
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!
Indoor spacesKitchenCheckout
4.97 out of 5 average rating, 263 reviews
Modern Lakehouse, Private Dock near Harpers Ferry
This custom built home on Lake Shannondale has private lake access, nestled in the low mountains of West Virginia. Wake up steps from the water, only 20 minutes from historic Harper’s Ferry and the Charlestown casino, 10 minutes from Loudoun County’s wine country and breweries, or a short drive from multiple Civil War sites. This 4-bedroom, 2.5-bath home has its own dock, outdoor fire pit, canoes/kayaks/paddle boards & spacious open layout designed for families, gatherings and celebrations.
FamilyKitchenBathroom
4.9 out of 5 average rating, 126 reviews
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.
KitchenFamilyCheck-in
4.77 out of 5 average rating, 133 reviews
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.
Indoor spacesKitchenEV charging
4.98 out of 5 average rating, 452 reviews
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.
Indoor spacesFamilyAccuracy
4.96 out of 5 average rating, 138 reviews
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.
Indoor spacesKitchenAmenities
4.96 out of 5 average rating, 231 reviews
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.
Indoor spacesKitchenDecor
4.97 out of 5 average rating, 136 reviews
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 spacesKitchenQuiet
4.91 out of 5 average rating, 127 reviews
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
Indoor spacesFamilyAccuracy
4.94 out of 5 average rating, 232 reviews
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.
KitchenIndoor spacesHeating
4.9 out of 5 average rating, 148 reviews
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!
KitchenFamilyDecor
4.97 out of 5 average rating, 127 reviews
Eclectic & Romantic - Walk to Historic Downtown!
Eclectic space full of little treasures I’ve picked up during my travels. You will find the place cozy enough for a reset and recharge weekend but also inspiring for gatherings and celebrations. Take advantage of the books, games and excellent SONOS system in the house as well as outside on the patio. This place is great for music lovers and people who enjoy a change from the ordinary.
FamilyKitchenCondition
4.93 out of 5 average rating, 783 reviewsPopular amenities for Charles Town family-friendly rentals
Family-friendly home rentals with a hot tub

Guest-Favorite A-Frame with Hot Tub Harpers Ferry
KitchenIndoor spacesDecor
4.96 out of 5 average rating, 105 reviews
Cozy Bear-Themed Mountain Cabin, Relaxing Hot Tub
KitchenFamilyCleanliness
4.99 out of 5 average rating, 201 reviews
Mountain Luxury - Hot Tub, Amazing Views & More!
FamilyKitchenCondition
4.92 out of 5 average rating, 133 reviews
Terra Alta - Incredible River Views and Hot Tub!
FamilyKitchenHeating
4.82 out of 5 average rating, 297 reviews
3BR Stone Cabin | Hot Tub + Firepit | Valley Views
Indoor spacesFamilyBathroom
4.97 out of 5 average rating, 151 reviews
The Historic Booth House at the Harpers Ferry KOA
Indoor spacesFamilyCleanliness
4.89 out of 5 average rating, 235 reviews
Historic Home, Hot Tub, Campfire Ring, Hardwood
FamilyIndoor spacesComfort
4.83 out of 5 average rating, 251 reviews
Rustic Blue Ridge Cabins
KitchenIndoor spacesSolo travel
4.99 out of 5 average rating, 640 reviewsFamily- and pet-friendly home rentals

Applemoon: Charming Log Cabin in a Mountain Lake Community
Indoor spacesKitchenWi-Fi
4.96 out of 5 average rating, 220 reviews
The Creekside Cottage: Downtown | Pet-Friendly
FamilyIndoor spacesBathroom
5.0 out of 5 average rating, 202 reviews
Ballenger Farm
Indoor spacesKitchenHiking
4.98 out of 5 average rating, 281 reviews
50-Acre Farmhouse Getaway Oasis in VA Wine Country
KitchenFamilyValue
4.98 out of 5 average rating, 165 reviews
The Train Station Lodge
KitchenFamilyOutdoor spaces
4.95 out of 5 average rating, 112 reviews
Luxury, Spa tub, movie rm, new AC, best beds ever
KitchenFamilyQuiet
4.94 out of 5 average rating, 221 reviews
Historic Scrabble, Shepherdstown
FamilyKitchenTV
4.96 out of 5 average rating, 761 reviews
The Nest: Modern Cabin Retreat on 5 Wooded Acres
FamilyKitchenCheck-in
4.98 out of 5 average rating, 211 reviewsFamily-friendly home rentals with a pool

Cottage on Horse Farm: Wineries/Breweries, Horses!
KitchenFamilyBathroom
4.95 out of 5 average rating, 289 reviews
Bear Pines Retreat ~ Game Room ~ Screened Porch
FamilyIndoor spacesParking
4.93 out of 5 average rating, 321 reviews
Round 70s cabin-pickleball, golf, gym, pools
KitchenFamilyAccess
4.98 out of 5 average rating, 102 reviews
Hidden in Shenandoah Valley|Pool|Pets|Fire Pit
FamilyKitchenDecor
4.98 out of 5 average rating, 147 reviews
Starcatcher Chalet, The Woods Resort
KitchenFamilyLocation
4.94 out of 5 average rating, 201 reviews
Farm Stay in a luxury tiny home with hot tub
FamilyKitchenCondition
5.0 out of 5 average rating, 170 reviews
The Hunt Box @ Tally Yo Farm
Indoor spacesKitchenHot tub
4.98 out of 5 average rating, 243 reviews
An Escape Bordering National Park land 1 mi to C&O
KitchenIndoor spacesOutdoor spaces
5.0 out of 5 average rating, 110 reviewsWhen is the best time to visit Charles Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 NZD | $225 NZD | $215 NZD | $227 NZD | $265 NZD | $265 NZD | $176 NZD | $173 NZD | $183 NZD | $237 NZD | $265 NZD | $244 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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- Virginia Beach 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





