Holiday rentals with a patio in Madison County

Taj Garage Guesthouse

Newly constructed (2021) above garage guesthouse with private, self check-in entrance, off-street parking, located among historic homes just 4 blocks to restaurants, shops, park and art galleries in downtown Orange. Guesthouse includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Handcrafted heart pine furniture. Level 2 EV Charger. Kitchen includes refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites.

Luxury Tiny Home 2: Sauna, Farm & Mountain Views

The retreat at Rooted Land Co. consists of 1 farmhouse and 3 luxury tiny cottages on 350 private acres nestled at the base of the Blue Ridge Mountains with more than 1-mile of Rapidan River frontage. Each home is spaced with privacy in mind and positioned with breathtaking views. Countless outdoor activities including fishing, hiking, and wildlife viewing provide a unique experience during your stay. Rooted Land Co. is located just minutes from wineries, breweries, and Shenandoah National Park.

Hebron Valley Sunsets Cottage

Two bedroom cottage with front porch and panoramic views of the beautiful Blue Ridge mountains. The Cottage is perfect for a family of four or two couples looking to get away for a weekend of outdoor adventures. The space is furnished with two queen size beds, comfortable living room furniture and tables for indoor and outdoor dining. The bathroom is spacious with dual shower heads and ample room . The kitchen is modern and fully equipped to service all your food preparation and cooking needs.

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.

The Log Cabin at Ridgeview - Hiking, Wine, UVA

Entire main floor of quaint log cabin in the heart of Virginia's Wine Country. Close to Charlottesville airport, UVa campus, Shenandoah National Park, wineries, breweries, local restaurants. NOTE: Prices shown are for 2 bedrooms, 1 queen and 1 double, and 2 baths. For access to 3rd bedroom, at an additional fee which includes one double and one single, set number of guests to 5 or 6. Access to laundry. Cozy front porch, tons of parking, screened in porch out back for dining or relaxing.

The Rapidan Road Retreat

RELAX, REST and REJUVINATE at the 3R's- Rapidan Road Retreat! Updated kitchen and bathrooms -Charming and cozy sitting areas. Come ready to unwind and enjoy small town living. Just a short walk to downtown to explore dining opportunities, antique/ vintage gift shops and parks. Short drive to historic Montpelier, Market at Grelen, Woodberry Forest School and Wilderness Battlefield. Located near Gordonsville, Culpeper, Charlottesville, and Fredericksburg. Reasonable commute to Richmond or DC.

Spacious Retreat with Outdoor Firepit & Large Deck

Enjoy this tucked-away spacious, peaceful family getaway with lots of indoor and outdoor space. Wooden cathedral ceilings with fireplace and lots of windows to enjoy nature. Dine outdoors on the large wrap around deck with grill, firepit, horseshoes, and cornhole. Enjoy fishing and the rope swing at the nearby Robinson river. Walking distance to Blue Quartz Brewery and Winery. Enjoy the best of Madison - Local Horseback Riding, Hiking Old Rag and White Oak Canyon all within minutes away.

Creekside Cottage at Shenandoah

Welcome to our secluded cottage in the woods overlooking Shenandoah National Park! Your home base is located 10 mins from the cute town of Luray, through idyllic farmland and on acres of private hillside forest along a relaxing creek. As you enter this 3br/2ba home, you’ll find cozy cottage charm with thoughtful updates and modern amenities complete with a private hot tub. Within ~20 mins you'll find: - Shenandoah NP entrance - Luray Caverns - Wine country - Canoeing the Shenandoah River

Stunning Modern Cabin w WiFi near Shenandoah Park

My family lovingly restored this log cabin and it was recently featured in the Washingtonian as one of the top places to visit in the DC region! We’re so excited to share it with you! It is one of the only houses in the area with reliable high speed xfinity wifi. It is a short drive to so many of the popular Shenandoah National Park hikes and it's centrally located to so many of the popular breweries, wineries, restaurants, and adorable small towns.