Holiday 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.

Sparrow’s Worth is a cottage with complete privacy

Take it easy at this unique and tranquil getaway. Sparrow’s Worth is a quaint cottage filled with reclaimed floors and staircase from an 1860’s Virginia farmhouse. The upstairs bedroom welcomes you with mix of old and repurposed furniture. The small attached bath has a raised toilet and a shower. Notice the old radio from Baltimore, MD converted to a vanity. There is plenty of natural light for reading, and blackout drapes for resting. Refrigerator, stove, toaster oven, table, Fire TV, WiFi.

Pear Blossom Cottage - A Tiny House Retreat

Come enjoy the quietness and beauty of the countryside in this lovely and comfortable Tiny House. Minimalist living in a secluded and quiet country setting, but with all the comforts. Enjoy a full-size shower and regular toilet in this tiny place - no roughing it here. There is everything you might want for an enjoyable stay: Relax outside around the fire-pit, play games inside, take a walk in the country or read on the wonderful king-sized mattress in the loft. You'll be refreshed.

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.

BMB Farmstead

Interested in farming without the commitment of owning one? Come experience a working farm where milking cows and gathering eggs is our way of life. Enjoy the tranquility of the animals and nature around you. Nestled 5 miles outside of Farmville, 3/4 mile from Sandy River Reservoir and 1/4 from Sandy River Retreat there is a bountiful opportunity for outdoor adventures. We are pet friendly and require pets to be attended while out on the property. Please be sure to book indicating a pet.

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.

Whisper Creek Lodge! Lower Level Suite!

Whisper Creek! Located in the foothills of the Shenandoah Mountains. This Lower Level Suite will provide you and friends with the perfect place for back woods peace and quiet. Located one hour from UVA, Wintergreen, numerous Craft Beer Pubs and Wineries. This includes numerous choices for hiking. If canoeing and kayaking is your interest, I am located a short distance from several launch sites. I am willing to shuttle vehicles and assist in getting you where you wanna be.

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.