Holiday rentals with breakfast in Madison County

Summer Kitchen - The Inn and Tavern at Meander

This private and exceptionally romantic suite in our Virginia bed and breakfast was the original plantation kitchen. Located in a separate building, it is joined to the Manor House by a covered Jeffersonian brick archway. The Summer Kitchen features a large sitting room on the first floor, with gas firelogs in the huge Colonial cook-fireplace. The spacious bedroom upstairs has a king-size bed and fireplace. The private bath has a large soaking tub and shower. Light and airy with hand-refinished floors throughout, this architectural and historic treasure offers breathtaking Blue Ridge mountain views and vistas of verdant rolling pastures and woods. This suite is pet-friendly and has in-room Wi-Fi access.

Madison Cottage - The Inn and Tavern at Meander

Sophistication, drama and privacy - this cottage provides a romantic getaway in Virginia like no other. Located just across the back gardens from the Manor House, Madison Cottage has a queen-size black pencil post bed, dressed with high-end updated linens and 600 thread count sheets. This room offers a more contemporary feel with historic character. The most alluring feature of this recently updated cottage is the incredible two-person spa shower with rainfall, hand-held and regular shower heads and multiple body jets. Entrance to the pet friendly cottage is through a gorgeous private garden with a trickling gold fish pond and terrace. The cottage features a gas log fireplace and in-room Wi-Fi.

Shearer Suite - The Inn and Tavern at Meander

This elegant and refined two-room suite is upstairs in the Manor House of our Virginia Wine Country bed and breakfast and opens onto an inviting upstairs porch with magnificent Blue Ridge mountain views. The gracious, private sitting room is decorated in gold, ivory and Chinese reds and features an Oriental rug on the pine floor, a gas fireplace and wingback chairs. The dramatically decorated bedroom has a cherry queen four-poster bed piled with elegant linens and pillows. The private bath offers an over-sized soaking tub with shower. The suite is a tribute to former owners, the Shearer sisters, taste and refinement and has in-room Wi-Fi.

Mr. Jefferson's Suite - The Inn and Tavern at Meander

President Jefferson stayed here many times and was a lifelong friend of our original Colonial family. We are sure this would have been his room on visits. This expansive upstairs suite has a private staircase and features two queen-size beds, antiques, refinished original pine floors, wing back chairs, an Oriental rug and an adjacent sitting area with in-room Wi-Fi. The en suite bathroom is but a few steps from the bedroom and features a soaking tub and shower. The upstairs porch is only steps away, offering spectacular mountain views and fantastic sunsets.

The Lightfoot Room - The Inn and Tavern at Meander

The Lightfoot Room is an elegant, large downstairs room in the Manor House with a private outside entrance overlooking the gardens and fountain, and offers in room Wi-Fi. Named for owners of the property during the Civil War, Lightfoot has gleaming heart pine floors, antiques, wing back chairs, corner gas log fireplace and king bed with luxurious linens in beautiful shades of an updated green toile, giving nod to the age of the 1766 house with bright, large windows. Join us in our romantic Virginia bed and breakfast for an unforgettable getaway.

Groom's Cottage - The Inn and Tavern at Meander

A charming, private cottage near the stables, Washington Cottage and Madison Cottage. Enjoy spectacular mountain views and breathtaking sunsets steps away from the main house at our romantic Virginia inn. The Groom's Cottage, which originally housed the groomsmen caring for the horses, features a king size bed with elegant linens, newly refinished heart pine floors and newly renovated private bath with tub and spa shower. A gas fireplace completes the ambiance of the room. The Groom's Cottage is pet friendly with in-room Wi-Fi.

Farm Cottage just outside town of Orange.

Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

Rosemary's Nest LLC

Forget your worries in this spacious and serene space. Majestic mountain view. Host lives upstairs with separate entrance. Complete privacy provided. This area is rural and agricultural in nature.We have farming, hiking, and camping at nearby Shenandoah Ntl Park. Leave refreshed by the beauty and fresh air. Visit our vineyards and take in the stars in the quiet evenings thanks to few lights and minimal noise pollution. Breakfast foods stocked in your kitchenette for you to make.

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.

Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries

Beautifully renovated and cozy home in Madison, VA. Unit B is the bottom level of a duplex offering a peaceful setting, amazing views, close to wineries, wedding venues, hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Greene, Shenandoah Nat. Park, Culpeper & Orange, w/ shopping, restaurants, breweries, hiking, antiquing, site seeing & more. Dogs allowed- $30 fee.

Colonel Fry's Suite - The Inn and Tavern at Meander

This elegantly furnished Master suite is decorated in greens with crisp white trim. The carved four-poster queen-size bed is dressed with designer covers and luxurious 600-thread count sheets. Heart-of-pine floors have been lovingly refinished and a beautiful colonial fireplace with gas logs adds warmth and ambiance. Large private bath, in room Wi-Fi. Easy access to the upstairs porch with breathtaking mountain views and glorious sunsets. * Breakfast not included

The Skyhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the skyhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.