Villa holiday rentals in Shenandoah Valley

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.

Classic Richmond Retreat - Carytown-Downtown-VCU

Classic Richmond Retreat- Steps from authentic neighborhood restaurants, coffee houses and culture! Stay in this stylish Art Deco style Villa, perfectly located in Richmond’s Museum District! Walk to Carytown, VCU, top restaurants, parks & museums. ✔ Experience the 4 Cs - Cozy, Comfortable, Clean, & Convenient ✔ Prime Location – Steps from downtown attractions ✔ Modern Amenities for a hassle-free stay ✔ Private fenced backyard w/ dining area and porch swing -Off Street Parking

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!

The Castle Room, Private Escape Near Leesburg

This property is perfect for a romantic escape in Loudoun. Nestled right off of Route 9 this unique space is only 10 minutes from downtown Leesburg, walking distance to the W&OD trail, and a short drive to all the areas best attractions, restaurants, wineries, and breweries. A tall courtyard fence adds complete privacy where outdoor showers and sunbathing can be done with no interruption. Beautifully decorated room, large shower inside room with comfortable king size bed. Sure to impress!

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.

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!

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.

Amazing Lagoon, Beach, Cross Fit Gym, Fishing

This the definition of "Wild and Wonderful West Virginia! magical place, a former rock quarry now lagoon. There is no public access to this property. The only access to the Lagoon, Beach and other amenities is via booking or owners explicit permission. This is a complete unit that is on its own level, own access, own parking, own amenities, Owners live on upper level with fully separate entrance, parking, access, etc. No shared internal spaces. Double sound insulation, no noise worries.

Luxe Cinema Master Suite + 3 KING Beds + Extras

Your private CINE-PLEX! Club Gym, FIVE Amazon Fire TVs, 3 KING beds, Master Suite, 110in screen, 3-tier seating, smart lighting in every room, whole-home audio, XBOX Series S, Alexa! Easy PARKING right at the front door. YouTube Video Tour search Guelzo Experiences. Created for you by a sound designer whose resume includes Fast & Furious 7, Robocop, and more! We love movies and want to share something only a professional’s touch could craft, a multiplex viewing experience!

The Villa @ Skybridge

“Skybridge” is a huge and private home on a seven-acre property ideally situated just a few minutes outside Purcellville in rural Loudoun County. Less than an hour outside D.C., it provides easy access to local wineries, breweries, child-friendly farms, the Appalachian Trail, historic Purcellville, and Middleburg, VA. It comes stocked with all you need, and guests have access to a pool (in season), hot tub, fire pit, built-in charcoal grills, and more.

The Garage Mahal w/Hot Tub

Relax inside or outside enjoying a luxurious wine country getaway listening to the sounds of nature and birds in a completely private setting just a few miles from Leesburg, and a 2 mile drive to Stone Tower Winery, Leesburg Animal Park, and Oatlands Historic House. Every detail has been meticulously thought through to add to the comfort of your stay away from life's bustle in pure solitude or with friends and family.

The Deluxe Oasis in the West End of Richmond

Welcome to a spacious 4,000 sq ft luxury home in West Henrico, with a big dual tempreture zone swimming pool and a big hot tub. Designed for comfort and relaxation, the home offers a blend of upscale amenities, peaceful surroundings, and convenient access to shops, restaurants, and local attractions. Ideal for families, business travelers, and quiet getaways. Parties are strictly prohibited.