
Family-friendly holiday 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!

Rustic Blue Ridge Cabins
Quaint Rustic Cabin nested at the top of the Blue Ridge Mountains w/detached 150 ft² bedroom Cabin, located in the heart of Western Loudoun Wine Country. Sitting on 1/3rd of an Acre with access to wooded a trail featuring Cold Springs. Amenities-4 person hot tub, beautiful view of the Loudoun Valley, Wifi, Loft bedroom with a loft ladder, hiking along the Appalachian Trail,Shenandoah River, with restaurants, breweries, distilleries, and wineries close by! These are rustic not luxurious Cabins

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.

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!

Mountainside Retreat: Hot tub,Arcade, Theater,Pets
Imagine waking up to the gentle sound of a babbling brook as sunlight filters through the trees. Your mountain escape awaits! This charming, pet-friendly cabin offers the perfect blend of comfort and adventure. Unwind in the hot tub, roast marshmallows by one of the multiple fire pits, or embark on a hike through our private trails. Enjoy modern amenities, including a movie room and arcade games, with a touch of rustic charm. This is your home base for exploring the beauty of West Virginia.

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.

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

NEW * The Getaway Cottage at Rocky Marsh Farm
Welcome to The Getaway Cottage, a charming two-bedroom, two-bath home nestled in a peaceful country setting, located just 3.5 miles from Shepherdstown. Our location offers easy access to all the exciting activities and attractions the eastern panhandle has to offer, enjoy a short country side drive to dining, shopping, hiking trails, white water rafting and kayaking adventures. The historic town of Harpers Ferry is a short 25-minute drive away, and 15 minutes to Antietam Battlefield.

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

*Cottage @ Firefly Cellars* VA Wine Country escape

Trailside Chalet (A storybook chalet with hot tub)

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

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

Private Spa Retreat in the Mountains~Sauna-Hot tub

Peaceful Lakefront Cottage with Mountain Views!

Sunrise Cottage in Wine Country

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond
Family- and pet-friendly home rentals

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Best beds ever Movie Rm Spa Tub Lux Spring flowers

Creekside Retreat at the Jewel Vinsota

Day Street Harpers Ferry NP

Unique Gem: Cozy A frame cabin in the woods

Downtown: Explore Shepherdstown from cozy 1br apar

Town Square Cottage | Walk to all of downtown HF

Steps to Winery and Battlefield – 1 Acre Retreat
Family-friendly home rentals with a pool

Harmony Lodge nestled in wooded tranquility!

Cherry Run Chalet

Bear Pines Retreat ~ Game Room ~ Screened Porch

Cozy Secluded A-Frame Cabin Retreat

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

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

Herb Cottage-Elegant Cabin plus Optional Farm Tour

The Hunt Box @ Tally Yo Farm
When is the best time to visit Charles Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ÂŁ104 | ÂŁ95 | ÂŁ91 | ÂŁ72 | ÂŁ75 | ÂŁ85 | ÂŁ75 | ÂŁ73 | ÂŁ78 | ÂŁ100 | ÂŁ112 | ÂŁ103 |
| 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 holiday rentals that are family-friendly in Charles Town

Total holiday rentals
Explore 20 holiday rentals in Charles Town

Nightly prices starting at
Charles Town holiday rentals start at ÂŁ44 per night before taxes and fees

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Charles Town holiday rentals include wifi 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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- Georgetown University
- Liberty Mountain Resort
- Stone Tower Winery
- Berkeley Springs State Park
- Cunningham Falls State Park
- Great Falls Park
- Cowans Gap State Park
- American University
- Caledonia State Park
- Cacapon Resort State Park
- Tysons Corner Center
- Whitetail Resort
- South Mountain State Park
- George Mason University
- Jiffy Lube Live
- Harpers Ferry National Historical Park
- Shenandoah River Outfitters
- Green Ridge State Forest
- Reston Town Center
- Hollywood Casino At Charles Town Races
- Antietam National Battlefield
- Mosaic District
- Sky Meadows State Park
- Skyline Caverns





