Kid-friendly holiday rentals in Shenandoah Valley

Loved this stay so much! An amazing price for a gorgeous place! We had such a relaxing stay and the hot tub and view were to die for!! 🥰

We have been there for the second time and everything was perfect again. Greetings from Germany

The perfect getaway for our time adventuring in the wild and wonderful. The home was PERFECT. The amenities were top notch, spic and span, and thoughtfully arranged. We had an amazing time and we highly recommend this home to anyone who needs a peaceful and fun getaway. Thank you, Jennifer et al!

A very nice spacious house that suit our family perfectly, hosts are very responsive, they always got back to us right away. We had a great Memorial weekend in glass house, highly recommended to other travelers!

Nice homely place! We enjoyed watching the hummingbirds on the neighbours feeder. Cathedral state park is worth a visit,the big old hemlocks are beautiful.

Clean, comfortable beds, a well stocked kitchen, loved the rockers and swing on the front porch. We needed to make adjustments to our stay and Philip and Myrna were so helpful and accommodating.

The cabin is very comfy and a delightful place to stay! We particularly loved the beautiful sun room, which is the perfect place to lounge and relax while enjoying the quiet of the surrounding woods. The kitchen had everything we needed to make all of our meals for the weekend and the beds were very comfortable. Michael did a great job responding to any messages we had for him. Loved our stay in their cabin!

We had a great week in Virginia, the views from the cottage are remarkable. A little bit of a drive to get anywhere noteworthy, but that was expected. All-in-all a great experience with our family and dogs from check-in to check-out. Our host was very thoughtful and responsive.

Suzy’s place was the perfect spot to stay! From booking to checkout, everything went smoothly. The apartment was extremely clean, as well as comfortable. The bedrooms are large and provided extra blankets and pillows. We had everything we needed. The kitchen was well stocked, and she provided coffee, creamer, and snacks! I would definitely stay here again.

A perfect location to visit Hot Springs and Warm Springs VA! I had the best time, a must visit!

We enjoyed our stay and loved the loft.

Accommodations as described PLUS, the bed is unbelievably comfortable. We slept soundly every night and woke up refreshed. We were able to enjoy great family time in this cozy space. The location was superb with all of our activities ( pickleball, beach volleyball, bowling, Sam’s Club and Kroger) all within 15 minutes. If Paul’s place is available we will stay here again. Thankful for an exceptional 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 Airbnb was so beautiful and clean! We stayed here for a stopover during our trip to see family. It was very spacious and comfortable!! The owners are very welcoming and respond quickly. We would definitely stay here again and would suggest others to do the same!

Absolutely charming place to stay for our weekend visit to Winchester! Host was friendly, location was convenient to old town and to highway. Unit was super cute and wonderfully decorated. Had everything we needed and was a good place to stay with our pup. Would definitely recommend!

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.

We had an absolutely wonderful stay at Randolph’s mountain getaway! The space was peaceful, clean, and beautifully located—just the perfect escape from the noise and busyness of everyday life. Randolph was a fantastic host—warm, responsive, and helpful! He made sure we had everything we needed for a comfortable stay and offered great local tips in his guidebook. If you're looking for a relaxing, private retreat in the mountains with a thoughtful and welcoming host, this is the place. We’ll definitely be back!

Communication was great, the location was nice and the description of the facility was spot on. It was roomy and comfortable. Would recommend to anyone staying in the area.

We truly enjoyed our stay at Diana’s beautiful home. The scenery was absolutely stunning, and waking up to the sunrise each morning was a breathtaking experience. The home was comfortable, serene, and perfectly situated to enjoy the natural beauty all around. Highly recommend this wonderful retreat to anyone looking for a peaceful getaway.

Molly was a great host. The Airbnb looks exactly like the photos. The place was clean and had everything we needed. It was quiet and we couldn’t hear any neighbors. Molly gave very detailed instructions which made checking in super simple. The beds were a little bit hard but other than that, this was a perfect place to stay.

We really enjoyed our stay at this location. The views are amazing and it is very peaceful. The place was very clean and comfortable. We will definitely stay here again!

We really enjoyed our stay at your condo. It was nice to be in a newer unit. It was very clean and comfortable. The location is great being walkable to Fire and Frost, a coffee/wood fired pizza restaurant, and we prefer the upper mountain location also being walkable to golf, tennis and trails. We hope to come back to Wintergreen soon. It is a great place to relax!

Wonderful condo with amazing views. Close to hiking trails, and a restaurant right across the street. Watching the sunrise on the deck is so amazing and peaceful. Lauren is extremely responsive.

Super clean condo with everything we needed. Perfect for a stay in Wintergreen!