
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!

Hummingbirds Hideaway Treehouse
Do not book on airbnb and ask for early arrival. experience the magic of being among the treetops at our newly built treehouse. Whether you are seeking a romantic getaway, peaceful retreat, or family fun this slice of heaven will offer you an unforgettable stay. Features large windows for stunning views of the surrounding woods and very detailed woodwork. 2 bedrooms with king beds, open living space with full kitchen and bathroom will be sure to impress. Please message us prior to booking

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!

Luxury Mountain Getaway: Sunsets, Wines & Views
Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

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.

Modern, private cottage at Fairview Organic Farm
Traveling Nurses welcome. 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 flower 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.

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!

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

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.

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.

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.

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

Skyhorse Retreat Guest House

Trailside Chalet (A storybook chalet with hot tub)

COZY+SEXY Private Country Escape! HOT TUB & Views~

4 King Suites | HotTub | FirePit |PingPong |Arcade

Sunrise Cottage in Wine Country

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond

LeLe’s Landing: Come take a Scrabble Sabbatical

Foxtrot Mokki | Secluded Getaway 2 Hours from DC
Family- and pet-friendly home rentals

Downtown: Explore Shepherdstown from cozy 1br apar

The Hunt Box @ Tally Yo Farm

Steps to Winery and Battlefield – 1 Acre Retreat

The Nature at Rivermist Lane (Waterfront)

A Great Getaway — Foxglove Retreat

Stone School House - Minutes from Harper's Ferry

Mckinley's Place

The Cottage at Forest Hills Farm
Family-friendly home rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Cherry Run Chalet

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

Cozy Secluded A-Frame Cabin Retreat

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

All Seasons Retreat - Screened Porch - Fire Pit
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.ﺇ518 | ﺩ.ﺇ474 | ﺩ.ﺇ452 | ﺩ.ﺇ356 | ﺩ.ﺇ375 | ﺩ.ﺇ422 | ﺩ.ﺇ371 | ﺩ.ﺇ364 | ﺩ.ﺇ386 | ﺩ.ﺇ499 | ﺩ.ﺇ558 | ﺩ.ﺇ514 |
| 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.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 1,460 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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
- Norfolk Vacation rentals
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe 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
- Georgetown University
- Liberty Mountain Resort
- Stone Tower Winery
- Berkeley Springs State Park
- Cunningham Falls State Park
- Great Falls Park
- American University
- Cowans Gap State Park
- Caledonia State Park
- Tysons Corner Center
- Harpers Ferry National Historical Park
- Jiffy Lube Live
- George Mason University
- South Mountain State Park
- Cacapon Resort State Park
- Gambrill State Park
- Shenandoah River Outfitters
- Whitetail Resort
- Hollywood Casino At Charles Town Races
- Green Ridge State Forest
- Reston Town Center
- Big Cork Vineyards
- Mosaic District
- Ballston Quarter





