Villa vacation rentals in Woodstock

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Popular amenities for Woodstock villa rentals

Villa rentals with a hot tub

Top guest favorite
A winding gravel path leads to a two-story villa nestled among lush greenery. Towering trees and well-kept shrubs frame the scene, creating a natural entrance to the peaceful property surrounded by the mountainous landscape.
Private room in Dyke
4.99 out of 5 average rating, 154 reviews

Rm201 SingingSprings (Waterfront,Hottub,PrivBath)

NayantaraRating, 5 stars1 week ago
The only complaint I have is that we had to leave. My 94 year old mom gets true peace and relaxation there, and I always want to stay longer. Jack is the best host!
Superhost
A bubbling hot tub is illuminated by soft blue lights, inviting relaxation. In the background, a striped hammock hangs between two wooden posts, under warm string lights that enhance the cozy outdoor ambiance. Nearby windows softly glow, suggesting an inviting space.
Villa in Shenandoah
4.68 out of 5 average rating, 25 reviews

Secluded Villa in Shenandoah hot tub+Pool tbl+Wifi

OlgaRating, 5 stars1 month ago
We stayed at Darwin’s beautiful and clean home for my son’s JMU graduation. We had plenty of space for all of us and we were very comfortable. Darwin is very responsive to any issue and the check in is very easy. I would easily recommend this place to anyone looking for a clean, comfortable, spacious, and quiet place to stay.
Superhost
A charming villa is nestled among lush greenery, with large windows reflecting the surrounding landscape. A gentle flow of water can be seen in the foreground, and the property is framed by vibrant trees, suggesting a peaceful and scenic environment.
Private room in Dyke
4.89 out of 5 average rating, 128 reviews

Rm202SingingSprings, (WaterfrontHotTubPrivSetting)

Daniela AndreaRating, 5 stars1 month ago
This place is heaven on Earth! The house is gorgeous and it’s full of details that make it extremely cozy. Jack is a wonderful host! Be prepared for a very friendly man, always willing to socialize and make you feel like home. I am so happy that we found this place, so close from the park and wineries. If you want to spend the day at the house, that’s also a great idea, because the backyard is full of trees, birds and places to relax. Also, if you’re lucky, you’ll see cats, wild turkeys or even deer. Ask Jack for recommendations basically about anything! He’ll provide you with fun stories and a huge respect for nature. This really felt like our country, Chile 🇨🇱. We’re coming back sooner than later ☺️
Guest favorite
The modern multi-level home is surrounded by lush greenery, featuring large windows that allow for natural light. A spacious deck extends from the lower level, providing outdoor living space. The unique architectural design includes a circular area, enhancing the property’s distinctive appearance.
Villa in Bentonville
4.9 out of 5 average rating, 39 reviews

Chateau Solace: Seclusion, Hot Tub, River

HectorRating, 5 stars3 months 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!
A spacious two-unit home is set against a backdrop of rolling mountains. The structure is designed with multiple gable roofs and features large front windows, surrounded by landscaped greenery. Two garages are visible, indicating ample parking space for guests.
Villa in Massanutten

Regal Vistas Massanutten Luxury 2BR/2BA

JustinRating, 5 stars12 months ago
Thanks Laura for answering promptly and staying on the line to work out all kinks associated. Easy communication and the vacation was great, the space was perfect.
Guest favorite
An outdoor patio is arranged with eight red Adirondack chairs surrounding a central fire pit, creating a cozy gathering space. A gazebo with soft lighting is visible, adjacent to a BBQ grill and outdoor dining table set. The backdrop features a modern home, complemented by a warm sunset.
Villa in Shenandoah
5 out of 5 average rating, 158 reviews

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

DawnRating, 5 stars3 weeks ago
We enjoyed the amenities at the house. It had a really nice outdoor space. Lots of entertainment available in the game room. The house was clean, spaciuis and comfortable. Short drive to Shenandoah National park.
Top guest favorite
Private room in Dyke
4.93 out of 5 average rating, 97 reviews

Rm101SingingSprings(Waterfront,Hottub,PrivSetting)

NayantaraRating, 5 stars1 day ago
I have not had any other host cook me breakfast; the leisurely brunch at Jack’s is a highlight. I can just come here and flake out, safe for a bit from the stress of the world. Mom always wants to come back and she’s 94 and very picky about outings!
Top guest favorite
The exterior of the villa showcases a spacious deck surrounded by greenery, featuring several sitting areas and an umbrella-covered table. A red umbrella provides a pop of color against the neutral façade, while large windows offer views of the natural landscape.
Private room in Dyke
4.98 out of 5 average rating, 116 reviews

Rm203SingingSprings (Waterfront,HotTub,PrivBath)

TinaRating, 5 stars3 weeks ago
Jacks is the best for a getaway to just relax and enjoy the nature. We drove 45 mins to Old Rag to hike for the day then got to make dinner and relax in the hot tub. Bed was super comfy and will highly recommend Jacks place. Jack is accommodating and helpful and great to chat with or respect your privacy as well.

Destinations to explore

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