry, Shepherdstown, the Hollywood Casino, the Appalachia trail, & the Shenandoah & Potomac Rivers. Enjoy sun rise from the deck and sunsets from the porch.
Indoor spacesFamilyView

Historic Farmhouse | Heated Plunge Pool, Billiards
Named a 2025 Silver Winner for Best Vacation Rental by WV Living magazine, this 1800s farmhouse is full of character and designed for comfort. The highlight is a heated saltwater plunge pool, open year-round, plus outdoor gathering spaces for summer and 3 fireplaces for cozy fall and winter stays. Guests rave about the incredibly comfortable beds! The Harpers Ferry area is a delight in every season, offering hiking, history, shopping, dining, river adventures, wineries and breweries.
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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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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.
KitchenIndoor spacesAccess

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 spacesOutdoor spaces

Apartment on Peace Ridge Farm
Enjoy a relaxing stay on our family friendly farm, dogs welcome too! You will get to interact with many farm animals. We have a playground in a fenced area, fire pit and gas grill. Our place is close to Historic Harpers Ferry, Shepherdstown, Antietam, Wineries, Shenandoah and Potomac rivers, art and culture, restaurants and family-friendly activities are all within a short drive.
FamilyKitchenHiking

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

Mountainside Retreat: Hot tub,Arcade, Theater,Pets
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Mountain Luxury - Hot Tub, Amazing Views & More!
FamilyKitchenWifi

Guest-Favorite A-Frame with Hot Tub Harpers Ferry
KitchenFamilyShared spaces

Gorgeous cabin on Blue Ridge
FamilyKitchenSleep quality

Terra Alta - Incredible River Views and Hot Tub!
KitchenIndoor spacesHiking

Historic Home, Hot Tub, Campfire Ring, Hardwood
Indoor spacesKitchenParks

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

The Historic Booth House at the Harpers Ferry KOA
KitchenIndoor spacesOutdoor spaces
Family- and pet-friendly home rentals

Applemoon: Charming Log Cabin in a Mountain Lake Community
KitchenIndoor spacesHospitality

Eclectic & Romantic - Walk to Historic Downtown!
Indoor spacesKitchenBiking

Ballenger Farm
FamilyIndoor spacesView

Happy Harbor | Riverside w/ Water Hole + Game Room
Indoor spacesKitchenCheckout

The Nest: Modern Cabin Retreat on 5 Wooded Acres
Indoor spacesKitchenNearby

Downtown: Explore Shepherdstown from cozy 1br apar
KitchenIndoor spacesParks

Harpers Ferry House for Family Events
FamilyKitchenCheck-in

Skyline Yurt: Hot Tub~Wood Stove~WiFi~Pet Friendly
KitchenFamilyAccess
Family-friendly home rentals with a pool

Rustic Blue Ridge Cabins
Indoor spacesFamilyLocation

Bear Pines Retreat ~ Game Room ~ Screened Porch
FamilyKitchenNearby

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub
KitchenFamilyWifi

The Cottage at Nestled Inn
Indoor spacesKitchenCheck-in

Starcatcher Chalet, The Woods Resort
Indoor spacesKitchenView

The Hunt Box @ Tally Yo Farm
Indoor spacesKitchenNearby

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

Cherry Run Chalet
Indoor spacesFamilyNearby
When is the best time to visit Charles Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 518 | ﺩ.ﺇ 474 | ﺩ.ﺇ 452 | ﺩ.ﺇ 477 | ﺩ.ﺇ 558 | ﺩ.ﺇ 558 | ﺩ.ﺇ 371 | ﺩ.ﺇ 364 | ﺩ.ﺇ 386 | ﺩ.ﺇ 499 | ﺩ.ﺇ 558 | ﺩ.ﺇ 514 |
| 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 |
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