Villa vacation rentals in Rappahannock River

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Top-rated villa rentals in Rappahannock River

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Guest favorite
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

Nestled on 13.6 acres of exquisitely landscaped gardens & grounds, Boxwood Villa (circa 1891) is a hidden gem for a couple’s retreat. Named for its stunning boxwood bushes encircling the property, this historic home was thoughtfully renovated by Leslie Gregg, the founder of The Market at Grelen. Her keen eye for contemporary comfort & preservation of historic design breathes new life into this historic manor. *Please note we only accept bookings for couples 30 days out from the requested dates.*

Guest favorite
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

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.

Top guest favorite
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, 77 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

Guest favorite
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, 137 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 favorite
Villa in Herndon
5 out of 5 average rating, 12 reviews

Dulles Executive Resort 5 Mn from IAD, Herndon VA.

✨ A refined executive retreat focused on comfort and high-quality stay. This spacious one-bedroom villa with a private office is perfect for business travelers, remote workers, and extended stays. It offers a discreet winter escape for couples. Enjoy high-speed Wi-Fi, a marble-finished kitchenette, spa-style bathrooms with modern smart bidets, a private entrance, and driveway parking in a quiet neighborhood near IAD and Reston Town Center. Every detail supports a smooth, elevated experience.

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

Guest favorite
A serene view of a private beach meets the calm waters of the bay under a clear blue sky. Gentle waves lap at the sandy shore, with a wooden dock extending into the water. Soft grasses frame the beach area, contributing to the tranquil atmosphere.
Villa in Montross
4.85 out of 5 average rating, 113 reviews

Beach Retreat

Relax with the whole family at the Beach Retreat! Enjoy the beautiful Sunrise and Sunsets in the Hot tub overlooking your own private beach! There is plenty to do in the Northern Neck of Virginia! We have Wineries, a Brewery, historical sites, boating, swimming, fires on the beach, bike rides, kayaking, plenty of Summer and Fall Festivals and so many great places to eat on and off the river! The Northern Neck of VA is a hidden gem! Just a 90 minute drive from the DC area

Superhost
A charming house is set within a lush green landscape, framed by well-maintained gardens featuring various plants and trees. The exterior showcases a blend of siding and screen-enclosed areas, with a spacious lawn inviting outdoor activities.
Villa in Gloucester County
4.78 out of 5 average rating, 45 reviews

Stay, Play, Relax, and Explore …

Plan your visit to the Historical Triangle , 15 minutes from the Revolutionary war museum in Yorktown, with battlefields and victory center nearby Just down the road from Bush Gardens Williamsburg about 20 min York river ,Yorktown or beach front dining all easily accessible . Marina, boat ramp , restaurant directly across the street from the property . That is just some of what we have here and just up the road from here at “Stay Play Relax and Explore “

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

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.

Guest favorite
Villa in Annapolis
4.84 out of 5 average rating, 120 reviews

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*

Escape to Serenity: Chesapeake Bay Oasis Experience the ultimate Chesapeake Bay retreat - stunning 6-bedroom, 3-bath water-view villa, perfectly suited for family reunions & special gatherings. Enjoy breathtaking bay views, steps from the water's edge, with gated 240’ pier, sandy beach, protected swim area, picnic tables, BBQ grills & children's playground. .

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

Enjoy a cozy private basement suite with its own entrance on a peaceful 2+ acre property. Access through a stamped concrete patio and relax in your own quiet space. Includes a full bathroom and wet bar for light meals or drinks. Perfect for business trips or quick getaways, offering privacy, comfort, and great value — all at an affordable price.

Superhost
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
4.82 out of 5 average rating, 28 reviews

Hazegrov in Virginia Horse & Wine Country

Private suite with private parking. Property faces 4000 acre wildlife preserve and hiking trails. Entrance to Shenandoah National Park is 5 minute drive away. Dining and shopping in nearby Orlean, Front Royal, and Flint Hill. Peaceful and mountainous horse country to get away, outside and unwind for a while. Conveniently located off Route 66.

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