
Family-friendly vacation rentals in Charles Town
Find and book unique family-friendly homes on Airbnb
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!

Mountain Top View Spacious Family Cottage
Enjoy beautiful views of the entire Shenandoah valley while relaxing at the Mountain Top Family Cottage. Enjoy great fall colors. Only a 10 min 1/2 mile walk to the Appalachian Trail, where you can hike to historic Harpers Ferry. The cottage features a large living, dining and kitchen area. The master bedroom and the mountain view study provide beautiful Shenandoah valley views. Enjoy the outdoor fire pit and fire circle. Drive to the many historic and recreation areas near Harpers Ferry WV

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

Retro Tiny Cabin in the Trees
Glamping in Harpers Ferry! Elevated 8' x 16' cabin in a lush garden property surrounded by trees. Full bathroom w/rain showerhead. King bed can be converted to 2 twins if requested. 1940s vintage decor. Minifridge, microwave, toaster, coffeemaker, elec kettle, minigriddle. NO STOVE. Opens to an 8' x 16' screened porch w/ceiling fan, comfy seating, kitchen table & sink. Private spot yet in walking distance to many HF activities & dinner restaurants. Indoor/outdoor living & in-town convenience.

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!

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.

❤️ 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.

Barn Apartment in VA Wine Country
Barn apartment in the upper level of a bank barn. Fourteen miles from downtown Leesburg, 5 miles from Harper's Ferry, 1 mile from VA-9 Appalachian trail head. Close to Harper's Ferry Adventure Center, wineries, breweries, tubing, kayaking, hiking, farms. Full kitchen. Unplugged with the exception of Wi-Fi - no satellite or TV. There is cell signal. Rate includes 6% Virginia state tax and 7% Loudoun County hotel tax. 1 queen bed, 1 twin, and 1 floor mattress (pull out futon).

Full basement with private entrance. Hot tub
Cozy movie themed basement is exactly what you are looking for. Classic AirBnB-we are opening our house to you! Space is completely private. Bedroom with queen bed. High speed internet. Private bath w/shower. Small refrigerator, microwave, 2 flat screen TVs table and chairs and multiple couches in a large family room w/Sofa bed. 1000 square feet of space! Home 2 miles outside of the city of Winchester in Frederick County.

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.

Last Rodeo Cottage
Our cottage is private where guest can relax; Looking to spend some quiet time out of the city. Close to D.C.and the Historic site of surrounding areas. Close to Charlestown Casinos. Our home is right off I- 81 This cottage is Handicap accessible from private parking to shower and amenities. Lovely park like setting shared with our family pets.

Blueridge Mountain Retreat Apartment
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.
Popular amenities for Charles Town family-friendly rentals
Family-friendly home rentals with a hot tub

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

Bright A-frame nestled against 700 acres of forest

Trailside Chalet (A storybook chalet with hot tub)

Large Glamper w/ Hot Tub & full bath, amazing view

Whiskey Acres | Modern Cabin w/ Hot Tub, Axes, etc

The Wizard's Chalet • Cozy nature escape • Hot Tub

The Cottage at Nestled Inn

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!
Family- and pet-friendly home rentals

Applemoon: Charming Log Cabin in a Mountain Lake Community

Spruce Run Cottage, Farm stay on Catoctin Mountain

Charming Burkittsville 1747 Home

Gayte House Gay Owned, Liberal Oasis

Historic Wisteria House on Old Town Walking Mall

Snow tubing nearby, spa tub movie room best beds

Cozy Cottage

Antietam Toll House~an historic waterfront cabin
Family-friendly home rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

Bear Pines Retreat ~ Game Room ~ Screened Porch

Cozy A-Frame Cabin In The Woods

*Cottage @ Firefly Cellars* VA Wine Country escape

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

Five Oaks Cabin at The Woods Resort

The Cabin on the Run
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.ﺇ345 | ﺩ.ﺇ349 | ﺩ.ﺇ353 | ﺩ.ﺇ356 | ﺩ.ﺇ375 | ﺩ.ﺇ422 | ﺩ.ﺇ371 | ﺩ.ﺇ364 | ﺩ.ﺇ386 | ﺩ.ﺇ375 | ﺩ.ﺇ353 | ﺩ.ﺇ349 |
| 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 |
Quick stats about vacation rentals that are family-friendly in Charles Town

Total vacation rentals
Explore 20 vacation rentals in Charles Town

Nightly prices starting at
Charles Town vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Outer Banks Vacation rentals
- Jersey City Vacation rentals
- Georgetown University
- Liberty Mountain Resort
- Stone Tower Winery
- Whitetail Resort
- Cunningham Falls State Park
- Great Falls Park
- Cowans Gap State Park
- Caledonia State Park
- Shenandoah Valley Golf Club
- The Links at Gettysburg
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- Creighton Farms
- Robert Trent Jones Golf Club
- South Mountain State Park
- Field of Screams Maryland
- River Creek Club
- Congressional Country Club
- Chevy Chase Club
- Notaviva Vineyards
- Sly Fox Golf Club
- The Adventure Park at Sandy Spring
- Washington Golf & Country Club




