Kid-friendly holiday rentals in Jefferson County

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Jefferson County family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Harpers Ferry
4.93 out of 5 average rating, 637 reviews

Eclectic & Romantic - Walk to Historic Downtown!

SarahRating, 5 stars2 weeks ago
My family (husband, two kids ages 4 and 6 and our dog) and I greatly enjoyed our three night stay at Alex’s beautiful home. The photos were extremely accurate and we loved the eclectic and creative decorations. There were so many interesting pieces of art and trinkets to look at. The two bedrooms were spacious and had extremely comfortable beds. Everything was spotless and obviously well kept. The kitchen had every appliance we needed to be able to have all of our meals at the house if we wanted. The area was peaceful and in close proximity to the historical lower town of Harper’s Ferry. Even closer was the Bolivar Bread Bakery - a MUST visit. They had the best bread and baked goods I’ve ever tasted. We went every morning and even stocked up on our way home. Overall, I would recommend Alex’s home for a comfortable getaway to West Virginia.
Guest favourite
Home in Shepherdstown
4.91 out of 5 average rating, 104 reviews

The Dorothy Historical home in Shepherdstown, WV

EmilyRating, 5 stars2 days ago
We loved our time at Jo Ann’s place! The house was even bigger than we expected, and was super cozy for a weekend visit to the area. The house is beautiful and so well maintained - we would definitely stay again!
Top guest favourite
Home in Harpers Ferry
4.97 out of 5 average rating, 193 reviews

Harpers Ferry Farmhouse, Heated Year Round Pool

AlexRating, 5 stars2 days ago
Stayed for a girls reunion long weekend. We were thrilled which how much room we had to spread out. We chose this airbnb for the number of bathrooms which made getting ready super easy. This place is well equipped with mirrors, closets etc. the kitchen was fully loaded as well, which was great as we cooked/ate there mostly. The heated soaker pool was the perfect way to end our days and we used the firewood for a bonfire. We definitely would stay here again.
Guest favourite
Home in Harpers Ferry
4.94 out of 5 average rating, 116 reviews

Walk to Rivers, Parks, Restaurants and Shops.

OliviaRating, 5 stars1 month ago
Very clean! We could walk to local attractions, and the view was lovely. We would definitely stay again! *A note for groups/families; there’s a spiral staircase and as far as we could find, there was only one switch that lit it at night, and it was the same light for the third floor bedroom. So if anyone needs to go downstairs at night, whoever is sleeping upstairs will have their lights turned.
Guest favourite
Home in Purcellville
4.93 out of 5 average rating, 138 reviews

Historic Tip of the Hill, Purcellville, Virginia

DianeRating, 5 stars3 weeks ago
Laurie’s place is just stunning. My friends who joined me were amazed at the beautifully designed rooms and how cozy it felt. They are planning to stay with their families in the future. Laure was so helpful with communication, easy check in and a thorough guide to the home instructions, the history of her historic home and things to do around Purcellville. We loved every second! Could recommend Laurie and her gorgeous home more highly!
Top guest favourite
Home in Shepherdstown
4.87 out of 5 average rating, 122 reviews

Comfortable and Large Historic House in Shep

CrissyRating, 5 stars3 months ago
We loved Claudine’s home. We live in an old home ourselves and know that old homes are such a labor of love and it’s obvious Claudine takes great pride in her home. Claudine was an excellent host, she also provided us with updates as a big storm was coming in. The home was very close to the historical district, and Shepherd University. There was a lot of space for our family to spread out in. We will definitely be back. Thank you Claudine!
Top guest favourite
Home in Inwood
4.96 out of 5 average rating, 453 reviews

The Inwood House- easy on/off I-81

RogerRating, 5 stars3 days ago
When we walked in the door my wife’s comment was, “I could live here!” We really liked the place. Very homey. Close to many establishments, yet a more “outside the city” area. It’s a great place. We will definitely stay again when we’re in the area!
Top guest favourite
Home in Bolivar
4.94 out of 5 average rating, 174 reviews

Contemporary and newly renovated

KellyRating, 5 stars1 week ago
Ron was Super accommodating &helpful. The place was spacious and we could easily bike or walk to harpers ferry - only about a mile. Also close enough to walk to different hikes & cafes in the area. We had a great weekend !

Family-friendly apartment rentals

Superhost
Flat in Purcellville
4.91 out of 5 average rating, 33 reviews

#1 Cottage in Loudoun Co. (Lower of 2 units)w/pond

JohnnaRating, 5 stars4 months ago
Greg’s place is exactly what we’d hoped it would be; beautiful setting, quaint, quiet, fully appointed, clean, comfy, close to town, and if you’re lucky you’ll get tons of puppy love from Nemo, the resident ambassador of goodwill. Thank you for a wonderful Christmas stay so that we could be closely located to our daughter’s home in Purcellville, and completely at home in your home.
Guest favourite
Flat in Shepherdstown
4.96 out of 5 average rating, 137 reviews

Downtown Modern 2BR step from dining and shopping

RachelRating, 5 stars1 week ago
What a beautiful apartment right in the center of Shepherdstown. The beds were very comfortable, the kitchen is fully-equipped and we had all of the space that we needed for a family of four. We wouldn't hesitate to stay here again.
Top guest favourite
Flat in Shepherdstown
4.95 out of 5 average rating, 347 reviews

Downtown: Explore Shepherdstown from cozy 1br apartment

LeighRating, 5 stars2 days ago
A very nice, comfortable apartment in downtown Shepherdstown. The apartment had everything we needed for a fun and relaxing trip. Jeb thought of everything, even parking. We could walk to the river, trails and dining at many great and impressive local restaurants. We will be back.
Guest favourite
Flat in Shepherdstown
4.95 out of 5 average rating, 21 reviews

West Virginia Gold (lower unit)

MikeRating, 5 stars1 week ago
A friend & I stayed to cycle & hike Harper's Ferry & the Shepardstown area of the C&O. The placed checked all our important boxes..very clean, nice shower with hot water, very comfortable beds & furniture, very quiet, strong wifi. Download Google maps directions to get there as you might loose your cell connection. Same if you travel the area..download while on wifi at the house. When I saw the vintage GE electric stove with push button controls I though...wow will this thing work! Yes it works great! It heated up my hot water for tea & oatmeal faster than any modern stove! We had a great stay and will definitely stay again.
Guest favourite
Flat in Harpers Ferry
4.9 out of 5 average rating, 157 reviews

Trundle Private Suite Location Lily Garden BnB

ElanaRating, 5 stars1 month ago
My husband and I were very pleased with our lodging. The photos and description were accurate. The rooms were very clean and even though it was still cold out, the heating inside was perfect. We loved how quiet the area was. Out side at night you could hear the proverbial "pin drop". We were within walking distance to all attractions. I would absolutely stay at this location again.
Top guest favourite
Flat in Charles Town
4.97 out of 5 average rating, 586 reviews

Private efficiency apartment

Jerry YvonneRating, 5 stars1 day ago
This was our first experience staying in Charles Town and this peaceful little spot was the perfect location for everything we needed. A great spot for two people for a long weekend, we would definitely come back! Butch is probably the kindest host I've had contact with during my travels.
Superhost
Flat in Harpers Ferry
4.79 out of 5 average rating, 141 reviews

Best location! The Pullman Apt @ historic 1799 Inn

AlexRating, 5 stars2 weeks ago
There is literally no better location! Stepping off the train and walking not even two minutes to our stay greatly improved our experience. Restaurants, shops, and trailheads all within easy walking distance. The apartment is as advertised. It’s very clean, with plenty of space, and the kitchen supplies were more than adequate. Bed is comfortable with extra blankets and pillows if needed. The hosts are fantastic, and always respond quickly. It’s an old house, well-maintained, but is not entirely sound proof. We would gladly stay again!
Superhost
Flat in Martinsburg
4.82 out of 5 average rating, 17 reviews

The San Francisco

DanielleRating, 5 stars2 months ago
Great stay, very fast at responding and check in was easy.

Family-friendly apartment rentals

Top guest favourite
Apartment in Mercersburg
5 out of 5 average rating, 20 reviews

SlopeSide

JenniferRating, 5 stars2 months ago
I almost don't want to write a positive review because I'd like this condo to be available only to me. It was perfect! The place is comfortable and had everything we needed for our 2 night stay. Easy ski in/out access, and perfect for a family that has some that stay on the slopes a little longer than others. We just hope this place will be available again when we visit next.
Top guest favourite
Apartment in Frederick
4.97 out of 5 average rating, 95 reviews

2 Queen & 1 Twin Bed / Mountain & Museum Fun

BrendaRating, 5 stars1 month ago
We really enjoyed the stay. Fun playing pool and watching vintage dvd— Beauty and the Beast. The museum was interesting. The lights in museum room were cool. Place had character. Would stay again.
Apartment in Harpers Ferry
4.63 out of 5 average rating, 38 reviews

Memory Lane

DominicRating, 5 stars9 months ago
This AirBnb hosted by Julie was perfect! The space was just what we needed as a little home base as we explored Harper’s Ferry and the surrounding area. Julie provided great recommendations in terms of places to eat. Would love to go back!
Guest favourite
Apartment in Leesburg
4.93 out of 5 average rating, 190 reviews

Stunning Remodeled 1 BR Condo Steps to Everything.

BrittaniRating, 5 stars6 months ago
We had a wonderful night at the condo. Our host let us know in the morning it was clean and ready so that we could check in early. Very clean and comfortable. Would stay here again for sure.
Top guest favourite
Apartment in Mercersburg
4.91 out of 5 average rating, 45 reviews

Whitetail Resort Ski-in/Ski-out slope side condo.

KayleeRating, 5 stars2 months ago
This air bnb was perfect for a weekend getaway to Whitetail resort. The unit is steps away from the slopes, and Renee was not only responsive and extremely helpful, but able to accommodate schedule changes to make our trip happen.
Guest favourite
Apartment in Winchester
4.99 out of 5 average rating, 77 reviews

Historic District Downtown Winchester

KelvinRating, 5 stars2 weeks ago
Alison's place is great if you value being walkable to Old Town. We prefer this over staying at the Wyndham Grand because of the separate room for our baby to sleep in. The kitchen is modern and fridge with a water filter is clutch. We didn't try to make any meals. Bed was clean/firm, HVAC was responsive, and lounge chair in the sitting area was comfortable. You can hear the train and street noise (especially cars w/o mufflers) at night, but I assume that's the case if you stay anywhere near Old Town.
Superhost
Apartment in Hagerstown
4.82 out of 5 average rating, 297 reviews

Historic & Cozy ~ Near Antietam Battle & WhiteTail

LeeRating, 5 stars1 week ago
That's a really neat apartment, Actually me and my girl. We both brought up that we both could easily live in this apartment. It just had a really good vibe. If a bathroom it could be a RockStar, then this bathroom is Mick Jagger!!!! . Glass door walk and shower two shower heads.. With plenty of room for both so . The only problems I had it was, I couldn't get the Tv too. Do you make any type of connection with any link. And the air conditioner in the second bedroom with the electric bed was put into lock mode. .. , when I first arrived to the apartment, it was warm enough to break a sweat. There was also a ceiling fan that were just fine. I wasn't a big fan of that room. Anyways, so it wasn't a big deal. And the rest of the air conditioners and the apartment worked perfectly.
Superhost
Apartment in Mercersburg
4.87 out of 5 average rating, 45 reviews

Rockwell Suite #206 at the Inns of Whitetail

AjRating, 5 stars2 months ago
Really well put together place! The bed was high quality and the suite had everything needed.

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