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Luxurious Stay for 2 at Historic Estate

Nestled on 13.6 acres of exquisitely landscaped gardens & grounds, Boxwood Villa (circa 1891) is a hidden gem for a couple’s retreat. Named for its stunning boxwood bushes encircling the property, this historic home was thoughtfully renovated by Leslie Gregg, the founder of The Market at Grelen. Her keen eye for contemporary comfort & preservation of historic design breathes new life into this historic manor. *Please note we only accept bookings for couples 30 days out from the requested dates.*

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ATLAST - THE FARMHOUSE

Don't let the exterior fool you, this brick home is decorated in Farmhouse Style, 1 mile from Historic Montpelier, 3 miles from Grelan Nursery, Orange, Willow Grove Inn and Woodberry Forest School. Across from a 30 acre farm. Gaze out the window at the horses and cattle, take a hike on a nearby trail or visit the many wineries in the area. Close to Charlottesville( 30 miles) Culpeper (20 miles) 1 and a half hours to DC. 20 minutes to HITS Horse show, Culpeper. Woodbrook Winery around the corner

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Iconic Virginia Farmhouse with Furnished Silo

This beautiful house is the culmination of eight friends’ vision for an ecological and architectural experience. Set on a picturesque 33-acre grassfed cattle farm, this 4 bedroom, 3 loft, 2.5 bath dwelling is ideal for family get-togethers and intimate reunions with old friends. Many Blue Ridge Mountain sunsets have been celebrated from the open air balcony. Due to the number of staircases and separated rooms, the property is not ideal for folks with toddlers or those with mobility limitations.

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Private Lake Anna Waterfront Chalet w/dock/beach!

Your cozy lakefront chalet is steps away from deep water and fun adventure. With sandy beach, fire pit, fabulous dock area, hammock, canoe, kayaks, and SUP, you will enjoy your lake vacation. Room to bring a boat and/or jet skis w/ community boat launch. High speed Internet, swingset, on a large private lot with woods between neighbors. Large deck overlooking lake with gas grill. The property has 250' of prime main lake frontage with fishing, dining, and sunbathing on dock. Pet friendly!

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Wildwood: Your Farm Stay near UVA in Barboursville

UVA, wineries, weddings, and breweries nearby! Flexible space and timing for friends and family: All 7 night stays are priced at 5 nights' rate, with 2 free. Short on time? All 4 night stays are priced at 3 nights' rate, with 1 free night. Offseason and last-minute rates make Wildwood your perfect base year-round for music, sports, skiing, Montpelier, Monticello, hikes, and reunions of friends and family. Here you are secluded, yet close to all the Piedmont has to offer. IG@farmstayva

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Newly Renovated•Private Farm Apartment near Cville

Come experience a relaxing getaway on our family’s dairy farm! Set in beautiful Orange County, We are close enough to Charlottesville (25 min) to fulfill all your shopping and eating needs, but have 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!

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Cardinal Cove: Waterfront Kayaks Firepit Boatslip

*Please note bookings after Nov 15th-Dec31st tarped construction materials on 1/3of patio as deck being installed. No construction will occur during guest visit. Looking forward to having hot tub next spring. Waterfront. Three queen size beds, 2 deluxe air mattresses. 65" 4k SU Samsung tv (240 channels/11 movie channels; plus movies on-site). Quiet hours: 11pm-8am. Kayaks for 6 available upon request must return to storage rack face down or $25 cleaning fee.

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Charming Guest Cottage at Winery

Early Mountain Vineyards' charming Guest Cottage, nestled next to our front block of grapevines and below our historic hilltop barn, offers breath-taking views of the Blue Ridge Mountains and a serene place to watch the sunset while sipping wine. Only short distance to our Tasting Room - open 5 days a week, Thursday - Monday. We recommend a reservation in advance - this can be made via our website, Early Mountain Vineyards, or by calling our winery directly.

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Monrovia on Main

Monrovia on Main is a beautifully restored gem built in 1904. Guests have use of the entire 3,400 square foot, 5 bedroom home with 3 updated full baths. Enjoy a private backyard or front porch for morning coffee or evening drinks. Walking distance to an array of shops & restaurants in downtown Orange. The home is located near Montpelier, Woodberry Forest as well as Barboursville Vineyards.

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The Nest on Hawks Ridge

The Nest on Hawks Ridge is in the heart of all you want to do in Central Virginia! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of exploring new and different places all await you! Check out our Guidebook for local attractions, restaurants, nightlife and sightseeing. Enjoy the serenity of the country! Follow us: @nestonhawksridge

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Farmette in Madison - Madison, VA

The Wolftown Farmette has a cozy fireplace, outdoor fire pit, a big front porch, two large bedrooms with two king size beds, a long bath tub and separate shower, all for you to enjoy after a day of hiking or vineyard tours. Come see us in Madison County! We are 3 minutes from Early Mountain Vineyard and 10 minutes from the Shenandoah National Park Graves Mill entrance.

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One of Central Virginia's Finest

This is your opportunity to spend a weekend on property at one of the most Historic and Private homes in Orange VA. This is the former residence of James Madison’s brother Ambrose Madison est 1783. The estate features 50+ acres of open fields.

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Baldy's Retreat at Wolftrap Farm - Family Escape!

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'Pond House' on Huge Horse/Cattle Farm

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Cox Mill House at Wolftrap Farm: Escape the City!

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Manor House at Wolftrap Farm: Escape the City

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Milker's Cottage at Wolftrap Farm (Horses in back)

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Barn Apartment at Wolftrap Farm - Escape the City!

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Historic Estate with Enchanting Gardens

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Madison Farmette Guest House

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A Charming Cottage on a Country Estate

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The Cottage At Liberty Mill. Pets allowed $25

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Monrovia on Main

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Cardinal Cove: Waterfront Kayaks Firepit Boatslip

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Central Virginia Country Cottage

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Historic 1790 House Near Charlottesville

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ATLAST - THE FARMHOUSE

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Newly Renovated•Private Farm Apartment near Cville

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Quaint Cottage - Wolftrap Farm (Horse neighbors)

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Iconic Virginia Farmhouse with Furnished Silo

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