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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.

Wooded Haven | Family Friendly | Fire Pit | Trail

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, comfortable home centered on 38 wooded acres. - Peaceful nature retreat - Outdoor patio & fire pit - Great for families & dogs - Fully stocked kitchen - Trail to river onsite & hiking nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun area recs, check us out on IG: @thewooderhouse

Clean family-friendly 5br for wine country getaway

Come to Sunnyside! A new 5 bedroom home with game room, hot tub, and space for 12 people on 4 acres on a private farm road. Just off the infamous Route 151, or "Brew Ridge Trail", you are RIGHT in the middle of the action: 7 minutes to 10 wineries / breweries, 5 minutes to the nearest family farm or golf course, 10 minutes to Skyline Drive with PLENTY of places to hike, and 25 minutes to skiing at Wintergreen. You are surrounded by jaw-dropping mountain views/sunsets that surprise every guest.

Spacious Afton Estate: Brew Ridge Trail w. Firepit

Message me now for seasonal discounts. Looking for a unique pet-friendly stay that accommodates up to 12? You’ve found it in amenity-rich Boogie Nights Manor a wildly spacious, 4,000+-sqft home on 3+ acres where every room is a feast for the eyes, filled with art and artifacts. Whether you’re an outdoor enthusiast, fall-foliage viewer, or fan of craft beverages here to visit wineries, breweries, and distilleries on the Brew Ridge Trail, you’re unlikely to ever find a rental like this one!

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.

“Small" House/Peaceful/Breweries/Hikes/Wineries

The Small House is anything but small when it comes to comfort and relaxation. Located in the heart of Nellysford near a local grocery store and restaurants. Close to many hikes, the Blue Ridge Parkway, the AT, wineries, cideries, and breweries! The property includes a deck, outdoor fire pit, grill, and 11 acres to explore. At the very back of the property is 600 feet of private river/creek access. The perfect spot to fish, picnic, read, and/or let the kids cool off and play! Come and stay!

New! 5Br Getaway/Ski/Wineries/Breweries/Hike/Bike

Welcome to Afton Stays. Escape to luxury in our beautifully renovated 4,200 sqft home on a golf course in the heart of the 151 Brew/Wine Trail. Savor breathtaking views of the mountains as you relax in wine country. Whether you're planning a girls/guys weekend or a family gathering, there's something for everyone with indoor basketball, foosball, ping pong and corn hole. Enjoy easy access to world-class wineries, breweries, golfing, hiking, and dining, all just minutes away.

Llama Loft | Low Fees | Darts | Fire Pit | Off 151

Save money on fees and enjoy our open-concept home a mile off Brew Ridge Trail and close to Wintergreen Resort for skiing, Skyline Drive, hiking, biking, golfing, and local eats/breweries/wineries and vineyards. Oversized windows bring amazing mountain views and sunrise in, the deck provides a spot to relax, and the modern interior is a fun place to gather. Our spacious and colorful home is perfect for large groups of families or friends or an intimate couples' retreat.

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.