Holiday rentals with an EV charger in Madison County

Family Friendly Cottage Game Room, Fire Pit & More

Immerse in an ambient COUNTRY CHARM setting of peace and simplicity. Convenient to Local Attractions including Woodberry Forest School (4 mi), Commonwealth Park (15 mi), & the University of VA (33 mi). 50 AMP Electric Car Charger, Central HVAC, & Whole House Generator. Children WELCOMED! Entrance is well lit, with wide walkways, & lots of parking ~ which is considered disable parking. NOTE: The only persons allowed on the property are the registered persons~names required before arrival date.

River Front Mountain Views (Old Rag, SNP)

Relax with the whole family in this serene setting along a native brook trout stream where nature's sounds prevail. Most every room has wonderful views of the Hazel River and the Appalachian Mountains (Shenandoah NP) beyond. The river's clear waters invite fly fishing, and swimming holes abound as do nearby hiking trails in SNP (favorites, Old Rag and Marys Rock). Noted restaurants are nearby as are many vineyards and antique stores. (County code encourages multi-day [weekly/monthly] stays).

Sunny 3 bedroom Old Rag Cottage w 5 star Host!

Cheerful three-bedroom riverfront cottage with WiFi just 1 mi from the Old Rag Trailhead. Brand new spacious kitchen with a charming gas fireplace, deck with wonderful views, and a spacious screened in dining porch. 8 ac of private space on the Hughes River. Terrific fly fishing. Tasteful art decorated space. Spend your days hiking Old Rag and SNP and your evenings in our cozy, elegant cottage. 15 min from Sperryville's restaurants and amenities. Perfect for a romantic, tranquil getaway from DC.

Modern Farmhouse near Shenandoah Nat'l Park + Lake

Enjoy our secluded 1850s solid brick farmhouse. Completely renovated with modern conveniences, including central AC & super fast, Starlink internet. 5 miles from Shenandoah National Park, Luray Caverns. A short walk to Lake Arrowhead. We also own the downtown cafe, Broad Porch Coffee, so are local and can help if you ever need anything. We are family friendly and love dogs, no pet fee. Our goal is to provide a clean, safe, comfortable stay! Please read our reviews for an unbiased opinion :)

The Cottage @ Sharp Rock Vineyards at Old Rag Mtn.

The Cottage is the original farmhouse built in 1794 when the farm was founded .We are located on the Hughes river ( native trout fishing) at the foot of Old Rag Mountain only two minutes from the parking lot @ Old Rag. Access to White Oak Canyon and Shenandoah National Park are only minutes away. We are also a working vineyard and winery with our tasting room open Friday thru Sundays and by appointment. We also have our riverside CARRIAGE HOUSE perfect for a couple. See our separate listing.

The Reserve

Need to get away and enjoy a quiet retreat? Star gaze at night via hot tub, roast marshmallows from the fire pit and take in the mountainside ambiance from the porch. The Reserve is conveniently located between Charlottesville and Culpeper, Va. Newly constructed, this mid-century modern design delivers luxurious amenities with a breathtaking "tree house" feel, featuring an open concept living area surrounded with panoramic views. Seeing is believing in this one of a kind getaway in the woods.

Taj Garage Guesthouse

Above garage guesthouse with private, self check-in entrance, off-street parking, among historic homes, 4 blocks to restaurants, shops, park, etc. in downtown Orange. Includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Custom heart pine furniture, EV charger, refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites. Four blocks from the railroad so you will occasionally hear "that lonesome whistle blow".

MountainViews/HotTub/Dog Friendly/Crib/EV charger

This beautiful cabin offers the perfect blend of modern comfort and natural surroundings. With its convenient location, you can easily explore nearby attractions such as the famous Luray Caverns, Shenandoah National Park, and the Shenandoah River for outdoor activities like hiking and canoeing. For a change of scenery, drive along the picturesque Skyline Drive or spend a day at the Massanutten Resort. Escape to this charming cabin for a memorable retreat in the beautiful Shenandoah Valley.

The Mill House at Ragged Ridge

Escape from the city for a peaceful retreat soaking in gorgeous views in the country. You'll find some of the best hiking in Virginia nearby, and enjoy private access to the trout-stocked Hughes River. This 1920s Craftsman-style farmhouse was completely renovated in 2024 to include all the modern amenities. In addition to brand new electrical, plumbing, and HVAC systems, you'll find a gourmet kitchen, modern finishes, a hot tub, high-speed satellite internet, and an electric vehicle charger.

Lakefront Home in Madison

Tranquility awaits you at this Lakefront gem located in Madison County. This newly renovated home features water views and mountain views. This air bnb is suitable for quiet and relaxing getaways. The property is located less than 10 mins from Baldtop Brewing Company. 10 mins from the Town of Madison. 35 mins from Charlottesville. 30 mins from Culpeper. 15 mins from Renback Barn. 25 mins from Graves Mountain Lodge. 25-30 mins from the Swift Run Gap entrance of the Shenandoah National Park.

Tatums Farmside Escape a country jewel Sleeps 10

Relax & enjoy gorgeous views of farmland, mountains and grazing cattle. Perfect for multifamily stays, wedding parties, vacations.. Short drive to Orange & Culpeper. Near wineries such as Early Mtn , Prince Michelle, Barboursville etc. Historic areas near such as Montpelier. Visit local breweries Bald Top and Iron Pipe. Madison County borders the Shenandoah Nat Park where you can hike, fish & site see. Your stay includes coffee, toiletries, firewood, linens and towels. STARLINK INTERNET!

Spacious Upstairs Apartment on beautiful grounds

Situated on 5 acres of historical grounds with towering trees, directly above the old bakery building on the grounds of Greenock Manor Wedding Venue. This spacious loft apartment has an open plan living area, is comfortable with a tub and shower, restored hardwood floors, newly installed high speed WiFi and super comfy beds! Back in 1870 this building used to be the old Carriage House storing the grand chariots for the main Manor house Pets are welcome with permission. A pet fee applies