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!

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!

Secluded Villa in Shenandoah hot tub+Pool tbl+Wifi

Escape to this secluded charming Villa, just minutes from Massanutten Resort, Skyline Drive, and the scenic river for tubing and kayaking. Nestled on six private acres, this spacious 4-bedroom, 4-bathroom home offers an open-concept layout perfect for the family. Enjoy cozy evenings by the fireplace, challenge friends to a game of pool, or relax by the fire pit under the stars. With modern amenities, WiFi, and plenty of space, it's the ultimate destination for both relaxation and adventure.

Regal Vistas Massanutten Luxury 2BR/2BA

Luxury and comfort! Garages, gated with private gym and pool for Regal Vista guests, BBQ grill on patio/deck, large vaulted ceilings, full kitchen, sleeps 6, closest to water park, quiet. Two units can be combined for entire house (4/4) with two garages. Each unit 2 fireplaces, large floor-to-ceiling windows. 4-Season Resort with skiing, mountain biking, golf, numerous heated indoor pools and outdoor pools (seasonal), gyms, children's activities, hiking, close to Shenandoah National Park.

Aspen Haven

Beautifully decorated, new construction home new to the rental program! This home is perfect for your family ski vacation or summer trip. Ideal location in the winter, easy access and close to Timberline Mountain, easy walk to Owl Market, and the Timberline shuttle area. Enjoy all other seasons here; heated community pool, pond, and playground make this home the perfect year-round getaway. Soak in the new hot tub, cozy up on the couch in front of the gas fireplace and big screen smart tv

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.

Perfect getaway at a Waterfront Lake Villa

Bring the whole family to this great place with lots of room for fun and a big lake to enjoy. The house is suitable for big or small groups. Stunning sunsets throughout the year. During cold season, we have a fire pit outside looking a the water. There’s also a great trampoline outside for kids to enjoy and a nearby beach to play in the sand. Enjoy the lake views and the peace!