
Vacation rentals in Dillwyn
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Top-rated vacation rentals in Dillwyn
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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 Van Clief Nature area, hiking trails, river, brewery & restaurants. It's about 20 miles from UVA and Yogaville & only a short drive to several wineries in the area. The covered front porch has a patio set for 4 to enjoy coffee or afternoon drinks. Due to allergies, I am unable to accommodate pets.

Cozy Farm Cottage near Farmville Virginia
Our cozy guest house is situated on a 36 acre working farm where you will enjoy privacy and pastoral views. Our posted rate is for 2 guests. The town of Farmville is an easy drive 10 miles south of us, where you will find Longwood University, Hampden-Sydney College, Green Front Furniture, the High Bridge Trail, and activities on the Appomattox River. Charlottesville, Richmond and Lynchburg are less than an hour away. Cottage has one bedroom with two twin beds, and one bedroom with a double bed.

Lazy Bear Lodge | 12 Acre Fun Family Getaway
🐻 Welcome to The Lazy Bear Lodge 🐻—a one-of-a-kind 10 acre retreat where fun, fresh air, and unforgettable memories come naturally. Sleeping up to 12 guests, this spacious lodge features a wrap around deck, fully stocked kitchen, charming bear-themed décor, extremely clean accommodations, and incredible outdoor spaces with a huge fire pit, lawn games, hiking trails, and room to roam. It's the perfect escape for families and friends looking for a unique getaway that's as relaxing as it is fun.

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.

Riverview at Belle Meade Farm
Escape to Belle Meade Farm, a magnificent 106-acre estate overlooking the James River, once owned by Thomas Jefferson's family. Nestled in the serene countryside, the property is just a mile away from historic downtown Scottsville, a short 25-minute drive to Charlottesville, and near many wineries and breweries. Experience the ultimate outdoor adventure by indulging in a plethora of activities, including petting the cats and dogs, catch and release fishing at our pond, or tubing the river!

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.

The Back House at Gully Tavern
Discover the perfect escape at our family-friendly cottage! Ideal for contractor crews, adventurers, or families seeking relaxation, our spot has it all. Nestled near trails, lakes, and wedding venues like The Barn @ Gully Tavern, enjoy hiking, fishing, or relaxing by the fire pit. Just 10 minutes from Longwood and 15 minutes from Twin Lakes State Park’s beach, it’s perfect for stargazing, grilling, and making memories. Escape to nature and experience convenience, relaxation, and fun.

Lotus View Retreat in Yogaville/Chalet
Custom-Built Retreat with Breathtaking Views This beautifully custom-built, fully furnished 2-bedroom home offers stunning panoramic views of the James River, Lotus Temple, and Blue Ridge Mountains, all just one mile from the heart of Yogaville. Nestled in peaceful seclusion, this standalone home features a private wraparound deck, a grand great room with soaring cathedral ceilings, and a serene master bedroom with an en-suite bathroom—a perfect sanctuary for relaxation.

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.

Seven Springs, a cozy getaway sitting on 500 acres
The perfect place to get away from the hussle and bussle. ****No cleaning fees**** ****No Pets Allowed**** Seven Springs is a place for you to relax, be secluded, and enjoy rustic elegance at its best. The view offers fields and an appreciation of the beautiful standing timber. We call it Seven Springs because there are 7 natural springs that run together. One of the only Airbnb in the state of Virginia with it's own private 18 hole disc golf course!
Popular amenities for Dillwyn vacation rentals
Other great vacation rentals in Dillwyn

Cozy Cottage Homestead in the heart of Virginia

SkySpace Sanctuary

The Longbranch Chalet

Villa on the Lake

Historic home near Farmville with Modern Comforts

Cozy house in downtown Farmville w/ fenced in yard

Walk to Longwood • Sleeps 6 • Near Hampden-Sydney

Hot Tub | King Suites | Outdoor Fireplace & Lounge
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- Pocahontas State Park
- University of Virginia
- Monticello
- Devils Backbone Brewing Co Basecamp
- Wintergreen Resort
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- The Rotunda
- Downtown Mall
- Liberty Mountain Snowflex Centre
- John Paul Jones Arena
- IX Art Park
- James Monroe's Highland
- James River State Park
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- The Plunge Snow Tubing Park
- James Madison's Montpelier
- Metro Richmond Zoo
- SeaQuest Lynchburg
- White Lotus Eco Spa Retreat
- Chisholm Vineyards at Adventure Farm
- Amazement Square





