Vacation rentals in Dillwyn

10 Acre Wilderness Paradise!

Welcome to 🐻Lazy Bear Lodge🐻!! Escape to this luxurious, secluded 10-acre Wonderland! Vast space to sleep 12, this stunning retreat lets you unwind & enjoy the great outdoors. Relax on the expansive wrap-around deck, by the fire pit, or explore the trails. Enjoy the arcade, billiards, & outdoor games! LBL has 3 levels, 3 spacious bedrooms, & 3 bathrooms. Enjoy a fully equipped kitchen & dine in the elegant dining area or on the deck with breathtaking views of the surrounding nature.

Cozy cabin for 2 w/mountain views & trails

Cozy cabin in the woods with beautiful mountain views from covered back deck! Perfect for nature lovers, couples, singles. Ideal for a peaceful escape or visiting local wine/brew trail. While remote, also a convenient base to visit area attractions, hikes & easy drive to C'ville. Relax on the covered back deck watching the sunset and wildlife. Over 2 miles of wooded trails on property for guest use. 15-20 min walk through woods trails (part of this walk is on a hill) to access Rockfish River.

Cozy Rustic Cabin at Whetstone Creek Farm

Unwind in this forest retreat. Enjoy waking up in the king size bed to forest views, a well appointed open floor plan, and a front porch made for sitting! Listen to rain on the tin roof or enjoy a bonfire in the fire pit after taking a stroll down our private wooded trails or wading in the creek. Stay connected with high speed WiFi. Wildlife abounds on this woodland plant farm. Approximately 15 minutes from Ft. Pickett, this is the perfect place to stay in Blackstone if you want to get away!

Caryn’s Cozy Cabin Hampden-Sydney

Beautifully restored spacious and peaceful log cabin with curated finishes, furniture, and fixtures throughout. Kitchen layout, along with adjoining sunroom and deck are perfect for family gatherings. Incredible location. Less than 4 miles from Hampden-Sydney, Longwood University, Downtown Farmville, Appomattox River, High Bridge Trail, and Dining Shopping. 4 bedrooms -2 queen beds and 4 twin- 3 full bathrooms. Central air, fireplace, WiFi, 3 TVs, and washer and dryer. Managed locally

The Hide-A-Way

Follow a long gravel driveway before you can view this comfortable house in the country. This house is 12 easy miles from the Town of Farmville and all it has to offer. Longwood University and Hampden-Sydney College is near by. Visit High Bridge State Park for hiking and Greenfront is a shopping destination. Lots of dining options will appeal to every taste and plenty of other activities to enjoy in this area. There is no phone-internet or satellite at The Hide-A-Way, Cell phones do work.

La-de-da studio near James River and Wineries

Welcome to La-de-da! We are located in beautiful, rural Howardsville, Virginia with convenient access to all the recreational amenities the James River has to offer. We are a VERY scenic 35 minutes to Wintergreen, all the wineries, breweries, distilleries and orchards in the region and great hiking trails! We are far enough outside of the cities of Charlottesville and Scottsville to provide peace and quiet, but just a scenic 20 minute drive to Scottsville and 40 minutes to Charlottesville.

Farmville-Entire House - walk to Downtown & Campus

King Bed added. Entire house - you’ll be the only ones there. 3 Bedrooms & 2 Full Baths. It's like having 3 Hotel Rooms but you get a full kitchen & family room. Walk to Downtown Farmville / Longwood Univ. Primary BR has a King Bed / private bath w walk-in shower. BR 2 has a Queen bed & twin daybed w access to 2nd hall bath w tub. 3rd BR has a Queen bed w twin bunk. Great location across the street f/Longwood Baseball field. Your door code will be specific to you and not re used

Shepherdess Cottage

Charming cottage located in Scottsville, Virginia on a 93 acre sheep farm. It is located 19 miles from Charlottesville. The Shepherdess Cottage is tiny, relatively private and offers beautiful views. We are a working farm so you may encounter us, but will respect your privacy as much as we can. You are welcome to "free range" with our sheep and enjoy exploring the property. Sometimes our lambing season (pretty much year-round) will offer bottle babies that you can feed and cuddle.

Rare Find: Private Animal Sanctuary & Tiny Cottage

For animal lovers seeking an exclusive and unique getaway, this boutique Airbnb in Scottsville offers a tranquil escape where guests can unwind in nature and connect with the sanctuary’s resident animals. Recognized by Northern Virginia Magazine, Trips 101, and Trips to Discover as one of Virginia’s most distinctive stays, this thoughtfully curated retreat features cozy furnishings, charming handcrafted details, and an expansive window that showcases views of the animals.

Convenient Rustic Cabin near Wineries

I’m located 6 miles from Scottsville, 15 miles from Charlottesville, 25-30 minute drive. A pasture of cattle is not too far away you can hear the mooing at times and see sightings of deer quite often. It’s a private and quiet location. Two large rivers, James and Rivanna offer recreational activities. Rustic cabin, country located. Clean and cozy with a well stocked kitchen with all your cooking needs. If not, leave suggestions on what is missed. Thank you.

BrightEyes Alpaca Retreat Farmville ,Virginia

Separate apartment ABOVE detached garage; Modestly equipped kitchen. KING bed, sitting area & electric fireplace. TV in living room. No WiFi. Your HOTSPOT works great here. PET FREE indoor/outdoor. *Pet free/NO pets allowed* , no exceptions. NO smoking (any device/format)on the premises. Max 3/No children under 5. Apartment access is thru INDOOR garage stairs;not recommended for individuals with mobility issues. No entrance by deck (there are no lights).

Sunflower Cottage

Peaceful 350-acre cattle farm/estate in 4.5 miles of gravel trails—just 17 minutes from Scottsville and 35 minutes from Charlottesville. Visit historical sites including Jefferson's Monticello and James Monroe's Ashlawn Highland. Enjoy kayaking on the James River and multiple award-winning wineries and breweries within minutes of your stay. Equine enthusiasts welcome—a fenced yard for the pup.