Villa holiday rentals in Charlottesville

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.

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

We had to create a new listing for this property. Previous listing had 70+ reviews with a 4.8 Star rating. Same great host and same great house, just a new listing. Screenshots of old listing in additional photos. Stay at this luxurious 4-bedroom, 3-full bath vacation rental home for 10 in Wintergreen, within minutes of top-notch golf courses, skiing / snow boarding at the Mountain Inn, and dozens of hiking trails . In addition to the unbeatable location, the property offers a private hot tub!

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!

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.

Rm202SingingSprings, (WaterfrontHotTubPrivSetting)

If you are looking for lodging 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.

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.

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.

Chapter 2 Mountain Living

1 bedroom apartment that is ideal for long term stays, month to month. Full kitchen, Wi-Fi, open living area with its own entrance. The unit is well suited for traveling nurses, college students and professors.