
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 G$12,547 GYD 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!
FamilyIndoor spacesWifi

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.
FamilyIndoor spacesPets

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.
KitchenFamilyBathroom

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
KitchenIndoor spacesDecor

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!
Indoor spacesFamilyView

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.
Indoor spacesFamilyCheck-in

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.
FamilyKitchenSleep quality

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!
KitchenFamilyCleanliness

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
KitchenFamilyLong stay

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.
Indoor spacesFamilyLayout

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.
FamilyIndoor spacesCleanliness

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

Mountainside Retreat: Hot tub,Arcade, Theater,Pets
FamilyIndoor spacesLaundry

Skyhorse Retreat Guest House
KitchenIndoor spacesGrill

Rustic Blue Ridge Cabins
KitchenIndoor spacesBreakfast

Trailside Chalet (A storybook chalet with hot tub)
Indoor spacesFamilyAmenities

Terra Alta - Incredible River Views and Hot Tub!
Indoor spacesFamilyBeach

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

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond
KitchenIndoor spacesView

Mountain Luxury - Hot Tub, Amazing Views & More!
FamilyIndoor spacesBathroom
Family- and pet-friendly home rentals

Apartment on Peace Ridge Farm
KitchenIndoor spacesDecor

Eclectic & Romantic - Walk to Historic Downtown!
KitchenIndoor spacesNearby

The Cottage at Forest Hills Farm
KitchenFamilyBiking

The Nest: Modern Cabin Retreat on 5 Wooded Acres
KitchenIndoor spacesHiking

Downtown: Explore Shepherdstown from cozy 1br apar
FamilyKitchenGetting around

Cottage on Horse Farm: Wineries/Breweries, Horses!
FamilyIndoor spacesHospitality

Steps to Winery and Battlefield – 1 Acre Retreat
KitchenIndoor spacesCondition

The Forge on Sunnyside Farm
KitchenFamilyOutdoor spaces
Family-friendly home rentals with a pool

The Cottage at Nestled Inn
KitchenIndoor spacesCheckout

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit
Indoor spacesFamilyAccess

Historic Farmhouse | Heated Plunge Pool, Billiards
FamilyIndoor spacesCleanliness

Bear Pines Retreat ~ Game Room ~ Screened Porch
FamilyIndoor spacesWalkability

Retreat to horse country!
KitchenIndoor spacesAmenities

*Cottage @ Firefly Cellars* VA Wine Country escape
KitchenFamilyValue

The Historic Booth House at the Harpers Ferry KOA
KitchenFamilyCleanliness

Cozy Secluded A-Frame Cabin Retreat
FamilyKitchenGrill
When is the best time to visit Charles Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,485 GYD | G$26,976 GYD | G$25,721 GYD | G$27,185 GYD | G$31,785 GYD | G$31,785 GYD | G$21,121 GYD | G$20,702 GYD | G$21,957 GYD | G$28,440 GYD | G$31,785 GYD | G$29,276 GYD |
| 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 Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Ocean City Vacation rentals
- Columbus Vacation rentals
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Virginia Beach Vacation rentals
- Raleigh Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Liberty Mountain Resort
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Cunningham Falls State Park
- Cowans Gap State Park
- Great Falls Park
- George Mason University
- Cacapon Resort State Park
- South Mountain State Park
- Caledonia State Park
- Shenandoah River Outfitters
- Greenbrier State Park
- Sky Meadows State Park
- Reston Town Center
- Green Ridge State Forest
- Bluemont Vineyard
- Antietam National Battlefield
- Bethesda Row
- Gambrill State Park
- Dulles Town Center
- Skyline Caverns
- Big Cork Vineyards
- Old Town Winchester Walking Mall
- Catoctin Mountain Park





