
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$12,559 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!
KitchenFamilyAmenities
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.
Indoor spacesKitchenNearby
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.
KitchenFamilyBeach
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.
KitchenFamilyCleanliness
4.98 out of 5 average rating, 453 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 spacesKitchenBackyard
4.96 out of 5 average rating, 138 reviews
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
KitchenIndoor spacesGetting around
4.92 out of 5 average rating, 133 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.
FamilyKitchenOutdoor spaces
4.97 out of 5 average rating, 136 reviews
Historic Farmhouse | Heated Plunge Pool, Billiards
Named a 2025 Silver Winner for Best Vacation Rental by WV Living magazine, this 1800s farmhouse is full of character and designed for comfort. The highlight is a heated saltwater plunge pool, open year-round, plus outdoor gathering spaces for summer and 3 fireplaces for cozy fall and winter stays. Guests rave about the incredibly comfortable beds! The Harpers Ferry area is a delight in every season, offering hiking, history, shopping, dining, river adventures, wineries and breweries.
Indoor spacesFamilyDecor
4.96 out of 5 average rating, 220 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!
FamilyIndoor spacesWifi
4.91 out of 5 average rating, 127 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.
FamilyKitchenHiking
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!
KitchenIndoor spacesQuiet
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.
FamilyIndoor spacesPets
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
FamilyIndoor spacesHeating
4.96 out of 5 average rating, 105 reviews
Cozy Bear-Themed Mountain Cabin, Relaxing Hot Tub
KitchenFamilyAccuracy
4.99 out of 5 average rating, 201 reviews
Terra Alta - Incredible River Views and Hot Tub!
Indoor spacesFamilyValue
4.82 out of 5 average rating, 297 reviews
Cozy Tiny House in Harpers Ferry Tub & River Views
FamilyKitchenHeating
4.94 out of 5 average rating, 234 reviews
3BR Stone Cabin | Hot Tub + Firepit | Valley Views
FamilyKitchenBathroom
4.97 out of 5 average rating, 151 reviews
The Historic Booth House at the Harpers Ferry KOA
Indoor spacesKitchenDecor
4.89 out of 5 average rating, 235 reviews
Historic Home, Hot Tub, Campfire Ring, Hardwood
KitchenIndoor spacesBiking
4.83 out of 5 average rating, 251 reviews
Rustic Blue Ridge Cabins
KitchenIndoor spacesGetting around
4.99 out of 5 average rating, 640 reviewsFamily- and pet-friendly home rentals

Applemoon: Charming Log Cabin in a Mountain Lake Community
FamilyIndoor spacesParking
4.96 out of 5 average rating, 220 reviews
The Creekside Cottage: Downtown | Pet-Friendly
Indoor spacesKitchenComfort
5.0 out of 5 average rating, 202 reviews
Ballenger Farm
Indoor spacesFamilyView
4.98 out of 5 average rating, 281 reviews
The Train Station Lodge
KitchenFamilyTV
4.95 out of 5 average rating, 112 reviews
50-Acre Farmhouse Getaway Oasis in VA Wine Country
KitchenIndoor spacesComfort
4.98 out of 5 average rating, 165 reviews
Historic Scrabble, Shepherdstown
Indoor spacesFamilyTV
4.96 out of 5 average rating, 761 reviews
The Nest: Modern Cabin Retreat on 5 Wooded Acres
KitchenFamilyComfort
4.98 out of 5 average rating, 211 reviews
Arden House, Inwood WV
FamilyIndoor spacesOutdoor spaces
4.87 out of 5 average rating, 766 reviewsFamily-friendly home rentals with a pool

Bear Pines Retreat ~ Game Room ~ Screened Porch
FamilyKitchenLayout
4.93 out of 5 average rating, 321 reviews
Hidden in Shenandoah Valley|Pool|Pets|Fire Pit
FamilyIndoor spacesPool
4.98 out of 5 average rating, 147 reviews
Round 70s cabin-pickleball, golf, gym, pools
FamilyKitchenView
4.98 out of 5 average rating, 104 reviews
Farm Stay in a luxury tiny home with hot tub
FamilyIndoor spacesCheck-in
5.0 out of 5 average rating, 170 reviews
Starcatcher Chalet, The Woods Resort
FamilyKitchenGrill
4.93 out of 5 average rating, 202 reviews
The Hunt Box @ Tally Yo Farm
KitchenIndoor spacesCheckout
4.98 out of 5 average rating, 243 reviews
An Escape Bordering National Park land 1 mi to C&O
KitchenIndoor spacesBeach
5.0 out of 5 average rating, 110 reviews
Cherry Run Chalet
Indoor spacesKitchenHiking
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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,513 GYD | G$27,001 GYD | G$25,745 GYD | G$27,211 GYD | G$31,815 GYD | G$31,815 GYD | G$21,141 GYD | G$20,722 GYD | G$21,978 GYD | G$28,466 GYD | G$31,815 GYD | G$29,304 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
- Pittsburgh Vacation rentals
- Columbus Vacation rentals
- Cleveland Vacation rentals
- Virginia Beach Vacation rentals
- Niagara Falls Vacation rentals
- Raleigh Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- 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





