Villa holiday rentals in Woodstock

Luxurious, Pet-Friendly Flower Farm by Wineries

A fully renovated gem with eat-in kitchen, quartz countertops + new appliances. High-speed FiberOptic! 1st Floor: Half bath, living room, fireplace, sunroom. Upstairs: 3 bedrooms, 2 baths, clawfoot tub + shower, walk-in shower suite. Sunsets to the front, sunrises to the back. Perfect crocket lawns. Fenced yard for Fido! Cut flowers+Veggie gardens, sounds of crickets, occasional trains (surprisingly exciting!), within minutes of historic sites + wineries. You'll enjoy your stay at Maple Crest.

Restored Historic Stone Greenhouse

Romance, nature and unique architecture come alive here. This completely restored stone guest home is perched near the top of a ridge on the 1st mountain range west of the Atlantic. With a wall of windows to enjoy the spectacular views to the east, south and west, the Green House is a special experience unto itself. The interior features magnificent, ancient stone walls, flying wooden beams, live-edge wood counters with natural carvings. a leaded glass door and more. Free Raspberry picking!

Chateau Solace: Seclusion, Hot Tub, River

Chateau Solace is a hidden gem nestled on 10 private acres only 90 mins from Washington DC. Surrounded 360 by GW National Forest, our serene home offers an unparalleled experience with a hot tub, steps from hiking trails and river adventures, and all the Shenandoah Valley has to offer. This treetop delight allows you to immerse yourself in the tranquility of nature while enjoying modern comforts like high speed internet & a home designed for ease & relaxation without another house for miles.

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

Experience the charm of this Shenandoah retreat, complete with a hot tub, pizza oven, and fire pit in a stunning fenced backyard oasis. Perfectly situated near Shenandoah National Park for premier hiking and river activities. This cozy, modern home includes a fully-equipped kitchen and 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!

Historic Virginia Wine Country Villa w/ Pool, Yard

A unique adventure begins at this villa in Hume! The original part of the home, 'Barbee's Tavern,' was built before the Civil War and was used as headquarters for the Union and Confederate armies. Today, it's a vacation rental equipped with modern luxuries like a seasonal saltwater pool. The villa has 6 king beds, 6 full baths, 2 half baths, and additional sleeping accommodations. The property is also neater local vineyards like Winding Road Cellars and Philip Carter Winery of Virginia!

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

Enjoy a beautiful spring escape! The villa features spacious and tastefully decorated interiors, providing ample space for relaxation and enjoyment. With its huge 20ft by 40ft heated indoor salt water pool you and your family can indulge in refreshing swims and soak up the sun in complete privacy. Whether you're seeking a rejuvenating getaway or quality time with your friends our villa rental is the perfect choice for a memorable and enjoyable vacation.

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.

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.