Villa holiday rentals in James River

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Top-rated villa rentals in James River

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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

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 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

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 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, 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

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, 118 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!

Superhost
Villa in Massanutten
New place to stay

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.

Guest favourite
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

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, 150 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!

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 “

Superhost
A living room area features a cozy seating arrangement with an orange sofa and an armchair. A dark wood coffee table is placed in front of the seating. A decorative chandelier hangs from the ceiling, providing soft lighting. A fireplace adds warmth, and a large window allows natural light.
Villa in Williamsburg
5 out of 5 average rating, 18 reviews

Marriott Manor Club, Williamsburg 1Bed Villa max 4

Situated in the rolling hills of the Williamsburg, Virginia woodlands within the private community of Ford's Colony. A country estate resort serving as a relaxing retreat. Located in the "Historic Triangle" along with Jamestown and Yorktown. The Guest Villa is spacious with 1 bedroom and a living room to sleep 4, and a fully equipped kitchen. Enjoy access to all the World class amenities. -Free Wi-Fi, Free Parking, NO Resort Fees, NO Cleaning Fees*

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.

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

Bring the whole family to this great place with lots of room for fun and a big lake to enjoy. The house is suitable for big or small groups. Stunning sunsets throughout the year. During cold season, we have a fire pit outside looking a the water. There’s also a great trampoline outside for kids to enjoy and a nearby beach to play in the sand. Enjoy the lake views and the peace!

Top guest favourite
The exterior of the Mediterranean-style villa showcases contemporary architecture with a combination of light and dark tones. A spacious front porch is framed by white columns, leading to the entrance. The driveway is lined with gravel, surrounded by a natural landscape of trees.
Villa in Pamplin
4.93 out of 5 average rating, 44 reviews

Villa on the Lake

Contemporary Mediterranean-style lakefront villa constructed in 2022 with modern architecture, furnishings, and breathtaking lake views. The open design concept with great room, vaulted ceilings, and tiled patio deem this property ideal for family gatherings. The 4+ acre villa property is completely secluded from neighbors.

Popular amenities for villa rentals in James River

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