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Villa holiday rentals in Shenandoah Valley

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Top-rated villa rentals in Shenandoah Valley

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Top guest favourite
A comfortable living area features a light gray sectional sofa and a glass coffee table. Natural light enters through the window, illuminating the space. A television stands on a wooden cabinet, and a decorative plant adds a touch of greenery.
Villa in Richmond
4.96 out of 5 average rating, 73 reviews

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

Top guest favourite
A spacious living area is highlighted by large floor-to-ceiling windows, offering views of the surrounding trees. A comfortable gray sofa and a round glass coffee table are present, along with a wooden dining table that seats six. An electric fireplace adds warmth to the space.
Villa in Wintergreen Resort
4.95 out of 5 average rating, 108 reviews

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!

Guest favourite
The home features a single-story brick facade with green shutters on multiple windows. A gently sloping lawn leads to the entrance, surrounded by landscaped greenery. Tall trees form a backdrop, enhancing the peaceful wooded setting.
Villa in Manassas
4.8 out of 5 average rating, 128 reviews

Newly updated Wooded Estate 4BR/3BA in Manassas,VA

Welcome to this beautiful 2 level single-family private wooded getaway, located in historic district Manassas off Virginia State Route 234. This lovely retreat sits on 2 acres of land, has been renovated inside and out with our guests in mind. Three bedrooms/Two bathrooms on main level and huge finished basement to comfortably sleep 10. Fully equipped kitchen, in-home office, gym, washer and dryer. If you are in town for business or pleasure, this home is everything you will need for your stay.

Top guest favourite
A large Ginkgo tree stands majestically on a lawn covered in golden leaves, illuminated by warm sunlight. The horizon features silhouettes of distant trees, and the scene captures the essence of a serene autumn landscape.
Villa in Gordonsville
4.95 out of 5 average rating, 84 reviews

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!

Guest favourite
A cozy sleeping area features a spacious bed adorned with neutral-toned linens. Soft natural light filters through white curtains at the window, illuminating wooden walls. A comfortable chair and a small table are positioned beside the bed, while a plush area rug adds warmth to the floor.
Villa in Paeonian Springs
4.94 out of 5 average rating, 49 reviews

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!

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, 173 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!

Top guest favourite
A serene lagoon is depicted, with two individuals quietly floating in the calm water, surrounded by lush greenery and rocky cliffs. The surface mirrors the tranquil sky, while the soft colors of the setting sun enhance the peaceful atmosphere.
Villa in Harpers Ferry
4.99 out of 5 average rating, 82 reviews

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.

Top guest favourite
A welcoming living area features a gray sectional sofa and a brown leather couch, complemented by patterned chairs. A wooden coffee table sits in the center, flanked by decorative accents. Natural light filters through large windows, enhancing the open-concept design leading to the kitchen.
Villa in Blacksburg
5 out of 5 average rating, 11 reviews

New 4BR(2 kings) home Near VA Tech

Welcome to Virginia Tech Villa. This spacious 4BR, 3.5BA home sleeps 10 and is perfect for families, friends, and VT parents visiting for graduations, game days, reunions, or campus events. Just 3.6 miles from VT ,New River, and scenic trails like Cascade Falls, Dragon’s Tooth, and McAfee’s Knob. Features an additional TV/gaming area(bring your gaming system) in loft with fast WiFi & 75” tv, full kitchen, garage/game room with big screen tv, electronic basketball game, corn hole and more.

Superhost
A serene view of a landscaped backyard leads to a calm lake, framed by vibrant green trees and blooming azaleas. A wooden deck with a pergola offers an inviting outdoor space, perfect for relaxation and enjoying the surrounding nature.
Villa in Manassas
4.77 out of 5 average rating, 75 reviews

Entire Lakehouse property / Private DOCK (DC/DMV )

Perfect for WORK AND/OR PLAY !! Amazing waterfront property. Tranquility meets convenience of DC metro area! Secluded w Phenomenal View from every corner! Ideal setting for vacation too ! !This gorgeous Lake house comes w a private Dock ready for your excursion! 4 Bedrooms furnished w sleeper on lower level (or 5th bedroom). NEW updates & furnishings ! Great amenities incl kayaks & pedal boat complimentary or simply just enjoy the amazing sunset from the wrapped around deck!

Top guest favourite
A cozy entertainment area features a large projection screen displaying a movie scene. A stylish coffee table sits in front, equipped with mugs and a kettle, complemented by soft lighting along the wall that adds to the inviting ambiance. A plush area rug adds warmth to the space.
Villa in Forest
4.98 out of 5 average rating, 142 reviews

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!

Guest favourite
An indoor saltwater pool area features a large, tranquil pool surrounded by multiple windows allowing natural light. Lounge chairs line one side, with red and white striped towels neatly arranged. The ceiling is accented with skylights, enhancing the spacious feel.
Villa in Luray
4.91 out of 5 average rating, 100 reviews

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

Enjoy a beautiful fall escape! The villa features spacious and tastefully decorated interiors, providing ample space for relaxation and enjoyment. With its huge 20ft by 40ft heated up to 84 degrees 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.

Top guest favourite
A smooth waterfall cascades over rocks, while the warm glow of Brookwood House is seen in the background, nestled among trees. Reflections of the home are visible on the still water, creating a serene atmosphere that complements the surrounding nature.
Villa in Boones Mill
4.96 out of 5 average rating, 50 reviews

Brookwood-Water Front Home+Hiking+Event Space

A breathtaking property tucked in the Blue Ridge Mountains of Virginia. Brookwood is an environmentally conscious large home designed to bring peace & relaxation to the lives of its guests whether it be for a family vacation, friends getaway, wellness retreat, or artist escape. We've curated the ideal space to unplug, unwind, and reconnect. Brookwood is an ideal setting for any kind of getaway. Ask about our weekly discounts! Pool season May 8 - Sept 15

Popular amenities for villa rentals in Shenandoah Valley

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Private villa rentals

Top guest favourite
Villa in Herndon
5 out of 5 average rating, 8 reviews

Dulles Executive Resort 5 Mn from IAD, Herndon VA.

A two-story blue structure is set against a clear sky, featuring multiple windows and a welcoming facade. The front yard is landscaped with neat greenery and a few decorative plants, while a paved driveway allows for easy access to the entrance.
Villa in Gainesville
4.74 out of 5 average rating, 23 reviews

Private Getaway on Spacious Property

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
4.8 out of 5 average rating, 25 reviews

Hazegrov in Virginia Horse & Wine Country

Top guest favourite
A charming two-story brick house is surrounded by lush green landscaping. The home features white shutters and a welcoming front porch. Large windows allow natural light to fill the interior, while the manicured lawn enhances the overall inviting appearance.
Villa in Somerset
4.96 out of 5 average rating, 24 reviews

Luxurious, Pet-Friendly Flower Farm by Wineries

An open living area is showcased, featuring a bright kitchen with white cabinetry and a dining table surrounded by wooden chairs. A comfortable sofa and a small side table are present, with natural light entering through the windows on two sides.
Villa in Crozet

Chapter 2 Mountain Living

Guest favourite
The historic Boxwood Villa is framed by lush greenery, showcasing its elegant façade. A welcoming front porch with white pillars leads to the entrance, while well-maintained grounds extend gracefully in front, inviting guests to explore the serene outdoor space.
Villa in Orange
5 out of 5 average rating, 53 reviews

Luxurious Stay for 2 at Historic Estate

Guest favourite
A light-filled living room features a spacious sectional sofa and a comfortable blue chair. A wooden coffee table sits at the center, complemented by a simple vase with flowers. A foosball table is positioned nearby, inviting casual entertainment. The walls are adorned with soft beige paint.
Villa in Stone Ridge
4.71 out of 5 average rating, 80 reviews

Premium stay - spacious, private & great location

A living area features a flat-screen television mounted on a light yellow wall. A round coffee table sits in front of a fireplace, surrounded by a patterned rug. Two high-backed chairs are positioned at a small bar near the entrance.
Villa in Richmond
4 out of 5 average rating, 4 reviews

Beautiful-2bedroom villa with fireplace sunroom

Luxury villa rentals

Guest favourite
Villa in Blacksburg
5 out of 5 average rating, 7 reviews

Modern home in rural setting

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: Seclusion, Hot Tub, River

Superhost
A stone fire pit surrounded by comfortable seating is present near the lake. Bright red umbrellas shade some chairs. Lush green trees and manicured landscaping create a serene outdoor retreat, with views of the calm water reflecting the clear sky.
Villa in Locust Grove

Perfect getaway at a Waterfront Lake Villa

Guest favourite
The exterior of a spacious villa is showcased, featuring a red brick facade and a covered front porch. Lush landscaping with subtle greenery and blooming flowers surrounds the entrance, while a clear blue sky provides a bright backdrop.
Villa in Blacksburg
4.87 out of 5 average rating, 82 reviews

Chirping Birds Villa, 10bedrm 10baths, 4 mi to VT

The home features a wooden exterior complemented by stone accents, surrounded by lush greenery and flowering bushes. A cozy seating area is visible on the patio, inviting guests to enjoy the peaceful outdoor space.
Villa in Shepherdstown
4.38 out of 5 average rating, 8 reviews

Dream House on Potomac Canyon South Rim

A tranquil waterfront scene is depicted at sunset, with vibrant hues of orange and yellow reflecting on the calm surface of the water. A large tree stands on the right, while a dock is visible in the distance, framed by the expansive river view.
Villa in Stafford
4.6 out of 5 average rating, 5 reviews

Amazing waterfront villa for summer fun

Guest favourite
The villa's exterior features a red brick facade, complemented by lush green landscaping. A covered porch with white columns provides a welcoming entrance, while large windows allow for ample natural light. A variety of colorful plants are situated near the walkway.
Villa in Blacksburg
5 out of 5 average rating, 11 reviews

Chirping Birds Villa 10bdrm 10ba 4mi to vt

Villa rentals with a pool

A view of the recreational area showcases a foosball table in the foreground. Beyond, a cozy seating area features a brown leather couch next to a multicolored game table. Large windows provide natural light, and minimalist décor adds to the inviting atmosphere.
Private room in Fredericksburg

Cozy private basement with lots of entertainment

A spacious log cabin is surrounded by tall trees, creating a natural retreat. The front porch is adorned with railings, and a path leads to the entrance. The cabin features a blend of wood elements and a sloping roof, enhancing its rustic charm.
Villa in Fredericksburg

Wilderness Presidential Resort in Virginia

A modern kitchen is highlighted by sleek white cabinetry and dark granite countertops. Stainless steel appliances, including a refrigerator and oven, are integrated into the design. A small bar area features two red stools, contributing to the high-tech and functional layout.
Villa in Glen Allen
4.81 out of 5 average rating, 26 reviews

The Deluxe Oasis in the west end of Richmond

A spacious two-unit home is set against a backdrop of rolling mountains. The structure is designed with multiple gable roofs and features large front windows, surrounded by landscaped greenery. Two garages are visible, indicating ample parking space for guests.
Villa in Massanutten

Regal Vistas Massanutten Luxury 2BR/2BA

Destinations to explore