Kid-friendly vacation rentals in Jefferson County

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Top-rated kid-friendly rentals in Jefferson County

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Summit Point

4.97 out of 5 average rating, 132 reviews

The Big Room - Historic Schoolhouse

Located one mile from the racetrack in the little village of Summit Point. This is a large renovated former classroom with 13' ceilings in the old Elementary School. Summit Point is a quiet place where you can take a leisurely stroll. There are even a couple sidewalks ;) We have 3 churches and a post office. The "Railside Market" serves food and sundries one block away. (currently has limited hours) Multiple food options are available in nearby Charles Town and lots more in Winchester Virginia!

Jan 17 – 24

ﺩ.ﺇ474 per night

Guest favorite

Cottage in Harpers Ferry

4.94 out of 5 average rating, 245 reviews

Adorable apartment with a view

This private apartment has it all. A bright, clean space with comforts of home. Great views! In addition you are centrally located to many attractions and destinations. These include the Appalachian Trail, Harpers Ferry National Park, white water rafting, Hollywood Casino, Charleston Race Track, fishing, River Riders Family Adventure, tour bus ride, shopping outlets, antique shopping, glass outlet, Skyline and Luray caverns, glass outlet, close to train station for day trips to DC, and more.

Nov 23 – 30

ﺩ.ﺇ385 per night

Guest favorite

Tiny home in Harpers Ferry

4.98 out of 5 average rating, 437 reviews

Retro Tiny Cabin in the Trees

Glamping in Harpers Ferry! Elevated 8' x 16' cabin in a lush garden property surrounded by trees. Full bathroom w/rain showerhead. King bed can be converted to 2 twins if requested. 1940s vintage decor. Minifridge, microwave, toaster, coffeemaker, elec kettle, minigriddle. NO STOVE. Opens to an 8' x 16' screened porch w/ceiling fan, comfy seating, kitchen table & sink. Private spot yet in walking distance to many HF activities & dinner restaurants. Indoor/outdoor living & in-town convenience.

Apr 11 – 18

ﺩ.ﺇ402 per night

Guest favorite

Farm stay in Round Hill

4.94 out of 5 average rating, 351 reviews

Come and get your goat on!

Nestled at the base of the Blue Ridge and tucked away in the woods, we offer a quiet and peaceful get away while being convenient to tons. Enjoy the peace of 13-acres of woodlands and pasture. A large private deck provides a plenty sun with pasture and woodlands views with some great star watching at night. Miles of walking, the Appalachian trail, fantastic cycling; historic towns and places; wineries, breweries, and distilleries; Potomac and Shenandoah rivers. All just minutes away.

Sep 22 – 29

ﺩ.ﺇ469 per night

Guest favorite

Treehouse in Shepherdstown

4.97 out of 5 average rating, 251 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.

Jan 13 – 20

ﺩ.ﺇ555 per night

Guest favorite

Apartment in Shepherdstown

4.95 out of 5 average rating, 205 reviews

Charming Studio Apt in Downtown Shepherdstown

Live like a local in our newly renovated, studio apartment in the heart of downtown Shepherdstown. Comfortably blending modern conveniences with historic charm, the 2nd floor studio apartment – which features space for no more than 2 guests – is located in a 100-year-old building directly behind Shepherd University's campus on German Street. Walk to the town’s restaurants, shops, and the university during Theater season, sporting events, or graduation. Comes with one free parking space.

Feb 5 – 12

ﺩ.ﺇ428 per night

Guest favorite

Home in Bolivar

4.96 out of 5 average rating, 186 reviews

Newly renovated - Walk to Harpers Ferry NP

Kick back and relax in this newly interior renovated space on the corner lot of a very quiet neighborhood. It has 800 sq feet with full kitchen, living area, bath, remote work desktop with an ergonomic chair, deck, large fenced in yard, and a 24/7 convenience store one block away. It has a one bedroom with a Dream Cloud queen mattress on an adjustable bed. Located between Bolivar Heights NP and downtown Harpers Ferry. Please note that the living area for this home is upstairs.

Feb 20 – 27

ﺩ.ﺇ428 per night

Guest favorite

Farm stay in Knoxville

4.97 out of 5 average rating, 262 reviews

Paradise Farm—Near Harpers Ferry

If you love animals and the country this is the place for you! Come visit our "paradise." Horses, cows, goats, donkey and a range of feathered exotics are right out your front door. Short drive to the Potomac river, C&O Canal, Harpers Ferry National Historic Park, Antietam Battlefield, Appalachian Trail, Shepherdstown, WV. Outfitters nearby offer rafting, kayaking/canoeing, tubing, ziplines. Vineyards all around. Hosts live in attached house and are nearby if needed.

Aug 1 – 8

ﺩ.ﺇ466 per night

Superhost

Loft in Martinsburg

4.9 out of 5 average rating, 113 reviews

The Penthouse-Cool Vibes

Imagine being downtown near the restaurants, bars, and shopping. Go up 2 flights of stairs and you've arrived in heaven. The breathtaking views from the top floor is memorable. You'll love the light that spreads out through the huge windows! Enjoy the huge king size bed or just hang out in the comfy living room. You are going to make your friends so jealous when they see your pictures!

Jul 22 – 29

ﺩ.ﺇ496 per night

Guest favorite

Cottage in Shepherdstown

4.96 out of 5 average rating, 186 reviews

The GW Hollida Cottage of Shepherdstown

Let time slow just a bit at this unique and tranquil getaway! This recently renovated cottage is situated just behind the GW Hollida house, circa early 1800s. Whether taking a few extra breaths of fresh air on the deck, taking a stroll through the 5 acres of serenity, or kicking back to enjoy some peace and quiet, we are confident you'll love this place as much as we do!

Oct 15 – 22

ﺩ.ﺇ451 per night

Guest favorite

Cabin in Shepherdstown

4.95 out of 5 average rating, 424 reviews

The Log Cabin

A restored 1700's log cabin in a convenient location to Shepherdstown and surrounding attractions. One bedroom upstairs with a queen sized bed. One pull out sofa in the downstairs living area. In the summer of 2018, we have added an intimate brick patio area suitable for alfresco dining and for fireside sitting. It is peaceful. It is beautiful. You will not want to leave.

Dec 18 – 25

ﺩ.ﺇ395 per night

Guest favorite

Cottage in Martinsburg

4.98 out of 5 average rating, 356 reviews

Last Rodeo Cottage

Our cottage is private where guest can relax; Looking to spend some quiet time out of the city. Close to D.C.and the Historic site of surrounding areas. Close to Charlestown Casinos. Our home is right off I- 81 This cottage is Handicap accessible from private parking to shower and amenities. Lovely park like setting shared with our family pets.

Dec 5 – 12

ﺩ.ﺇ412 per night