Villa holiday rentals in Woodstock

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Top-rated villa rentals in Woodstock

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Villa in Massanutten
New place to stay

Comfy 2BR 2BA Regal Vista Condo @ Massanutten

Come enjoy a luxurious stay in the Regal Vistas at Massanutten Resort! Nestled in the heart of the Shenandoah Valley, this gated community offers stunning views of the Blue Ridge Mountains. The Regal Vistas community features an exclusive resort experience with access to all the wonderful amenities Massanutten Resort has to offer. Relax and retreat in the beauty and serenity of the Regal Vistas, ensuring a memorable, “home away from home” vacation experience for families, friends and groups.

Top Guest favourite
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, 177 reviews

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

Perfectly situated near Shenandoah National Park for premier hiking and river activities, experience the charm of this Shenandoah retreat, complete with a hot tub, pizza oven, and fire pit in a stunning fenced backyard oasis. This cozy, modern home includes a fully-equipped kitchen and 3 comfortable bedrooms ideal for families and groups; pets are welcome! Enjoy local vineyards, diverse dining options, and vibrant festivals. Embrace your ultimate getaway close to nature's beauty. Book today!

Guest favourite
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
4.88 out of 5 average rating, 41 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.

Villa in Bentonville
New place to stay

Stunning hilltop views, game room, 90 min to DC

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

Top Guest favourite
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, 167 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 favourite
Private room in Dyke
4.93 out of 5 average rating, 109 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.

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
4.81 out of 5 average rating, 27 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.

Popular amenities for Woodstock villa rentals

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