Holiday houses in Wylliesburg

Dockside Dreamz #1 w/beach & dock

The downstairs unit of this lakefront duplex offers stunning main lake views, a private dock, fire pit and sandy beach (normal pool), all just minutes from downtown Clarksville. Whether you’re fishing Buggs Island/Kerr Lake, vacationing with family, relaxing on the patio, or checking out the local wineries and brewery, Dockside Dreamz #1 is the perfect escape with all the comforts of home. Sleeps six, Wi-Fi, grill, and a large patio. Discounts available for those also renting Dockside Dreamz #2.

Spacious Woodland Cabin - Kerr Lake

Calling all nature lovers, outdoors men, women, & families looking for adventure! Take a hike or enjoy the hot tub. Wooden Cabin close to Clarksville & Bluestone Landing. Take a walk or a golf cart ride to reach the property’s dock or sit on the porch & unwind. Close to everything, yet far away. Enjoy a beautiful cabin w/ modern amenities such as Starlink Internet & smart TVs throughout. Best Wi-Fi you can get -2 bedrooms, 2 full baths, rec room & loft w/4 beds. The perfect place to disconnect.

Kerr Lake Amazing Views, Private Dock, Quiet

Peaceful lakefront retreat: Private dock, table, and new solar-lit umbrella (7/28/25). Amenities include a new gas grill (7/28/25), paddleboard, canoe, kayak, cornhole, hammock, firepit, puzzles, books, and games. Enjoy a large deck with two tables and a screened porch with couch—perfect for morning coffee. The home features 3 bedrooms, a loft, 3 full baths, and a dedicated workspace. Ideal for families, friends, or fishing trips. Driveway fits 5 trucks with trailers; boat launch 2 miles away.

Lakefront Cottage w/ great view and use of dock

The sunlit cottage is perfect place to enjoy the largest lake in Virginia, exploring nearby state parks, the quaint town of Clarksville, or nearby breweries/wineries. The cottage offers an open view of the lake and use of a dock (150 yds from house) for fishing, swiming, docking watercraft or watching the sunset. A great retreat for a small family of 4 or 2 couples. Please indicate the number of guests; parties over 4 must be pre-approved. Reservation must be by an adult (age 21+).

Cousin Carol's Fishing Adventure! Scottsburg, VA

Welcome to this cozy and fun fishing-themed home at the Little Tin Can Campground! Come rest, relax and enjoy the charming little town of Scottsburg, VA! This retro-inspired home has been comfortably updated and is just minutes away from fishing, hiking and outdoor activities at Staunton River State park; situated closely to South Boston and the Speedway; and about 20-30 min away from several wineries. What's more: inquire about our neighboring property and book a stay full of family fun!

The Cottage at Kentwood

Escape the city life and immerse yourself in the peacefulness of our country retreat. Located at historic “Kentwood”, circa 1837, our cottage offers the perfect blend of charm and comfort. With spacious rooms, a fully equipped kitchen, and cozy living areas, you’ll feel right at home. Unwind on the porch watching the sunset or take a stroll around the property. Centrally located between Raleigh, Richmond, & Lynchburg. Convenient to Farmville, Longwood University, & Hampton Sydney College.

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.

Red, White & Bluestone - Lake Front, Private Dock

We still have water at our dock! And an XL beach! Make wonderful memories at this thoughtfully outfitted and decorated family-friendly lake front home. Stay in Red, White & Bluestone, located in a charming cove on Buggs Island lake, close to the town of Clarksville (Virginia’s only lakeside town), shops, a brewery, restaurants, and more! The private dock has boat cleats and fishing rod holders and is just steps away, so bring your boat! Bluestone boat landing is just a mile away.

Kerr Lake Log Cabin on calm cove

Lake views, gentle slope, calm cove, sandy beach, private dock, fish-cleaning station, screened porch, deck, grill, dog-friendly three-acre property. UPDATE: Extreme drought in effect, affecting lake levels. Cove is inaccessible by boat below 298 ft mean sea level. Check kerr . uslakes . info for lake level status. Contact us with questions. We are happy to share our most recent photos of the dock and cove area. Keep in mind that levels can fluctuate dramatically on a weekly basis.

The Lucky Leah - Charming Home in Downtown Halifax

Welcome to the Lucky Leah! Enjoy this newly renovated home built in 1900 located in the heart of Historic Downtown Halifax. The flow and function of this home will work for families of all sizes. This home sleeps 6 guests and features spacious 2 Bedrooms 2 Bathrooms including a queen size sleeper sofa . Only footsteps away from Molasses Grill and a short drive to Tunnel Creek Vineyards, Factory Street Brewing, and Springfield Distillery, and located only 20 miles from VIR.

Papa's Place at Foy's Farm

Relax with the family, friends, or solo... Welcome to Papa's Place! Our completely renovated 1959 two bedroom one bath home in South Boston VA where rustic meets modern. We invite you to enjoy the large front yard, let the butterflies greet you, watch the deer graze, cherish sunsets from the front porch or late nights by the firepit. Only 26 miles from VIR and 30 from the NEW CEASARS VIRGINIA CASINO!! Come visit Papa's Place... where you will ALWAYS be at home!

Charming & Spacious Apartment

This charming apartment, in a beautifully preserved 1940's era home, offers a blend of vintage character and modern comfort. It is conveniently located in a small town that is known for its rural charm, historic sites, and agricultural roots. Guests will enjoy being able to access banks, groceries, medical care, and restaurants which are within 1 mile of this property. Guests only need to bring their essentials and enjoy being part of the Keysville community.