
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.

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

Lindas Country Cottage
Come and relax in our Little County Charmer If needed for extended t. Under 2 miles from Interstate. 15 min from Charlestown Casino and horse racing. JD’s Fun Center with pool for children. ..2 hrs from Massanuttan . Take a ride to Historic Berkley Springs Or Harpers ferry.. Home is in a quite neighborhood. Tv Wi-Fi. Home is close to dining and fast foods delivery. So if you wanna feel right at home while visiting or town stop by and pay a visit at our small home with a little country charm

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).

Modern, private cottage at Fairview Organic Farm
Discounts for stays of 5 nights or more. Sitting atop a hill on 23 acres at historic Fairview Organic Farm, Circa 1737, the newish cottage is surrounded by pasture, organic gardens, history & overlooks the Harpers Ferry Gap. We are just a few miles from Charles Town, Harpers Ferry, Shepherdstown, the Hollywood Casino, the Appalachia trail, the Shenandoah & Potomac Rivers, and many historical sites. Enjoy sun rise from the deck and sunsets from the porch.

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.

The Big Room - Historic Schoolhouse
Checkout as late as 8pm on Sundays, just let us know! Lots of parking for trailers and race cars. Located one mile from the racetrack in the little village of Summit Point. This is a large renovated former classroom with 13' ceilings in the old Elementary School. Summit Point is a quiet place where you can take a leisurely stroll.
Popular amenities for Charles Town family-friendly rentals
Family-friendly home rentals with a hot tub

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

Trailside Chalet (A storybook chalet with hot tub)

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

Waterfront Cabin on the Potomac River w/ Hot tub

The Cottage at Nestled Inn

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!

Peaceful Lakefront Cottage with Mountain Views!

Modern River Cabin! Hot Tub*Privacy*Romance*Fun!
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

Snow tubing nearby, spa tub movie room best beds

Cozy Cottage

Historic Scrabble, Shepherdstown

Rooster Wrest in the Trees
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

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

*Cottage @ Firefly Cellars* VA Wine Country escape

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!
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