Holiday rentals in Ruckersville

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Top-rated holiday rentals in Ruckersville

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Guest favourite
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
4.93 out of 5 average rating, 138 reviews

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.

Top guest favourite
The refurbished country cottage features a light gray facade with white trim and a red front door. Two white chairs sit on the porch, flanked by colorful flowerpots filled with yellow and purple blooms. A lush green lawn extends in front, with trees and rolling hills in the background.
Cottage in Stanardsville
5.0 out of 5 average rating, 357 reviews

Sister's View

A refurbished 1950's country cottage, adjacent to 80 beautiful acres, overlooks the Blue Ridge Mountains. The house has high-speed internet. Enjoy an amazing sunrise while sitting on your bedroom deck sipping coffee. View sunsets from the front porch with a glass of wine purchased from local vineyards. Whether visiting UVa, hiking in the Blue Ridge Mountains, touring the local wineries, craft breweries, or attending an event at the Barn at Edgewood - Sister's View will make your visit complete.

Guest favourite
The cottage showcases a rustic exterior with green siding and a metal roof. A screened porch is visible on the right, surrounded by trees and a grassy area. A wooden fence frames the property, enhancing the natural setting.
Cottage in Stanardsville
4.97 out of 5 average rating, 263 reviews

The Birds Nest Cottage

Our home is a newly renovated charming cottage nestled in the foothills of the beautiful Virginia Blueridge Mountains. You'll enjoy old cottage charm with added modern but classic updates to the entire home. Relax on the screened in back porch with tranquil sound of a water feature . Our home is centrally located near several beloved attractions like Skyline drive, Charlottesville, Massanutten Ski Resort, wineries and antique shops. Greenehills Country Club is directly across from our home.

Guest favourite
A charming single-story house is presented with a light-colored exterior and dark shutters. Rocking chairs are positioned on the front porch, inviting relaxation. A well-maintained lawn surrounds the home, and a backdrop of trees complements the serene setting.
Cottage in Orange
4.9 out of 5 average rating, 232 reviews

Willie's Place Country Cottage Pets Allowed

Step out your front door and pet horses located next door. Willie's place is newly renovated and has all the amenities you need. Located close to wineries, shopping, wedding venues, Historic Montpelier, Corn Maze, Town of Orange, Woodberry Forest School, 10 minutes to Gordonsville, 30 minutes to Charlottesville. Kayak the Rapidan, take a horseback ride at Oakland Heights or see a play at Barboursville. Exposed beams throughout, a beautiful Loft and back porch for sitting. You won't go wrong.

Top guest favourite
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
4.96 out of 5 average rating, 360 reviews

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.

Top guest favourite
The entrance features double wooden doors that open to a welcoming interior. A 'hello' mat is placed on the threshold, and two stylish chairs are positioned on the balcony above, inviting guests to enjoy the view. Lush plants accentuate both sides of the entrance.
Serviced apartment in Somerset
4.98 out of 5 average rating, 226 reviews

Cozy Farm Apt near Cville•hot tub, sauna, mt views

Come experience a relaxing getaway on our family’s dairy farm in Somerset. In beautiful Orange County, We are close enough to Charlottesville (25 min) for all your shopping and eating needs, but has the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

Guest favourite
Barn in Ruckersville
4.94 out of 5 average rating, 126 reviews

Modern Renovated Barn on 3 Acres-15 mins to Cville

Indulge in our modern renovated Scandinavian-inspired barn nestled on 3 acres, a mere 15 minute sojourn to Charlottesville and 30 mins to Downtown & UVA. Floor-to-ceiling windows unveil panoramas of rolling pastures merging the interior with the natural outside beauty. Gather around the outdoor gas fire pit, relax in the hot tub, play corn hole, or enjoy a meal family meal on our artfully crafted fallen tree table, adorned with bistro lights, setting the stage for relaxing outdoor memories.

Top guest favourite
A rustic log cabin is surrounded by lush greenery in a serene wooded setting. The spacious front lawn is fenced, providing a safe area for pets. The porch features a swing, inviting relaxation amidst the natural landscape.
Cabin in Madison
4.97 out of 5 average rating, 140 reviews

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

Top guest favourite
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
4.95 out of 5 average rating, 489 reviews

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! 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.

Top guest favourite
A view is presented through two large windows framed by white trim, showcasing serene lake and mountain scenery. A wooden duck figurine rests on the window sill, adding a touch of charm to the peaceful outdoor vista visible beyond the glass.
Guest suite in Ruckersville
4.97 out of 5 average rating, 193 reviews

Serenity Lakeview Cottage

Renovated lakefront apartment, downstairs from the main home. It is located on beautiful Greene Mountain Lake with year-round lake and mountain views. Wildlife on the lake includes geese, herons, ducks, osprey, eagles, turtles, and beavers. The setting is serene and peaceful. You will have a private entrance and a covered porch. Kayaks are available for your use on the lake. Unit approved with a Special Use Permit for Tourist Lodging by Greene County.

Guest favourite
A charming two-story yellow house is set amidst a well-maintained garden. A pathway of stones leads to the porch, surrounded by lush green grass and vibrant flower beds. Tall trees provide shade, enhancing the serene, welcoming environment.
Home in Stanardsville
4.92 out of 5 average rating, 123 reviews

Charming Farmhouse | Shenandoah Park | Wineries

Enjoy the vast country landscape with views of the Blueridge mountains. This is the ideal location for visiting the Shenandoah national park and wineries while being just 35 minutes from the happening downtown Charlottesville area. More than just a homebase, this property is a destination in and of itself. Take in the mountain views on the large front porch, gather with the whole family in the bright open great room with windows overlooking the pastures.

Top guest favourite
A spacious living room is highlighted by a cozy arrangement of seating, including two light gray armchairs, a brown leather sofa, and a wooden side table. A round coffee table sits in the center on a patterned rug. Natural light fills the room through large windows.
Home in Ruckersville
4.93 out of 5 average rating, 106 reviews

Large Modern House with Spa, 15 mins to Cville

Enjoy our modern and spacious 4 bedroom 2 1/2 bath comfortable home suited for large family gathering or group of friends. Located in a peaceful setting yet convenient to Rt 29 & Rt 33. Enjoy a relaxing spa, swimming pool in summer, pond and fire pit for s’mores! HIGH-SPEED INTERNET Our home is located 17 miles to UVA, 10 miles to Shendendoah Nat'l Park & a short drive to wineries. Charlottesville-Albemarle Airport is only a 13 minute drive.

Popular amenities for Ruckersville holiday rentals