Villa vacation rentals in Woodstock

Find and book unique villas on Airbnb

Top-rated villa rentals in Woodstock

Guests agree: these villas are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
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
4.89 out of 5 average rating, 46 reviews

Chateau Solace: Lux Spa Retreat w/ Hot Tub & Views

Escape to Chateau Solace, a striking architectural Villa on 10 private acres just 90 mins from DC. Bordering the GW National Forest, this secluded retreat offers a private hot tub, direct hiking access, and Shenandoah River proximity. Experience "treetop" living with dramatic glass walls, Starlink WiFi, and modern luxury. A perfect sanctuary designed for deep relaxation with zero neighbors in sight. Come for the architecture, stay for the peace. We are more than a rental we are a feeling.

Top guest favorite
Villa in Bentonville
5 out of 5 average rating, 8 reviews

Shenandoah Mountain Views • Vineyard • Game Room

A fairytale-like luxurious villa with jaw dropping views of the Shenandoah river and mountains, situated on a hilltop with its own private vineyard. A perfect retreat surrounded by the Shenandoah wilderness. Bring your family and friends to disconnect from the city life, enjoy outdoor adventures on the river or in the mountains. Watch gorgeous sunsets and witness abundant wildlife without leaving the wraparound screened porch. This place is absolutely magical and rejuvenating

Superhost
Villa in Rileyville
New place to stay

Hamatreya- Panoramic Shenandoah Views

Award-winning contemporary retreat on 10 acres with breathtaking mountain vistas. Inspired by Emerson's poetry, this eco-luxury home features three en-suite bedrooms plus studio apartment, expansive stone terrace with outdoor kitchen and fireplace, handcrafted interiors, and seamless indoor-outdoor living. High-speed internet. Featured in three distinguished magazines. Perfect for families or groups seeking an exceptional Shenandoah escape.

Superhost
The front exterior of a modern ranch showcases a welcoming porch with steps leading to double doors. Lush greenery frames the entrance, while tall plants are positioned on both sides. The roof is a simple gable design, set against a clear blue sky.
Villa in Linden
4.73 out of 5 average rating, 30 reviews

Hazegrov in Virginia Horse & Wine Country

Private suite with private parking. Property faces 4000 acre wildlife preserve and hiking trails. Entrance to Shenandoah National Park is 5 minute drive away. Dining and shopping in nearby Orlean, Front Royal, and Flint Hill. Peaceful and mountainous horse country to get away, outside and unwind for a while. Conveniently located off Route 66. Extended stays welcome.

Top guest favorite
The villa is situated alongside a gentle river, illuminated warmly from within. Large windows reflect the surrounding natural beauty, with trees framing the scene, showcasing a peaceful retreat nestled in the foothills.
Private room in Dyke
4.99 out of 5 average rating, 170 reviews

Rm201 SingingSprings (Waterfront,Hottub,PrivBath)

Nestled amongst the beautiful Shenandoah Mountains a few doors from the Blue Ridge School for Boys in St. George, VA. Singing Springs offers the peace and tranquility you are searching for as a "Bed 'n Nightcap". From the gently flowing waters of the river that flows through it, to the majestic mountain peaks that surround you, this Villa will settle your soul.

Top guest favorite
Private room in Dyke
4.93 out of 5 average rating, 112 reviews

Rm101SingingSprings(Waterfront,Hottub,PrivSetting)

Nestled amongst the beautiful Shenandoah Mountains a few doors from the Blue Ridge School for boys in St. George, VA. Singing Springs offers the peace and tranquility you are searching for as a "Bed n Nightcap". From the gently flowing waters of the river that flows through it, to the majestic mountain peaks that surround you, this Villa will settle your soul.

Top guest favorite
The villa is nestled among trees, illuminated warmly from within, creating a cozy ambiance against the backdrop of dusky mountains. A gentle stream flows nearby, reflecting the soft light from the building, while the serene natural surroundings enhance the peaceful setting.
Private room in Dyke
4.98 out of 5 average rating, 122 reviews

Rm203SingingSprings (Waterfront,HotTub,PrivBath)

Nestled amongst the beautiful Shenandoah Mountains a few doors from the Blue Ridge School for Boys in St George, VA, Singing Springs offers the peace and tranquility you are searching for in a "Bed 'n Nightcap". From the gently flowing waters of the river that flows through it, to the majestic mountain peaks that surround you, this Villa will settle your soul.

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
4.99 out of 5 average rating, 186 reviews

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

Your Private Escape & Backyard Pizzeria Welcome to Time to Chill Shenandoah, where small-town quiet meets big-mountain adventure. While we are a strategic launchpad for Shenandoah National Park and Massanutten Resort, we’ve designed the property so the best part of your trip happens right here in your own private, fenced-in sanctuary!

Popular amenities for Woodstock villa rentals

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