Villa vacation rentals in Woodstock

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Popular amenities for Woodstock villa rentals

Private villa rentals

Superhost
Villa in Gainesville
4.8 out of 5 average rating, 20 reviews

Full Basement | Private Entrance | Gainesville, VA

AaronRating, 5 stars5 months ago
Amandeep was a wonderful host. Super helpful. Super responsive and respectful. A pleasure to stay with/for
Superhost
Villa in Orange
5 out of 5 average rating, 53 reviews

Luxurious Stay for 2 at Historic Estate

KevinRating, 5 stars5 months ago
Great getaway location with beautiful views and plenty of space to enjoy and relax for a few days.
Top guest favourite
Villa in Leesburg
5 out of 5 average rating, 37 reviews

The Garage Mahal w/scenic views

KennyRating, 5 stars3 days ago
This place was great for our group of 7, there was plenty of room to spread out and everything in the house was really clean. The home gym was a nice touch too! Would definitely recommend for staying in the Leesburg area.
Guest favourite
Villa in Shenandoah
5 out of 5 average rating, 155 reviews

Game Room, Hot Tub, Pizza Oven, Fire Pit, Pets

PaulRating, 5 stars1 week ago
We had an unforgettable family vacation at "A Time to Chill". The name fits perfectly... lots of space for our family of five, great game room, super comfortable bedrooms, beautiful backyard, everything spotless and organized. We loved the fire pit with the star filled sky, having a barbecue dinner under the patio lights, and everyone enjoyed the hot tub! Top it off with the breathtaking views and hikes in the Shenandoah National Park, plenty of restaurants with good food, friendly folks, and fun places to sightsee. Every day we came "home" and enjoyed true family time with lots of laughs, sharing stories, hopes for the future and heartfelt prayers. Veronica was very responsive for all our questions. We will always treasure this vacation.
Top guest favourite
Villa in Gordonsville
4.96 out of 5 average rating, 75 reviews

Restored Historic Stone Greenhouse

KarlRating, 5 stars2 weeks ago
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.
Guest favourite
Villa in Luray
4.95 out of 5 average rating, 61 reviews

Private Indoor Pool~WiFi~ Arcade~Fire Pit~Views

MarcoRating, 5 stars1 day ago
Great place love it, great to have a peaceful quiet day, pool amazing, the around areas are amazing to explore!
Superhost
Villa in Shenandoah
4.62 out of 5 average rating, 21 reviews

Secluded Villa in Shenandoah hot tub+Pool tbl+Wifi

KarleeRating, 5 stars2 weeks ago
We had a fantastic stay! Darwin was very nice and very responsive! The amenities were perfect. And we had a great time.
Guest favourite
Villa in Bentonville
4.9 out of 5 average rating, 39 reviews

Chateau Solace: Seclusion, Hot Tub, River

HectorRating, 5 stars1 month ago
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!

Luxury villa rentals

Villa in Hume
4.52 out of 5 average rating, 31 reviews

Historic Virginia Wine Country Villa w/ Pool, Yard

ChrissyRating, 5 stars9 months ago
Our stay was amazing! The pool was excellent! The rooms were spacious and clean.
Villa in Shepherdstown
4.38 out of 5 average rating, 8 reviews

Dream House on Potomac Canyon South Rim

PeggyRating, 5 stars35 months ago
Dan’s home is like stepping into a home of history and adventure. There are many pieces to view of his endless journeys throughout the world. The home is situated on a high bluff overlooking the Potomac. The views are gorgeous and many birds can be seen and heard. The gardens and plantings around the house breathe life to the landscape. The home itself is updated with high end kitchen and baths. Master bedroom is spacious with an en-suite bath. 3 other bedrooms are very nice as well. Our stay was lovely and would recommend this home highly.
Top guest favourite
Villa in Harpers Ferry
4.99 out of 5 average rating, 72 reviews

Amazing Lagoon, Beach, Cross Fit Gym, Fishing

DavidRating, 5 stars1 month ago
We loved our stay at Hapua. It was perfect for the whole family. The quarry is beautiful and the home was very comfortable.
Guest favourite
Villa in Luray
4.95 out of 5 average rating, 61 reviews

Private Indoor Pool~WiFi~ Arcade~Fire Pit~Views

MarcoRating, 5 stars1 day ago
Great place love it, great to have a peaceful quiet day, pool amazing, the around areas are amazing to explore!

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Shenandoah County
  5. Woodstock
  6. Villa rentals