Pet-friendly holiday rentals in Frederick County

We thoroughly enjoyed our stay at Matthew’s retreat. The home is spacious across both levels, making it perfect for our large family. It’s beautifully furnished-comfortable, tasteful and uncluttered. The kitchen is generously equipped. The massive deck is a real highlight. With plenty of seating, two heaters and a grill. The peaceful surroundings made it easy to connect with nature and truly unwind. Check-in and check-out were easy. The house is exactly as advertised- no surprises, just a great experience. Five stars, Matthew, we are so glad we found your place/

Alex was very friendly and responsive. The place was large enough for 5 adults, 4 teens, and a dog to spread out and have a nice time. The location was lovely, and the home was very welcoming.

My husband, two young children and I stayed for a weekend, and it was amazing! The house and area was beautiful. There was a fire pit within walking distance, and Glenn gave great details on the best place to go kayaking and tubing along the river. Glenn was an amazing host, and he gave great recommendations on what to do in that area. If you have smaller kids who just love to run around outside this is a great place!

Had an outstanding stay here. Very private location and a comfortable space. At the top of my list for places to stay next time we’re in Winchester.

central location for NP and surrounding towns, clean and accommodating. Would stay again.

Stayed at Hammond House this past weekend as my son’s girlfriend was graduating from Shenandoah University. In person, the house is even more awesome than the pictures captured. The bathroom is enormous! I really enjoyed the porch swing. Loved the history of the home. Beds were very comfortable. Very private, peaceful & beautiful surroundings. My dog saw cows for the first time. Only wish I was able to stay for a longer visit. Hope to come back again. Food Lion a short distance away for groceries. And, check out Box Office Brewery for Live Music, really good food & cider!

The place was perfect for our family. Stacey was fantastic and very responsive. Definitely recommend this Airbnb.

We really enjoyed our stay in this house and Suranny was very responsive and helpful. The house was clean as can be and very spacious. Lots of natural sunlight and a wonderful covered porch to sit out on. The beds were very comfortable and the bathrooms were clean. We would certainly stay here again in the future.

We loved our stay! The pool was great. The views are beautiful. Everything we needed was there. We enjoyed the new Ganotown Ice Cream shop and did trail ride on horseback at Good Luck Stables.

We enjoyed our stay immensely. The house was well appointed and very private. The views were so incredible to wake up to, and the sunsets were stunning. There was a-lot to do nearby as well as at the Airbnb. We had a great time and hope to visit again!

My girlfriends and I stayed here for a weekend girls trip and unanimously agreed—this was the best Airbnb we’ve ever stayed in. The space was spotless, beautifully decorated, and incredibly well-stocked. From the cozy blankets to the ample seating and thoughtful touches throughout, everything felt intentional and welcoming. The amenities were top tier and made our stay feel elevated yet comfortable. Tracy was a fantastic host—super responsive and helpful. She reached out with helpful info before we even had questions, which made everything smooth and stress-free. Highly recommend this stay to anyone looking for a relaxing, well-appointed getaway!

Checked all the boxes for what we were looking for. Met expectations. Pool and hot tub were the highlight for us! Plenty of towels provided and the laundry machines were great. Brought some fishing rods and kids caught a couple small fish right off the dock. Lower level rooms have been shifted around and listing photos were not updated at the time of booking. There are no bunks in the lower level. Two massage chairs and smaller tv replaced one of the bedrooms. This was a plus for us since we did not need the extra sleeping accommodations and the massage chairs got a lot of usage! Kitchen was perfect for staying in and making meals. Used the propane grill with no issues. No problems with neighbors. Respected the speed limit on the gravel road and kept to ourselves. Great stay and communication with host and property manager.

So many great things to say about this place and Brian was very communicative about this property. Perfect for families with furbabies!

I needed a place that my family, from out of state, could stay while attending a graduation. The house was perfect! I told Bob what I wanted to do and he was encouraging and helpful. He made sure we had propane for grilling and answered all my questions. He was very prompt when I reached out to him. We had an amazing time. I would stay there again.

We loved the Mountainaire! The place is beautifully organized, packed with all the activities and entertainment you might need and the wrap around porch with each side having its own vibe and “culture” was an absolute highlight, especially since the netting fully kept the bugs away! Apparently the host would accommodate early / late check out when possible! Sharing since I wish we would have known that in advance ☺️

This was a great place for us to take our daughter and decompress before she goes back to college. Enjoyed the outside area and the rustic cabin.

We were looking for a quiet location in a wooded setting big enough for our 3 generation family of 10, yet close enough to Berkeley Springs, local parks and Winchester. John's home checked off all the boxes. We had adequate space to spread out, a full bathroom room on each level and the best supplied kitchen of any rental in which we've ever stayed! In addition to a well-stocked kitchen with spices, cooking oils and some food items there was a basket with all the supplies needed for s'mores. I thought that was a very nice touch! There are 3 different coffee makers (Keurig, basket, French Press) and some coffee available, including decaf Keurig supplies. Took us a few minutes to find the towels but hey were near the washer and dryer in the basement and more than enough for everyone. John was easy to contact and always replied quickly. There's a blue folder in the kitchen that has some suggestions about local restaurants and places to visit. Thank you, John, for sharing your home!

Absolutely adored this cozy, modern-feeling cabin. It had a fully stocked kitchen, thoughtful supplies stocked throughout, and a great sense of decoration that felt cozy without feeling over the top. We had a relaxing time popping in a DVD from the collection, letting our dog run around the property, cooking meals, and drinking coffee with a few of the falling leaves. A short walk across the street to the creek was well worth it. They have a private grove where you can read and take in the sights and sounds of a small stream (just remember your bug spray). We also used the host's suggestions to hike Big Schloss and grab a bite in Wardensville on the way back. It was a perfect retreat in the mountains.

Huge storm had the river up higher than I've ever seen but we still had a great time!

Great deal, perfect for my needs. Thanks Leroy!

We had the best time staying at Avery’s flat! It was in pristine condition and absolutely beautiful. There was plenty of space and in a beautiful part of ton, just a few minutes walk to wonderful restaurants and shopping. It was also an easy drive to the upperville horse show grounds. We loved staying and will be again!

It was a great place to stay and just relax. The description is completely accurate, it reminded me a lot from where I was from. Susan was very responsive and always checking to make sure everything was great! Would definitely come back and stay if I wasn't moving to the area.

The Treehouse was a great location for our family! The house was absolutely beautiful - peaceful and serine for the adults and exciting for the children! Great location to stay with Shenandoah National Park nearby. Ruth’s guidebook and recommendations were helpful! Also recommend purchasing one of their steaks!! We hope to enjoy their property again in the future.