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.

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. Night Archer Farm is located off a quiet country road in Afton, Nelson County. It is private, but not remote. You are close to the Brew Ridge trail, wineries, breweries, skiing at Wintergreen, Blue Mountain Brewery, Devil's Backbone, golf, hiking, or driving the Blue Ridge Parkway. Hike directly from the Yurt up into the mountains!

Tiny Log Cabin

This tiny hand-hewn log cabin is a perfect, peaceful, and relaxing way to unwind and reconnect with your loved one or have a personal retreat for yourself. Nestled in the Blue Ridge Mountains on 300 acres of private land with plenty of room to explore and enjoy the wild life. Come witness the brilliant night sky lying in an open field with no city lights to diminish the experience. Minutes to Wintergreen Resort, the Appalachian Trail, Sherando Lake, 4 breweries, 6 wineries, and 3 cideries.

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.

The Cottage at Hardware Hills Vineyard

Head for the Hills! The Cottage at Hardware Hills Vineyard sits atop the property alongside the main estate house. Bask in Virginia sunsets over the vines. Take a short hike down to the Hardware River where you can dip a toe in or try your hand at fishing. On weekends, you have a family-owned winery right in your front yard to stroll down and sit by the vines to enjoy delicious wines. Centrally located to many wine trail attractions and all that the Charlottesville area has to offer.

The Inn at Hampden-Sydney

A peaceful, quiet, and cozy home on 36 acres of beautiful land that rests just 5 minutes from Hampden-Sydney College and 10 minutes from Longwood University. We want your stay to be comfortable and relaxing, which is why each bed is comfortable and topped with luxurious linens. The house is equipped with 3 big screen tv's. You can also watch the deer from the enclosed front porch or open back deck. Enjoying sitting around the firepit or walking along one of the many paths on the property.

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.

1893 House on Wild Oats Farm

This traditional rambling farm house built in 1893 is located on a 130 acre working cattle farm in lovely rural Virginia. Enjoy your morning coffee with views of the pastures, pond and woods from 3 porches. The farm is conveniently located to Scottsville, Charlottesville, UVA, Monticello, Ashlawn Highland, the James River, Richmond, Mt. Ida and award winning winery's and breweries. 8 people max staying in house

Cozy and Private Riverfront Cabin on 50 Acres

Voted “Coolest AirBnb in Virginia” by Condé Nast www.cntraveler.com/gallery/best-airbnbs-in-the-us Nestled amongst a stand of mature hardwood trees, atop a bluff overlooking the scenic Appomattox River, this cozy cabin is a great place to let your stress melt away. Originally built in the 1800's and moved to its current location in the 1970's, it offers old-school charm and modern comfort.

Lucid Dreams little house

Have fun at Lucid Dreams Little house on the farm. You can go dream walking and feel so free and peaceful. Open land and woods. A place you just don’t want to leave. Rocky the Mimi horse will greet you in the yard. Redneck beach in the back where picnics are always fun. Check out our beautiful sun rises and sunsets. Bring your horse or a friend.

Lotus View Retreat in Yogaville / Cabin

Welcome to Lotus View Retreat, a custom-built log cabin perched atop a scenic ridge in Buckingham, Virginia. Overlooking the majestic James River, the Lotus Temple, and the rolling Blue Ridge Mountains, our cabin offers a tranquil haven just a mile from the heart of Yogaville.