Villa vacation rentals in Woodstock

Our stay was amazing! The pool was excellent! The rooms were spacious and clean.

John's place was where we based family for our wedding at a local Vineyard. The place is located well in Somerset with access to many local vineyards. We went into Charlottesville for dinner one night, and if you have a car the distance isn't a problem. The place is super clean and the kitchen is great for making a meals with friends and family. Will be back for weekend getaway some time.

Great getaway location with beautiful views and plenty of space to enjoy and relax for a few days.

Lovely big house with lots of thoughtful touches, like motion sensor nightlights along the floors, which were super helpful when navigating an unfamiliar house at night. Lots of space and we loved that there were 2 bedrooms with king sized beds. Game room was super fun, kitchen fully stocked and spacious, and the backyard was amazing with lots of seating spaces and of course the hot tub. Would definitely come again!

John's greenhouse is the coolest little place tucked away on a beautiful hillside. It's a perfect getaway place for a couple to have a peaceful break from life. The location is away from people, yet minutes away from shopping, dining and wineries. John's property is great for dogs with plenty of room to get out and stretch their legs. We enjoyed it so much we booked another trip in the fall.

Our family had a wonderful time. Highly recommend this place very beautiful, clean, peaceful area, indoor pool great for our children 14years old and under. Our host was very welcoming and professional. Thanks for having us and we would love to come back again !

This home was a very comfortable stay for my friends and I as we celebrated a birthday. The house is very spacious and perfect for a peaceful getaway in the Shenandoah National Park area. Darwin was very responsive. Highly recommend!

A visit to Singing Springs, is like visiting an old friend or family member. Can't imagine a more welcoming experience to any Airbnb. If it was your first visit to an Airbnb, you woulod always compare the others to this one. The house, the furnishing and the locationare a significant part of the experience.

Beautiful villa in private peaceful surroundings. We loved chatting to Jack who was very welcoming, friendly and generous. We enjoyed our room very much and the breakfast that was cooked by Jack himself. We got a true B&B experience which is more and more rare to find these days. Good location to explore the Shenandoah from - we went to Luray caverns, skyline drive and Monticello - all within not too far driving distance.

This home was a very comfortable stay for my friends and I as we celebrated a birthday. The house is very spacious and perfect for a peaceful getaway in the Shenandoah National Park area. Darwin was very responsive. Highly recommend!

What an incredible stay! The home was spotlessly clean—truly one of the cleanest Airbnbs we’ve ever stayed in. Every detail was pristine, which made it feel so welcoming and comfortable. It was also beautifully and tastefully decorated, creating a cozy yet stylish atmosphere throughout. The outdoor space was just as impressive—peaceful, private, and perfect for relaxing. We especially loved the fenced-in hot tub area, which made it easy to unwind while our dogs stayed safe nearby. And the sauna was such a cool and unexpected bonus! The location is secluded enough to feel like a true escape, yet close to wineries, restaurants, and everything else you might need. Communication with the host was excellent from start to finish. We had the most relaxing weekend with family and friends—this place is a true gem. We can’t wait to return!

Lovely big house with lots of thoughtful touches, like motion sensor nightlights along the floors, which were super helpful when navigating an unfamiliar house at night. Lots of space and we loved that there were 2 bedrooms with king sized beds. Game room was super fun, kitchen fully stocked and spacious, and the backyard was amazing with lots of seating spaces and of course the hot tub. Would definitely come again!

Jack's place is quiet, serene, and very cozy. My husband and I booked a last minute stay and we were immediately greeted by Jack and his hospitality. We had everything we needed during our stay and more! Jack even made us breakfast in the morning, which was delicious! We highly recommend his place if you're planning to visit Shenandoah National Forest!

Great, quiet house by the river. The room and the bed are very comfy and the breakfast is fabulous! Jack is a very kind and nice host. Would recommend anyone to stay at his home for the weekend.