Kid-friendly holiday rentals in Clarke County

My husband and I were looking for a place that our family could relax and make memories for our wedding weekend. Janell and Bruce’s home offered just that. They were wonderful hosts - they were responsive, the place was beautifully kept, and they even gave us an early check-in so my family could get settled. The porch and kitchen are fantastic and gave us a chance to have a nice family barbecue to kick off our wedding weekend festivities. We highly recommend to anyone looking for a peaceful escape with modern amenities and super gracious hosts!

The home was extremely comfortable & peaceful since it is out in the country. The house offers spacious common areas for interacting & dining. Beds & linens were quality & comfortable. Kitchen was well equipped which was helpful since restaurants were in town.

We love this house! We travelled to Upperville for the Upperville Horse and Colt Show and the house could not have been more perfect. Location was great - 5-10 min to the horse show and also close to downtown Middleburg. Will definitely stay again!

We had a great stay! Would love to come back next year! Ideal location to the horse show.. great restaurant across the street! Dan responded quickly to my questions.. great host!

This peaceful cottage is in an extremely beautiful and private setting that is convenient to all that the VA piedmont area has to offer. Perfect for exploring the history and culture around Upperville, the Plains, Marshall, and Middleburg, great as a base for outdoor activities in the scenic local parks and trails, or ideal as a restful weekend retreat to get away from it all. Large, comfortable, and well equipped for a couple or small family.

Once again, Donna was the perfect host. The house and its location are perfect for us. Recommended for sure.

The house was a great choice for what I needed. Nicole was very responsive and super flexible with check in and check out times. Its great for kids and if your looking for a nice quiet place to get together with friends.

Fast and easy communication. The place was beautiful, clean, well stocked, and easy to access. Had a lovely stay and would def would recommend the place and Jeanne.

We had to travel for a wedding and it was just the perfect place with all the basic amenities covered. The place itself is located in a quaint peaceful little town in MD very close to VA. If you have some extra time, definitely walk around the peaceful town, its lovely!! We loved our space, delicious coffee the comfortable bed. Definitely a spot to checkout if you are in that area. Thank you Nancy for everything. We recommend 101%!!

Excellent host. Very clean place, beautiful property. Laura was amazing. It was like staying with a good friend. We bought some of her eggs and delicious honey. We would definitely stay there again. My wife and I and our fur babies will miss Laura, Jerald, and Dasher.

Our stay at the loft surpassed our expectations! Tyler and Peggy were super communicative and friendly. The space was so clean and very comfortable. So many thoughtful touches (from the toiletries in the bathroom to the snacks/kcups in the kitchen. And you cannot beat the location! We will most definitely be back!

My husband and I love staying here and come once to twice a year. Butch and Lynn are very responsive and the nest is cozy and clean. We always look forward to our stay!

Our daughter is at Shenandoah University. We have now made several trips to Winchester and stayed at several place via Airbnb. This is our favorite. Great location, safe parking and a great place. Our go to from now on!

This cabin was exactly like the pictures and as described! We forgot that chickens are mentioned in the listing until we arrived and saw them, they were very cute. Kitchen is pretty stocked with whatever you need to have simple meals but there is no oven/stovetop so definitely plan ahead, but Trent provides some appliances like a toaster oven, waffle maker, and coffee maker. Overall we had a great stay!

We liked the house very much. It`s an ancient historic house, though with all modern conveniences. Very comfortable bed, comfortable couch, convenient kitchen with all necessary kitchenware and utensils. The towels and bed linen are of good quality, all very clean and new. Good internet. Also the house appeared to be more spacious as it seemed on the pictures. Location is perfect, right in the center. We highly recommend this house for long-term stays.

Rose End was exactly as described. It was clean, charming, and quiet! Conveniently located, it was close to both Middleburg and Upperville. Easy check-in and out. One of their cats even spent some time with us as we had our morning coffee on the patio. Loved it!

I loved the character and feel of our stay! Wonderful natural lighting and plenty of space. Although the music downstairs lasted a bit longer than expected, it did not diminish in any way the quality of our stay and I would happily stay here again!

Very close to the hospital I needed to get to. Super clean, and very comfortable. The host is very flexible, and very sweet. I would definitely recommend, and I would definitely stay again.

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!

Nice, clean place. Good location for that area.

amazing stay, amazing place. just perfect for a night on the town.

Immaculate!! This is the cleanest AirBnB I've stayed in. Fully stocked with extra linens and pillows, snacks (what?!), every utensil and kitchen item you'll need, too many pluses to list. The back yard looks like a private forest, the house is so quiet and cozy, and close to gas stations, grocery stores, restaurants, etc. You'll love staying here :)

Second time I have stayed and I enjoy the location and the close by food and drink options. Very quiet for a downtown location. While they do not offer parking, free parking is just two blocks away. The street parking in from of Abolitionist makes it easy to unload.

Great place to stay