Guesthouse vacation rentals in Jefferson County

Peyton was such a fantastic host! She was accessible, responsive, and committed to providing an excellent experience. I emphatically recommend staying here!

Lisa and Scott are warm, kind and wonderful hosts. Loved the stay and the home-made breakfast. A hiker's paradise!

Gerry’s place is just what I needed to disconnect. Close to some good hiking and outdoor activities. The place itself has everything you need for a short peaceful stay. Gerry himself was very welcoming and hospitable. I loved this place. I will definitely favorite to go back sometime.

We had a wonderful stay at Angela’s. Her place is close to lots of fun things in downtown Leesburg. The place was clean and decorated nicely. Would recommend staying here!

My partner, pup, and I had a lovely and cozy stay!! Lots of thoughtful touches, cool artwork, and supplies. We enjoyed using the fire pit right by the creek, our dog was obsessed with the sun room, and we loved exploring the sculpture garden!

This place was our best choice even before we realized there would be a freshly-prepared, multi-course gourmet breakfast. House is as advertised, clean, and well-located. Scott and Lisa are friendly, responsive, and fantastic cooks. Enjoy!

We had an amazing stay here, especially considering we got snowed in on Saturday and still had a great time! The area is beautiful, the neighborhood trail was fun to explore, and the history of Berkley Springs is fascinating. Jeff was kind and friendly, offered great recommendations, and very responsive to questions. The house was very clean and we were able to make use of the kitchen and pizza oven. Perfect little getaway spot!

Great view, comfortable and clean apartment, easy access to hiking trails, very responsive hosts! Nearest grocery or restaurant is atleast 15-20 minutes drive, so I would recommend carrying some food with you, especially for breakfast. I think Uber Eats delivers but the options are limited.

Everything was top notch, pictures don't do the location justice. The ambiance is peaceful quiet fresh air beautiful views, the house is as listed and more, You get what you paid for. Leena is an amazing person very responsive and very hospitable. Don't think twice just book you will not be disappointed.

It was a super nice little spot, as expected, very pretty and peaceful and got to introduce my dog to some wildlife. Laurel was great when roads were bad she even sent some groceries. Would definitely recommend or stay again.

Amazing little place - so peaceful - bed was comfy and kitchen was well stocked with what I needed for simple meals. Beautiful backyard with covered porch was perfect to watch a thunderstorm that rolled in. Ask about fresh eggs - they were such a treat! Would absolutely stay again! Hard to leave - great hosts!

Our stay at this farm style cottage was nothing short of perfection! The space was so charming and cozy. Elizabeth was very easy to get in touch with and had everything we needed for our stay and provided great recommendations. The location was great; we loved the coffee shop just up the street. The bed was very comfortable and we enjoyed the beautiful views of the green pastures each morning. We would highly recommend this place to anyone looking. Thank you!

The cutest little cottage we have ever seen! We loved it so much we didn’t want to leave. A fun vibe and very unique. Tim was a great host! The place was spotless, well decorated and very organized. It was quiet, private and safe. We felt right at home! The firewood and other items were a nice surprise as well. We would absolutely love to come back! About a 5 minute drive to all of the shops, restaurants, etc. Tim also left a book of recommendations which was amazing to narrow down what we would do in Middleburg. Couldn’t recommend this place or host enough!

Amazing stay. Place was peaceful and a great getaway to be around nature. Perfect location to do activities in the Shenandoah area, we went fishing, kayaking, drove through the skyline drive, and went to luray caverns, all near the Airbnb. Would book it again, thank you!

We really enjoyed our stay at this adorable guest house! We had everything we needed and we found the stay to be cozy and clean. The directions we received for check in were clear and easy. We had a great weekend exploring local hikes and breweries. Would recommend this stay!

Loved our stay! We were here from DC mainly to hike and relax and the space was perfect for both! Location is close to the north entrance of Shenandoah National Park which was wonderful. We cooked most meals in the unit and it was well equipped for basic meals. Beds were comfy, AC/heaters worked great, and the views were spectacular. Host was lovely and quick to respond. Would definitely stay again!

We had a great stay at Melinda’s. The space was so peaceful and comfortable. We enjoyed all the thoughtful touches she has for us. The location was serene, easy to get inside and close to town and wineries. We hope to be back!

This was our first time to the area. My best friend was getting married at Bluemont Winery. Everything was as expected at the guest house. We loved our stay. We got to meet Bob and chat some. We did some hiking close by and saw the beautiful overlook. We had a tour all day Saturday of the wineries with a large group from the wedding. Brunch on Sunday at The Local. We even met Zena, one of the dogs, who was very friendly. We would definetly stay again. Thank you Nancy and Bob

Honestly, this was exactly what my wife and I needed. A nice quiet getaway without the kids. Everything was amazing and our host went above and beyond. He even was kind enough to bring us breakfast when I commented how amazing his breakfast smelled through the wall. Unfortunately didn’t make it out to one of Anwar’s two restaurants as we hoped. Highly recommend!

This was a fantastic stay, and the host was awesome. We got to reset in wine country. There were so many close options for adventuring around and seeing the sites. The views were great, the property was secluded and we felt very comfortable. There is also a brewery right next door. This area has so many things to offer and this spot was right in the middle of it all. A great stay and somewhere I definitely want to revisit. Great experience! 5 ⭐!

What a gem of a chalet! Jo Anne and Kevin have put so much time love and effort into making such a beautiful custom experience and it was such a peaceful, lovely stay. Jo Anne was so responsive and helpful every step of the way and has you covered from top to bottom. will definitely be back again!

We stayed at Jen’s place for two nights as a family of four, and it exceeded our expectations. The property is even more spacious than it appears in the photos. After this stay, my husband and kids all agreed they’d never want to go back to a hotel! They loved the extra room and the property is in an ideal location—close to downtown Leesburg, yet wonderfully quiet and peaceful. We enjoyed morning walks, and I had the best sleep at night. Highly recommend!

This Airbnb was very welcoming and had beautiful surroundings. My dog loved running around! Everything was super clean and they had binders full of activities and recommendations for things to do in the area. I would stay here again 😊

One of the nicest Air B and B’s we have ever stayed. Lynn is a super host with incredible attention to details to make our stay great. The unit is beautiful. Views were also exceptional. Highly recommend.