Our 1800's two story 2200 square farm house, once a log cabin, welcomes you! Sleepy Hollow is nestled in scenic rural Nelson County, Virginia. Relax on the covered deck, dine in the renovated kitchen or dining room. Two bedrooms on the second floor can sleep 4. Full baths on each level. There barn and pastures are Not part of the listing. Located along the Nelson 151 winery and brewery trail. Wintergreen skiing, and festivals., and several colleges and Universities are nearby.
The space
Sleepy Hollow Retreat: An 1865 Mountain Foothills Escape
Step back in time and breathe in the mountain air at Sleepy Hollow Retreat. Nestled at the base of the majestic Blue Ridge foothills in scenic Nelson County, our 1865 farmhouse is a sanctuary for those who crave wide-open spaces, historic charm, and the simple joy of country living.
Our yard preserves the authentic rural ambience of Virginia’s countryside. Whether you want to gather with friends or find a quiet corner to yourself, the outdoors is yours to enjoy:
The "Porch Sitter’s" Dream: Our covered back deck is the heart of the home, outfitted with classic rockers perfect for taking in the view. The porch features a gate you can close for a cozy, tucked-in feel or leave open to the mountain breeze.
The Tree-Shaded playground: Follow the dappled sunlight to a favorite guest spot—seating for five tucked under the trees, ideal for long afternoon chats or a glass of local cider.
A Quiet Moment: We also offer a private patio with seating for two, perfect for your morning coffee.
Historic Soul, Modern Comfort
Inside, the house retains its 19th-century character while providing the modern essentials you need for a stress-free stay.
Gather & Dine: Prepare meals on reliable Maytag appliances and gather around the kitchen or dining room table for family dinners.
Restful Nights: Upstairs Master: A peaceful retreat with a full-size bed.
Second Bedroom: Features a charming antique three-quarter bed and an additional twin bed.
Convenience: Full bathrooms are located on both the first and second floors for your comfort.
Connectivity: We offer Firefly Satellite Wi-Fi and a Smart TV—simply log into your personal HBO, Hulu, or Netflix accounts. While we are in a rural area, our guests typically have no connection issues and stay in touch without any problem. You may find some of our personal belongings in the home, adding to the authentic, lived-in farmhouse feel.
Ideally Located for Exploration & Events
We are perfectly positioned for your Virginia adventure, whether you are here for a celebration, a campus visit, or outdoor fun:
Wedding Guests: We are a convenient home base for nearby premier venues, including Pharsalia, Fox Trot in Massies Mill, and Oak Ridge in Arrington.
University & College Visits: We are a convenient home base for families, located within 40 miles of the University of Virginia (UVA), Liberty University, Sweet Briar College, and the University of Lynchburg.
Adventure Seekers: Minutes from the Blue Ridge Parkway, hiking trails, and kayaking on the James and Tye Rivers. Lake Nelson is also nearby for fishing (license required). Find nearby golf courses, skiing, hiking at the Wintergreen Resort.
The "Brew Ridge" Trail: Close proximity to the area's famous breweries, vineyards, and cideries.
Seasonal Delights: Walk just up the road for pick-your-own strawberries in the spring, or enjoy apple picking, festivals, and scenic drives in the fall.
> 🪵 A Note on Our "Historic Charm"
To stay in an 1865 farmhouse is to embrace nature. During cooler months, such as October and April, you may meet some local "stink bugs" or lady beetles. We vacuum and clean thoroughly before you arrive, but these tiny travelers occasionally find their way back in to enjoy the warmth! A quick pass with the vacuum (provided) does the trick. Because this is a natural part of rural living, we do not offer refunds for these seasonal visitors.
Climate & Tech: We provide air conditioning units and old-fashioned fans for summer, and electric baseboard heat for the cooler months. While cell signal can vary by provider in the foothills, our guests typically have no connection issues thanks to the provided Wi-FI
We hope you enjoy our rural area and find time for rest and relaxation.
Guest access
To ensure you have a peaceful stay, a few areas of the house (the attic, one upstairs bedroom, and specific storage closets) are reserved for our personal items and will remain locked. While most of the home is yours to enjoy, you may notice a few dressers containing our personal belongings—we kindly ask that you leave those drawers undisturbed. We’ve made sure there is space for you to unpack and feel right at home, closets are limited.
Other things to note
Welcome! We are so glad you’ve chosen to stay with us. Our home is tucked away in a beautiful rural setting that offers the perfect mix of peaceful mountain vibes and easy access to some of the best festivals and food in Virginia. To help you settle in, here is a guide to our home and the local gems that make this area so special.
🏡 Home Comforts & Linens: We want you to feel right at home! We provide bedspreads and pillows for your stay. Linens: You are welcome to use ours, or you may bring your own if you prefer. Check-out Request: If you use our linens, we kindly ask that you start a load in the wash before you head out.
🍇 Festivals & Wedding Venues. We are located in the heart of Virginia’s most scenic event country!
Wedding Venues: We are perfectly situated for those attending ceremonies in the area. Our proximity to Charlottesville, Lynchburg and the Blue Ridge, local wedding venues and vineyards makes us a convenient "home base" for wedding guests.
Virginia Wine & Garlic Festival: Just 10 minutes away at Rebec Vineyards. It’s Virginia’s largest agricultural festival—expect incredible wines and 150+ unique vendors. Sorghum Festival: Located just up the road in Clifford, VA. Crozet Arts & Crafts Festival: A must-visit for art lovers, located nearby.
🍴 Local Dining Favorites. Whether you want a quick bite or a sit-down meal, here are our top recommendations: What to Try: Mac’s Country Store:The best fried chicken you’ll ever eat. Old-fashioned general store with seating to chat with locals. Ann’s Family Restaurant: Hearty, homemade meals at great prices. A "don't-miss-it" roadside staple. (Closed Saturdays). Iron and Ale in Nellysford! atmosphere and elevated pub fare. Lovingston Options: Vito’s (Italian), Chen’s (Asian), or El Mariachi (Authentic Mexican), 15 minutes away for a variety of flavors.Quick BitesChicken Coop, Subway, or McDonald's. Convenient stops right off Route 29.
🌲 Outdoor Adventures: If you’re here for the fresh air, you’re in luck. We are a short drive from: The Blue Ridge Parkway: Only 20 minutes to one of the most scenic drives in the country. Wintergreen Resort: Golf, hiking, and seasonal activities. Farmers Markets: Fresh local produce is everywhere! Check out Flippin/Seaman, Dickie Brothers, Drumhellars' or Saunders (all within 5-10 minutes). Nelson County Website: Visit their site for a full list of local hiking trails.
🛒 Essentials & Groceries: Quick Basics: Mac's Country Store (5 mins) has the essentials and gas. Full Grocery: Food Lion in Lovingston (10 mins) or IGA in Nellysford, (15 mins). Convenience: Dollar General and Family Dollar are both about 10 minutes away.
🏥 Medical Services: We hope your stay is smooth, but just in case: Primary Care (M-F): UVA Family Practice and Afton Family Practice (Nellysford). Urgent Care/Hospitals: Located in Lynchburg, Charlottesville, and Waynesboro.
Enjoy your stay in beautiful Nelson County!
