
Family-friendly holiday rentals in Charles Town
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Charles Town

Total holiday rentals
Explore 30 holiday rentals in Charles Town

Nightly prices starting at
Charles Town holiday rentals start at $105 NZD 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 holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
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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.
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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!
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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.
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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.
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Mountain Luxury - Hot Tub, Amazing Views & More!
Picturesque chalet with amazing views in the heart of the Appalachian Mountains. Minutes to the Appalachian trail, River access, boating, tubing, and swimming. Gorgeous views overlooking the valley that your insta followers will love and will leave you breathless. We’re also dog-friendly! The highlights: - 8 person Hot Tub - Roast marshmallows from the terrace Fire Pit - Multiple Decks for taking in the amazing views - Fenced yard for your furry friends - Covered Deck with outdoor seating
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Modern, private cottage at Fairview Organic Farm
We did NOT raise our rates. AIRBNB has added their fees to our rate so the price you now see has their fees included. Traveling Nurses welcome. Sitting atop a hill on 23 acres at historic Fairview Organic Farm, Circa 1737, the cottage is surrounded by pasture, & history at the Harpers Ferry Gap. A few miles to Charles Town, Harpers Ferry, Shepherdstown, the Hollywood Casino, the Appalachia trail, & the Shenandoah & Potomac Rivers. Enjoy sun rise from the deck and sunsets from the porch.
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Romantic & Fun w/Amazing Overlook & Hot Tub
Pet Free majestic views of 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 away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, soaking tub or taking in the beautiful scenery while enjoying a relaxing outdoor shower in our all cedar shower room.
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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.
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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!
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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.
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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!
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Popular amenities for Charles Town family-friendly rentals
Family-friendly home rentals with a hot tub

Historic Farmhouse | Heated Plunge Pool, Billiards
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Cozy Bear-Themed Mountain Cabin, Relaxing Hot Tub
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Terra Alta - Incredible River Views and Hot Tub!
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3BR Stone Cabin | Hot Tub + Firepit | Valley Views
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Historic Home, Hot Tub, Campfire Ring, Hardwood
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The Historic Booth House at the Harpers Ferry KOA
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Rustic Blue Ridge Cabins
KitchenIndoor spacesHot tub

Hot Tub • Lakeside Cabin • Pet-Friendly Retreat
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Family- and pet-friendly home rentals

Applemoon: Charming Log Cabin in a Mountain Lake Community
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Eclectic & Romantic - Walk to Historic Downtown!
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The Creekside Cottage: Downtown | Pet-Friendly
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Ballenger Farm
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The Train Station Lodge
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The Nest: Modern Cabin Retreat on 5 Wooded Acres
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Historic Scrabble, Shepherdstown
FamilyKitchenBackyard

50-Acre Farmhouse Getaway Oasis in VA Wine Country
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Family-friendly home rentals with a pool

Cottage on Horse Farm: Wineries/Breweries, Horses!
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Bear Pines Retreat ~ Game Room ~ Screened Porch
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Round 70s cabin-pickleball, golf, gym, pools
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Farm Stay in a luxury tiny home with hot tub
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Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool
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The Cottage at Nestled Inn
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The Hunt Box @ Tally Yo Farm
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Hidden in Shenandoah Valley|Pool|Pets|Fire Pit
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When is the best time to visit Charles Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 NZD | $226 NZD | $215 NZD | $227 NZD | $266 NZD | $266 NZD | $177 NZD | $173 NZD | $184 NZD | $238 NZD | $266 NZD | $245 NZD |
| 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 Holiday rentals
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- Liberty Mountain Resort
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Cowans Gap State Park
- Cunningham Falls State Park
- Great Falls Park
- George Mason University
- South Mountain State Park
- Caledonia State Park
- Cacapon Resort State Park
- Shenandoah River Outfitters
- Sky Meadows State Park
- Greenbrier State Park
- Georgetown University
- Green Ridge State Forest
- Reston Town Center
- Jiffy Lube Live
- Mosaic District
- Bluemont Vineyard
- Bethesda Row
- Antietam National Battlefield
- Weinberg Center for the Arts
- Dulles Town Center
- Skyline Caverns





