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Glass House | Mountain & Water Views @ Wintergreen

This custom home at the base of Wintergreen is located 40-minutes from Charlottesville. The waterside setting offers views from living, primary bedrooms, decks and porches, as well as upstairs bedroom and balcony. Large glass walls and sliding doors ensure connection with the landscape. A two-person master-bathroom shower with views of the pond is a key feature of the home's sleek and minimalist design. The home is off of the Rte. 151 beer/wine/distillery trail and nestled beside a golf course.

Cabin in Woods | Family & Dog Friendly | Fire Pit

Welcome to the Wooder House, a cozy haven nestled in the woods of Virginia's beautiful Nelson County! Enjoy relaxing and connecting in a private home centered on 38 wooded acres, but close to NelCo fun! - Peaceful nature retreat - Outdoor patio & fire pit - Great for families & dogs - Fully stocked kitchen - Private trail + hiking options nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun, check us out on IG: @thewooderhouse

One Level Living at Shadwell Terrace

Set in the heart of Wine Enthusiast’s Wine Region of the Year, this newly renovated 2-bedroom, 800 sq/ft terrace level flat with separate entrance, is located in a private setting in the Keswick area. Close to Downtown Charlottesville, we are adjacent to Clifton Inn and Glenmore and minutes to Keswick Hall. After exploring many of Virginia’s wineries, breweries, and historical sites, kick your feet up between the trees in the hammock or share your adventures online with our high speed Wi-Fi.

Rockfish Farmhouse

Rockfish Farmhouse is a quaint destination in Nelson County's Rockfish Valley. The house was built in the early 1900's and we've retained it's Farmhouse charm in the entire house renovation. It's located in the heart of 151 with wineries, breweries, cideries and distilleries within 7 miles on either side. We are close to Wintergreen, US bike route 76, and Skyline drive. This house is on its own property. Book with us and you'll love sitting out by the firepit enjoying the beautiful views.

Lux Country Retreat minutes from Charlottesville!

Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

Woodwind Cottage

Woodwind Cottage is a brand new, beautifully built cottage with living room, bedroom, bath, kitchen and loft. It has charming architectural details and a covered porch for enjoying the view of the woods. The loft has a fold out sofa for an extra guest or private work space. The home has wifi, smart tv for streaming, and a gas fireplace. Enjoy reading in the oversized window seat, rise early to see deer in the yard or, perhaps, a hot air balloon overhead in the spring and fall.

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds

Fully-updated, custom home in premier location. Warm hardwoods, lots of light, comfortable sofas & beds, easy check-in -- we strive to make your stay restful and refreshing. Nestled between Scott Stadium & JPJ, O'Hill & the Rotunda, wine country & the downtown mall, you could not be closer to the action yet in a quiet, residential neighborhood. The perfect place for any & all Cville/UVA events, work trips, reunions, weddings, family vacations, college visits, etc.

Modern Barn Escape+Brew Ridge Trail+CouplesRetreat

Recently refurnished to a high standard. The current Barn features a gourmet/chefs kitchen, full bathroom with standup shower, WiFi, 55" Smart TV with Netflix, Air con, fire pit, grill, patio and plenty of space to sleep 6. Enjoy your time home on the Farm! Private outdoor area, parking & self check-in. Also boasts some of the best views along the Brew Ridge Trail. Sit on your patio & watch the sun set over Humpback rock and the Blue Ridge Mountains.

Beauchamp House 2 BD Fishing Hiking Lake

The Beauchamp House is in the Blue Ridge Mountains of Virginia, near the Shenandoah National Park and Charlottesville, Va. Ideal for couples, friends and families. One pet welcome with additional $100 fee. Enjoy 129 acres with hiking trails, small lake, free mountain bikes, canoes, fishing. Wineries and fine dining nearby. Includes high speed internet and Roku TV. House has a separate basement apartment with a separate entrance and driveway.