Kid-friendly holiday rentals in Jefferson County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Jefferson County kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Harpers Ferry
4.89 out of 5 average rating, 118 reviews

Hot Tub, Wi-fi, Rural Setting, Smrtv, Convenient

JasonRating, 5 stars4 weeks ago
This is our second time staying at one of Laura's properties and each time has been terrific! What you see is what you get... a large fully functioning home with easy check-in, nice amenities, responsive host and easy check out! My family and I had a great time, thank you Laura!
Guest favourite
Home in Harpers Ferry
4.93 out of 5 average rating, 652 reviews

Eclectic & Romantic - Walk to Historic Downtown!

KarynRating, 5 stars2 weeks ago
This home in Harper's Ferry was everything and more as described in the listing. We had plenty of room. The beds are roomy and comfortable. The bathrooms are spacious. I loved the polished cement floors as well as the eclectic artwork and decorations. We enjoyed mornings on the deck and our walks to visit Harper's Ferry.
Top Guest favourite
Home in Shepherdstown
4.92 out of 5 average rating, 111 reviews

The Dorothy Historical home in Shepherdstown, WV

JoshRating, 5 stars6 days ago
We had a wonderful few days at “The Dorothy.” The house was very spacious and comfortable. The kitchen had everything we needed, the bed was super comfortable, the place was very clean and inviting and the decor is very charming. Jo Ann was very quick to respond to our questions. I would highly recommend staying here. There is plenty to do and see in the surrounding areas, but coming back every evening was very relaxing and we felt at home. A++! Thanks!
Guest favourite
Home in Harpers Ferry
4.97 out of 5 average rating, 196 reviews

Harpers Ferry Farmhouse, Heated Year Round Pool

ValerieRating, 5 stars3 days ago
This was such a wonderful home! As other reviewers said, lots of room for a big group to spread out. We had 8 guests. (6 adults and two kids) We explored Harpers Ferry and enjoyed hiking the Maryland Heights Trail. We felt absolutely comfortable hanging at this serene house for our mornings and evenings. Cooked most of our meals, played billiards, sang karaoke, and enjoyed the plunge pool. We had an epic round of hide and go seek. Great interior design and lots of space to spread out for quiet time, and many perfect reading nooks. Thanks Leigh, for being so responsive and friendly!
Top Guest favourite
Home in Harpers Ferry
4.94 out of 5 average rating, 398 reviews

Gayte House Gay Owned, Liberal Oasis

LeslieRating, 5 stars2 weeks ago
This house was adorable and is in a location that couldn't be beat! We enjoyed our stay - coffee and wine on the decks and easy walks around the sites and shops in the lower town. Beds were comfortable, kitchen was well-stocked and the views from everywhere were amazing! Easy 20-ish minute drive over to Loudon County wine country, if that's your destination. Check-in and check-out was great. Easy with flexible timing, which we greatly appreciated. Dean was VERY helpful, especially when it came to parking - we brought three cars and he made sure we had ample space, even when some of our drivers were unsure of the narrow roads. (Roads are hilly and corners are sharp in the mountains, if you are not used to that.) The house could use a good dust and sweep, but dishes and linens were clean and plentiful. Not a dealbreaker, unless you have allergies - but it is an old house, after all, so some of it is to be expected. We would gladly stay again!
Guest favourite
Home in Harpers Ferry
4.96 out of 5 average rating, 101 reviews

Cheerful 1-BR Duplex w/ backyard in Harpers Ferry

MiluskaRating, 5 stars1 week ago
They had everything that we needed! Cleanly! Great location! I’ll definitely be staying here again!
Guest favourite
Home in Knoxville
4.91 out of 5 average rating, 348 reviews

Outdoor Basecamp at Tiny Hidden Ridge

DaleaRating, 5 stars1 month ago
Tara and Shawn were great hosts! The place was comfy, they were easy to communicate with, and great of all, we got to hang out with their awesome goats and feed them snacks!
Guest favourite
Home in Bolivar
4.95 out of 5 average rating, 163 reviews

XL Spa like tub, giant TVs Best beds EVER Lux desi

DanRating, 5 stars6 days ago
I had a fantastic stay at Paul’s place! The space was exactly as described—clean, stylish, and incredibly comfortable. The bed was cozy, the Wi-Fi was fast, and all the little touches (like fresh towels, coffee, and local recommendations) made me feel right at home. The location was perfect—close to everything I needed, but still peaceful and quiet at night. Paul was super responsive and friendly, offering helpful tips and making check-in a breeze. I would absolutely stay here again and highly recommend it to anyone visiting the area. Thanks for a wonderful stay!

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Harpers Ferry
4.97 out of 5 average rating, 104 reviews

The Boundary House Apartment

JacobRating, 5 stars1 week ago
We had an excellent stay on our journey along the C&O canal. The owners were very responsive and accommodating to our larger group. Everything was pristinely clean and the bathroom/shower was luxurious. Very happy with our stay and big thanks to the homeowners!
Superhost
Apartment in Kearneysville
4.72 out of 5 average rating, 29 reviews

Stone House Mansion (1757)- Basement Apartment

CatherineRating, 5 stars3 weeks ago
Donald and Barbara have an amazing house! I am into history and the the reason I came here was because of that history. Both Donald and Barbara were very knowledgeable about the house and the history of the house, including the surrounding area. What a beautiful place to stay and soak up the local history, that includes my ancestors. Antietum, Harpers Ferry, and Gettysburg are all within reach from this central location. We had such an awesome visit, and hopefully we can be back sometime soon.
Guest favourite
Apartment in Shepherdstown
4.92 out of 5 average rating, 198 reviews

Downtown Modern Studio apartment | History & Dining steps away

BrandonRating, 5 stars6 days ago
Super grateful for Zeb! This cozy little studio was perfect for a weekend getaway for me and the missus. Parking was easy and made unloading luggage a breeze. The place had everything we needed for a comfortable stay, and the location couldn’t have been better … right in the heart of historic Shepherdstown. Highly recommend!
Guest favourite
Apartment in Harpers Ferry
4.93 out of 5 average rating, 121 reviews

Top o' the Hill Apt. in historic Harpers Ferry

CarolineRating, 5 stars3 weeks ago
This was a perfect place to stay in Harper's Ferry. Plenty spacious for me, my husband, and our month old. Clean and had everything we needed. Short walk to park, town, restaurants, shops, etc.
Top Guest favourite
Apartment in Shepherdstown
4.95 out of 5 average rating, 351 reviews

Downtown: Explore Shepherdstown from cozy 1br apar

GeorgeRating, 5 stars2 weeks ago
We love visiting Shepherdstown and especially enjoyed the location of the apartment, which is very central to downtown, the university and the C&O canal. So convenient. The apartment was very clean and quiet. The kitchen is well equipped. We thought the apartment quite comfortable and enjoyed our week long stay. We will certainly try to book the apartment again next time we are in town. Oh - and we highly recommend the little natural/organic grocer/deli virtually next door to the apartment. We were able to find what we needed there and they have wonderful sourdough bread.
Top Guest favourite
Apartment in Shepherdstown
4.96 out of 5 average rating, 24 reviews

West Virginia Gold (lower unit)

MichelleRating, 5 stars6 days ago
Ashley was very accommodating for our requests, quick communication, check in was easy and everything was just as described. Her Airbnb is very clean, beautifully decorated with wonderful views and peaceful surroundings. It was the perfect place for my family and I. It was so convenient to be able to rent both units and my family could be together, yet have enough space.
Top Guest favourite
Apartment in Harpers Ferry
4.9 out of 5 average rating, 158 reviews

Trundle Private Suite Location Lily Garden BnB

StephenRating, 5 stars1 month ago
Great stay! It was an awesome location and there was lots to do within walking distance. Also appreciated the food that was present for us on arrival. There was a small but very nice backyard where we were able to make a fire one night. Host was very informative and responsive. Would definitely stay again.
Superhost
Apartment in Harpers Ferry
4.78 out of 5 average rating, 145 reviews

Best location! The Pullman Apt @ historic 1799 Inn

JerryRating, 5 stars1 week ago
The apartment was great for our stay and in an amazing location! Very easy to get to, and Bryan & Cathy were proactive with instructions and local recommendations to make the trip easy to plan.

Child-Friendly Holiday Condos

Top Guest favourite
Condo in Mercersburg
5 out of 5 average rating, 20 reviews

SlopeSide

JenniferRating, 5 stars3 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
Condo in Frederick
4.97 out of 5 average rating, 96 reviews

2 Queen & 1 Twin Bed / Mountain & Museum Fun

NicoleRating, 5 stars2 months ago
Very quiet and clean place! Michael was very responsive and I loved the museum room!
Guest favourite
Condo in Mercersburg
4.82 out of 5 average rating, 65 reviews

Ski🎿 & hike from front steps—Mountainside getaway

MarkRating, 5 stars3 months ago
I think this is the best slope side ski condo at Whitetail. The slopes are right outside the door and the place is cute, clean, and comfortable. We will be going back!
Condo in Harpers Ferry
4.63 out of 5 average rating, 38 reviews

Memory Lane

DominicRating, 5 stars10 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
Condo in Charles Town
5 out of 5 average rating, 19 reviews

Upscale Walkup Apartment

MichaelRating, 5 stars1 month ago
Nice, clean place. Good location for that area.
Guest favourite
Condo in Leesburg
4.93 out of 5 average rating, 199 reviews

Stunning Remodeled 1 BR Condo Steps to Everything.

SusanRating, 5 stars2 weeks ago
My husband and I were in Leesburg for a wedding and loved the place. It was just as described and close to everything.
Top Guest favourite
Condo in Mercersburg
4.91 out of 5 average rating, 46 reviews

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

KayleeRating, 5 stars3 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.
Top Guest favourite
Condo in Winchester
4.99 out of 5 average rating, 81 reviews

Historic District Downtown Winchester

PattyRating, 5 stars5 days ago
Great spot and beautifully decorated. Close to lots of eating places.

Destinations to explore