Family-friendly vacation rentals in Jefferson County

4.92 out of 5 average rating, 215 reviews

A rustic building with a wooden exterior and a red metal roof is set amid lush greenery. A large window beside an entry door is framed by flowering plants, while a stone pathway leads toward a well-maintained lawn and seating area.

Loft in Harpers Ferry

Carriage Suite Location Private Lily Garden BnB

A completely equipped two bedroom vacation rental suite. Located in the Historic District of central Harpers Ferry. The Carriage House is a large unit with private entrance, two beds, full bathroom, and kitchen. The shared yard has a picnic table and swing to enjoy the summer weather. There's internet access & cable television. A good breakfast is included! Come tour American History, hike the Appalachian Trail, bike the C&O Canal, see nature's wonders, and access Washington DC by commuter rail.

Guest suite in Shepherdstown

A historic two-story home features a brick and green exterior with a spacious front porch. Lush greenery surrounds the property, including bushes and trees. A gravel driveway leads to the entrance, creating an inviting approach to the residence.

4.96 out of 5 average rating, 653 reviews

Historic Scrabble, Shepherdstown

The perfect private guest cottage situated beside a beautiful historic home in the unique community of Scrabble Unincorporated just a half-mile from the Potomac River. Modern, comfortable and tastefully decorated with full amenities and parklike surroundings with an abundance of nature at your doorstep. Close to Shepherdstown / Shepherd Univeristy (12 minutes), Martinsburg (20 minutes), Harpers Ferry (20 minutes) and in the heart of civil war history including the famed Antietam National Park.

Farm stay in Harpers Ferry

An expansive outdoor area features a large trampoline and a colorful playground set with a slide. Lush green grass surrounds these play structures, offering a safe, open space for enjoyment. In the background, natural greenery adds a serene backdrop to this family-friendly environment.

4.96 out of 5 average rating, 251 reviews

Apartment on Peace Ridge Farm

Enjoy a relaxing stay on our family friendly farm, dogs welcome too! Breakfast supplies are fully provided for you to prepare any meal. Complementary Wine is also provided. You will get to interact with many farm animals. We have a large playground, gas grille, and hammock on the property. Our place is close to Historic Harpers Ferry, Shepherdstown, Antietam, Wineries, Shenandoah and Potomac rivers, art and culture, restaurants and family-friendly activities are all within a short drive.

4.94 out of 5 average rating, 139 reviews

The exterior of a charming chalet features deep brown wood siding, red shutters, and colorful window boxes filled with flowers. A clock adorns the front, while a welcoming porch with railings provides access to the entrance. Lush greenery surrounds the structure.

Chalet in Harpers Ferry

The Cuckoo Chalet

We invite you to come stay "just up the mountain" from historic Harpers Ferry National Park. The Cuckoo Chalet is our happy place and a labor of love. Enjoy 3 bedrooms with queen beds (plus one twin bed and additional twin mattresses without frames upon request) and 2 bathrooms. Make yourself at home in our indoor and outdoor gathering spaces. Grill out, enjoy the fire pit, tube the river, watch for deer, hike trails, play pool or read a good book in the hammock.

Superhost

The cabin's living area features a warm wood interior with vaulted ceilings and large windows offering views of the lake. A comfortable brown leather sofa is positioned near a coffee table, complemented by two wooden armchairs. A cozy wood stove adds to the inviting atmosphere.

Cabin in Harpers Ferry

4.81 out of 5 average rating, 436 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

Guesthouse in Purcellville

Two chairs are positioned near a campfire ring on a grassy area, surrounded by trees. A gently sloping hill leads down to a pond, with a wooden fence visible in the distance. Sunlight filters through the leaves, creating a shaded and inviting space.

4.81 out of 5 average rating, 273 reviews

Barn Apartment in VA Wine Country

Barn apartment in the upper level of a bank barn. Fourteen miles from downtown Leesburg, 5 miles from Harper's Ferry, 1 mile from VA-9 Appalachian trail head. Close to Harper's Ferry Adventure Center, wineries, breweries, tubing, kayaking, hiking, farms. Full kitchen. Unplugged - no satellite, TV, or Internet. There is cell signal. Rate includes 6% Virginia state tax and 7% Loudoun County hotel tax. 1 queen bed, 1 twin, and 1 floor mattress (pull out futon).

A colorful outdoor bouncing pillow is seen in a fenced area, covered by a large yellow canopy. Several children are playing on the surface, while adults relax on benches nearby. In the background, other recreational facilities are visible, creating a vibrant atmosphere.

4.91 out of 5 average rating, 162 reviews

The McCoy House at the Harpers Ferry KOA

The McCoy House is great for families for weekend trips or holidays. The house is in a very small neighborhood, located next door the Harpers Ferry KOA Holiday, all of the KOA amenities are included with the your stay (some are seasonal). Each bedroom and bathroom is furnished with linens/towels and basic amenities. Please note this is not a "party" house. No more than 12 people are permitted, day or night. Quiet hours begin at 10pm and are strictly enforced.

4.83 out of 5 average rating, 109 reviews

The Nature at Rivermist Lane (Waterfront)

Leave the city behind and get away to the The Nature! Only a 1.5 hour drive from D.C. and Baltimore, The Nature is a private property designed to let families and small groups unplug, enjoy the beauty and bounty of the Shenandoah River, and make memories to last a lifetime. Bring your favorite lawn games, your tubes, your yoga mats, your fishing rods, and your river shoes and get ready to have some fun! For those of you who must, Wi-Fi is extremely spotty.

4.95 out of 5 average rating, 249 reviews

A charming outdoor seating area is framed by a stone wall, featuring two orange chairs and a small table. The entrance is marked by a bright red door, flanked by lantern-style wall lights and surrounded by small shrubs and landscaping.

Home in Shepherdstown

Small Town Living: Historic District Guesthouse

The Michael Yeasley guest house is a charming way station tucked in downtown Shepherdstown, the oldest enclave in West Virginia and one teeming with restaurants, coffee shops and arts and crafts centers hard against the Potomac River. Outdoor activities, like rafting, tubing, kayaking, golf, and hiking are all within walking distance. We are only short drive to Charles Town Casinos and Antietam Battlefield. We are fully licensed.

4.87 out of 5 average rating, 122 reviews

The exterior of a three-story brick house is framed by lush greenery. The structure is painted in a deep red hue, featuring multiple white-framed windows. A small porch area is visible, adding to the inviting appearance of the home set within a natural environment.

Home in Shepherdstown

Comfortable and Large Historic House in Shep

Enjoy the comfort of a spacious home that has witnessed two centuries of history right outside of Shepherdstown, WV. Ideal for barbecues, nature getaways, visiting historical sites, and relaxing alone and in groups. Walking distance from the Potomac river and from Shepherdstown's many amenities. A short drive from the C&O canal and towpath, Antietam Battlefield, Harper's Ferry, Charles Town, and Greenbrier State Park (MD).

A charming multi-story home features a light-colored wooden exterior, complemented by stone pathways and a staircase. Flags adorn the exterior, and a spacious deck area is visible, surrounded by greenery. The building's architectural details showcase a blend of historical and modern design.

4.94 out of 5 average rating, 394 reviews

Gayte House Gay Owned, Liberal Oasis

Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.

A spacious two-story home is depicted, featuring a classic white exterior and a welcoming front porch. Lush greenery surrounds the building, and a gravel path leads to the entrance, contributing to the property's inviting appearance.