House holiday rentals in Greene County

4.97 out of 5 average rating, 137 reviews

A modern house is nestled within a lush forest, partially hidden by tall trees. Large glass windows reflect the surrounding greenery, while a spacious deck extends from the structure, offering a view of the forest floor. The entrance is accessed via a gravel pathway.

Home in Dyke

Moss Vineyards Lodging

We welcome you to our new modern house (2020) located on 52 private wooded acres, adjacent to our winery and the Blue Ridge. Designed and built by award winning Architect and wine maker, Barry Moss, it is gorgeous inside and out. Decks overlook the river, forest and mountain farms. A path leads down to the river beach. Walk up to the top of the mountain and experience the best wines and views of any winery in Virginia. Modern interiors with wood floors, granite counters, and tiled bathroom.

4.98 out of 5 average rating, 315 reviews

A scenic view of a pond surrounded by open land and trees reveals a family enjoying the outdoors. Mountains are visible in the background, creating a peaceful and spacious setting. The landscape includes a small structure near the pond, contributing to the rural charm.

Home in Hood

Firnew Cottage

A perfect family getaway from the city in the heart of Virginia Wine Country, 15 min from Shenandoah National Park, 30 min from Charlottesville. Private cottage on 265 acres with 3 mi. hiking trail, overlooks 2 ponds/playhouse offers complete farm experience. Walk to swimming hole on river, canoe/fish in lake, feed peacocks/ goats, collect fresh eggs. Great sunsets. Fire-pit. Close to wineries, breweries, Montpelier, Monticello - only 1.5 hrs to DC/Richmond. Pet friendly. Tour included.

4.94 out of 5 average rating, 133 reviews

The Ordinary is surrounded by a spacious lawn, framed by trees and greenery. A small outbuilding is visible to the left, while the house features a welcoming porch and a pitched roof. Natural light brightens the exterior, emphasizing its classic Virginia charm.

Home in Barboursville

Historic 1790 House Near Charlottesville

Originally a tavern built 1790 in the Williamsburg style, the Ordinary sits 6/10 mile off the main road--no other house in sight. 22 miles from Shenandoah National Park, convenient to local vineyards, the Ordinary is set on 650 acres in conservation easement; solar energy; generator in event of power outage; outdoor fire pit; 2 great fireplaces; wood provided by owner. The house is over 200 years old with narrow, steep steps and may not be suitable for children and people with mobility issues.

4.93 out of 5 average rating, 227 reviews

Home in Elkton

Hottub 5 acres, Great hiking,The best views around

Stony Creek Lookout is a one-of-a-kind luxury retreat perched in the serene seclusion of the mountains.Brand new complete renovation, modern amenities, hot tub, sizable elevated deck, video/board games, theatre room, kayaks and high quality furnishings !This extraordinary stay adjoins the Shenandoah NatlPark with the best views in the Shenandoah Valley, hike out your back door. Pet friendly, 5 min from Massanutten 4 season resort, Shenandoah River & much more. Great Wifi & cell service! 5 TVs

A charming cottage is set against a backdrop of lush trees. A welcoming front porch with white railings encircles the entrance. The property features landscaped areas with low shrubs and concrete steps leading to the front door.

4.89 out of 5 average rating, 235 reviews

The Conway House

Get away on the Conway, a place to recharge, relax and explore. Located just outside a back entrance to the Shenandoah national park. Walk, run, or bike these lightly traveled country roads to access the trail heads. This private cottage is the ideal location for visiting the Shenandoah national park, hiking, fishing, biking, wineries, and getting away to relax. This newly remodeled mountain retreat is updated with modern decor and all the essentials for an unforgettable mountain getaway.

4.95 out of 5 average rating, 104 reviews

The living room features mid-century styled furniture, including a sofa and armchairs, arranged around a patterned area rug. Natural light streams through large windows, offering views of the surrounding greenery. A statement light fixture hangs from the ceiling, enhancing the space's inviting atmosphere.

Home in Elkton

5 Minutes to Shenandoah National Park

Welcome to Swift Haven, your luxurious retreat in nature! This spacious home boasts four bedrooms, a stylish mid-century living room, and a fully equipped kitchen. Relax in the DreamCloud beds or unwind in our new Platinum spa that seats seven. Toast marshmallows over the Solo Stove fire pit or cook a feast on the grill. Enjoy the beauty of Shenandoah National Park with the Swift Run Gap entrance just a 5-minute drive away. Swift Haven: where comfort meets nature for an unforgettable getaway.

4.96 out of 5 average rating, 342 reviews

A spacious, two-story house with white siding and large porches is featured. Lush green grass surrounds the structure, and the landscape includes open pastures and trees. The setting is serene, with plenty of natural light illuminating the exterior.

Home in Dyke

Living Water Farm, Blue Ridge

Iconic home and Farm in Dyke, Virginia, circa 1891. Situated on the Roach River with views of the Blue Ridge mountains and pastures. Relax on one of the double porches or under on of the shade trees. The stone fireplace warms the heart and soul on a cool evening. Minutes from the Shenandoah National Parkway, the Blue Ridge School and several beautiful wineries. Approx. 12 miles from CHO airport, 20 min from Blue ridge Parkway, 10 min. to Standardsville and 20 miles to Charlottesville.

A spacious green lawn is bordered by a dense forest with various trees. Large boulders are scattered throughout the grass, and a bright blue sky filled with soft, white clouds is visible above, creating a serene natural setting.

4.79 out of 5 average rating, 469 reviews

Zen River Retreat

Secluded unique wood and stone home an 65 beautifully landscaped acres with 2,000 feet of river frontage. Large deck with picturesque views, soothing river sounds, and song birds, with lots of walking trails, just a few minutes from the Shenandoah National Park. Swimming hole, and picnic area with fire pit. Large open Dining/Kitchen area with glass front wood stove. Den with a queen sized futon sofa, for extra guests ($30 per person, per night). We allow up to two pets for a fee of $80.

The exterior of a two-story white house is highlighted, nestled among lush greenery and trees. A spacious deck extends along the front, providing ample space for relaxation. The peaks of the roof rise above the surrounding landscape under a partially cloudy sky.

4.88 out of 5 average rating, 291 reviews

Luxury Spacious Family Home, 5 B/R Suites - Solar!

Ditch the city and dive into our cozy Shenandoah escape! 🏞️ This serene retreat near Stanardsville, VA, is just 3 miles from Shenandoah National Park’s Swift Run Gap, with epic hikes and Skyline Drive views. Shred the slopes at Massanutten Ski Resort (20 min) or soak up the vibes in Charlottesville (UVA) or Harrisonburg (JMU), both 30 min away. Perfect for adventure and relaxation, it’s your home base for fun! Special offers make it even sweeter. Book now for a memorable getaway! 😎

A charming two-story farmhouse is nestled among lush trees, featuring a stone chimney and a wide front porch. The exterior showcases white siding, and the surrounding landscape features a grassy yard with large rocks and greenery, creating a serene natural setting.

4.96 out of 5 average rating, 186 reviews

Peaceful Shenandoah Farmhouse ▲ Hightop Hideaway

Soak up all that Mother Nature has to offer surrounded by the trees of Shenandoah National Park, in our farmhouse nestled in the foothills of the Blue Ridge Mountains. This spacious, child and dog friendly home is a perfect place to escape and reconnect. Hike, explore the nearby vineyards, or just relax on the porch. It also can make a great remote work getaway with fast 100 mbps internet throughout the house. Set on 4 acres of private land, there is no shortage of fun to be had!

4.95 out of 5 average rating, 460 reviews

A welcoming entrance to the duplex is highlighted by a stone pathway leading to a wooden porch. Lush greenery surrounds the porch, with shrubs and trees providing a serene atmosphere. The sky is partially cloudy, adding to the tranquil outdoor setting.

Home in Madison

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Dogs allowed-$30 fee.

The entrance to Fairhill Farm is marked by a white wooden sign displaying the name, set against a backdrop of rolling hills adorned with autumn foliage. A vibrant red bush frames the sign, contributing to the natural beauty of the landscape.