Holiday houses in Winchester

We had a wonderful stay at Masaneuttan’s Airbnb! The space was cozy, clean, and thoughtfully arranged with everything we needed for a comfortable visit. The host was incredibly kind and responsive, making check-in and check-out a breeze. The surrounding area was peaceful and scenic—perfect for a relaxing getaway. We would definitely recommend this place to anyone visiting the area and would love to stay again in the future!

This is our fourth year here and it is always a great experience! Jeanne is super communicate and always helpful! The location and house are beautiful! The amenities are excellent: fire pit with wood, pool, and hot tub. Will be coming here forever.

Staying at Su’s Airbnb was an absolute delight—the location is exactly as photographed, and even more beautiful in person, with serene surroundings that made it the perfect escape for peace and quiet. Su went above and beyond to make me feel welcome, adding thoughtful touches that truly made the stay special. Every detail of the space reflects care and warmth, and I felt instantly at ease from the moment I arrived. It’s rare to find a place that feels both stunning and soul-soothing, and I will very likely be returning one day.

My friends and I spent a long weekend here, and we thoroughly enjoyed our stay! The house was very clean, had great amenities, plenty of parking, and was located in a quiet neighborhood. Our hosts were responsive and helpful when we messaged them through the AirB&B app.

We really enjoyed our stay. It was a great post Christmas trip to the region. We actually felt the photos didn't do it justice and it's a little cuter and nicer than we were expecting!

Very fun place! Perhaps somewhat new so some kinks being worked out, but the host is incredibly responsive to any requests and has invested heavily in the property - luxury fixtures, appliances, amenities. Highly recommend.

beautiful location with extremely clean accommodations. highly recommend staying here. we will be back.

Our family of 6 had an incredible time at this beautiful AirB&B near Massanutten, VA. The home was absolutely perfect for our getaway. It was spacious, cozy, and had a backyard that we loved—plenty of space for the kids to run around and play! The location was ideal for both skiing at Massanutten and sightseeing; we also had an amazing visit to Luray Caverns, which was just a short drive away. The home truly felt like a home away from home. It had everything we needed, from toiletries to welcome snacks, and even games for family fun. The kitchen was fully stocked, making it easy to cook meals—honestly, we only needed to buy food & seasonings. The host was incredibly responsive, ensuring we had everything we needed and that our stay was seamless. We will definitely be coming back for another stay. It was a perfect vacation for our family, and we couldn't have asked for a better place to stay! Highly recommend.