
Holiday houses in Dillwyn
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Top-rated holiday rentals in Dillwyn
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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.

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.-posted!! 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). No EV charging onsite.

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.

Terrell House, ca 1850
This ca 1840 house, listed on the National Register of Historic Place as part of the Scottsville Historic District, has been completely renovated. It is located in historic Downtown Scottsville. Within walking distance are four restaurants and a brewery. A grocery store and other restaurants also a short drive away. A nature area with trails is also nearby. It has a kitchen, dining and living area. WiFi. If this house is already reserved, I have other properties that could be available.

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.

Scottsville Downtown Bungalow
Stay in downtown Scottsville. This little river town is very friendly. The house is neat and clean with central heat and air on a quiet side street. Have fun on the river tubing & kayaking. Walk to the lake, hiking trails, the river, brewery & restaurants. It's about 20 miles from UVA in Charlottesville and from Yogaville & only a short drive to several wineries in the area. The covered front porch has a patio set for 4 to enjoy morning coffee or afternoon drinks.

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.

Hawkwood House King Bedroom
Hawkwood House is close to Charlottesville, VA. It is in a 100-acre wood. Two guests share downstairs bedroom. Guests may use upper floor only with prior arrangements. It is a very quiet, peaceful setting. It is located near historic sites from colonial times of the United States and the Civil War and near Charlottesville VA and homes to three early US presidents (Monticello, Ash Lawn and Montpelier).

The Carriage House at Stagebridge Farm
Take in the beauty of nearby Blue Ridge Mountains from this private guest suite in Lovingston, Virginia. Recently constructed, the Carriage House is bright and airy, and is conveniently located close to nearby wineries, cideries and the Virginia Distillery Company. The suite includes a King-sized bed, and a futon, fast wi-fi, and amenities to make your stay relaxing and enjoyable.

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.
Popular amenities for Dillwyn holiday rentals
Other great holiday rentals in Dillwyn

Cozy 1-bedroom Condo with Fireplace Near Ski Slope

Peaceful Haven

Silo on the James River by Stay Different

The Bungalow on Putney st

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

<Escape> The Darling Executives

What a View! 6 min to Ski Hot Tub Fireplace Grill

Shireton: Cozy Off-Grid Cabin in Virginia’s Nature
Destinations to explore
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- Pocahontas State Park
- Downtown Mall
- James Monroe's Highland
- Wintergreen Resort
- Blenheim Vineyards
- Amazement Square
- Liberty Mountain Snowflex Centre
- Cardinal Point Winery
- Glass House Winery
- University of Virginia
- John Paul Jones Arena
- Devils Backbone Brewing Co Basecamp
- White Lotus Eco Spa Retreat
- Monticello
- The Rotunda
- IX Art Park
- James Madison's Montpelier
- James River State Park
- Appomattox Court House National Historical Park
- Percival's Island Natural Area




