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Villa holiday rentals in Shenandoah Valley

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Top-rated villa rentals in Shenandoah Valley

Guests agree: These villas are highly rated for location, cleanliness and more.

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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, 78 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
4.96 out of 5 average rating, 122 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
4.81 out of 5 average rating, 138 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
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, 178 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!

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, 42 reviews

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.

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, 83 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, 15 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
4.79 out of 5 average rating, 80 reviews

Entire Lakehouse property / Private DOCK (DC/DMV )

Perfect for WORK AND/OR PLAY !! WATERFRONT property. Tranquility AND Convenience ! Major Business hubs, 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 ar

Superhost
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
4.93 out of 5 average rating, 15 reviews

Chirping Birds Villa 10bdrm 10ba 4mi to vt

Peaceful and centrally located villa sleeps up to 30. Beautifully landscaped, featuring 5 acres of serenity. Professional kitchen, 10 spacious bedrooms, 9 has own bathrooms. Fireplaces, office, and a ballroom. Perfect for weddings, reunions, and birthday events! From our guests: "What a hidden gem in Blacksburg! " "...One of the best experiences we have had using AirBnB!" "There aren’t enough words to express how perfect this home was! Especially if you have a large family! "

Villa in Bentonville
5 out of 5 average rating, 3 reviews

Stunning hilltop views, game room, 90 min to DC

A fairytale-like luxurious villa with jaw dropping views of the Shenandoah river and mountains, situated on a hilltop with its own private vineyard. A perfect retreat surrounded by the Shenandoah wilderness. Bring your family and friends to disconnect from the city life, enjoy outdoor adventures on the river or in the mountains. Watch gorgeous sunsets and witness abundant wildlife without leaving the wraparound screened porch. This place is absolutely magical and rejuvenating

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
4.97 out of 5 average rating, 151 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
A large swimming pool is surrounded by a natural stone patio, with swimming ladders and a view of the home's distinctive architecture in the background. Lush green trees frame the scene, enhancing the outdoor experience.
Villa in Boones Mill
4.94 out of 5 average rating, 52 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 Shenandoah Valley villa rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Private villa rentals

Top Guest favourite
Villa in Herndon
5 out of 5 average rating, 12 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
4.71 out of 5 average rating, 24 reviews

Private Getaway on Spacious Property

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

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
4.7 out of 5 average rating, 82 reviews

Premium stay - spacious, private & great location

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

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, 8 reviews

Modern home in rural setting

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

Villa in Grožnjan
New place to stay

Stancia Vigini by Villas Guide

Guest favourite
A newly constructed home is set against a snowy landscape, featuring a covered entrance and wooden deck. Surrounding pine trees and open space are visible, with a distant view of rolling hills under a cloudy sky.
Villa in Davis
5 out of 5 average rating, 6 reviews

Close to Timberline! Hot tub!

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

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

Villa in McLean
New place to stay

Private Basement Suite in the best part of McLean!

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

Guest favourite
A private bathroom features a corner jacuzzi tub with chrome fixtures, surrounded by natural stone tiles. Two neatly rolled towels are placed nearby. Blinds cover the window, allowing for adjustable light. The space is complemented by a small potted plant on the countertop.
Villa in Massanutten
4.83 out of 5 average rating, 6 reviews

Valentine's Treat at Luxury Resort

Destinations to explore