Vacation rentals in Red Oak Hollow

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Top-rated vacation rentals in Red Oak Hollow

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Top guest favorite

A large boathouse is visible next to a serene lake, with a wooden dock extending towards the water. A dining table with chairs is positioned on the dock, and vibrant marigolds are seen at the base. The sky features scattered clouds, and lush greenery surrounds the area.

Home in Leasburg

Lakefront with Million Dollar Views on HYCO Lake

Get away from the stresses of life with this 3-Bedroom lakehouse with large boathouse. Sleeps 10 people in bedrooms and additional spaces on living room on couches. Breathtaking view of the lake and surrounding. Enjoy the water with included floating water mat or explore the area with our 2 kayaks and 2 paddle boards. Home features 3 bedrooms, 2 full baths, spacious full kitchen, washer/dryer, fire pit, 1,000MBs WIFI, YouTube LiveTV, gas grill , whole house standby generator and other amenities.

4.95 out of 5 average rating, 158 reviews

Guest favorite

An open area is presented with wooden walls and a high ceiling, featuring a seating arrangement with a couch and a side table. A carpet enhances the space, while soft lighting fixtures contribute to the ambiance. The adjoining area includes a rustic table and shelving units.

Home in Gretna

Room to Roam

A haven for nature seekers, this home is just out of town with plenty of comfort that makes you feel a world away from stresses of life. Turn onto quiet back roads to our quaint little escape just along the edge of a timber farm where creeks and streams border this secluded property. There is plenty of land to roam as you explore and appreciate the wildlife. Absence of city lights makes the night sky a perfect backdrop for stargazing. Take time to get away from it all and enjoy some relaxation.

4.98 out of 5 average rating, 50 reviews

Guest favorite

A spacious living area is furnished with a dark sectional sofa and a wooden coffee table atop a neutral area rug. Light fixtures hang from the ceiling, and a warm welcome sign is mounted on the wall. The open layout provides a view into the dining space.

Home in Alton

8 mi. to VIR! 18 min to Danville, South Boston, Va

Spacious & relaxing, this rural country home is 8 miles from VIR, and ~18 mi to Danville, South Boston, & Roxboro. The listing is on one floor level. High-speed Starlink WiFi. Bedrooms have linens/pillows/blankets. Bathrooms have towels,soap, etc. Full kitchen with coffee. Oversized paved parking with easy accessibility. Perfect for trailers/multiple large vehicles. Close to hwy, may want to pack earplugs. Please note: this listing is not in the city. Strict no smoking or pets please.

4.94 out of 5 average rating, 206 reviews

Top guest favorite

An in-ground pool is surrounded by a smooth concrete deck, with lounge chairs positioned on either side. The calm water reflects the surrounding greenery, and a white fence provides privacy. The atmosphere suggests a peaceful space for relaxation.

Home in Ringgold

Willow Oaks Guest House

Welcome to Willow Oaks Guest House. We hope you enjoy your stay. Relazing Atmosphere Quality Bedding In ground pool in summer months Covered outdoor dining..charcoal grill Central heat / air Full size Washer and Dryer Small appliances / spices Board games and puzzles VIR raceway 7mi Danville Casino 11mi (future Ceasars Virginia) Hyco Lake 12mi Martinsville Speedway 39 mi Historic Downtown Danville 9mi Tickle's (from Moonshiners) Table restaurant 1mile Circle drive for turnaround space

4.98 out of 5 average rating, 53 reviews

Top guest favorite

Home in Blairs

Levi Hall Farmhouse- Whole House

This beautifully renovated farmhouse blends rustic charm with all the modern amenities needed for a relaxing and memorable stay. Nestled in a peaceful rural setting, the home features five spacious king bedrooms and four full bathrooms, thoughtfully designed for convenience and comfort. Fresh linens, plush towels, & toiletries are provided to make your stay as comfortable as possible. The kitchenette is minimal and tidy, meant for convenience rather than full-scale cooking.

5.0 out of 5 average rating, 10 reviews

Guest favorite

A curious dog observes a herd of grazing cattle in a lush green field. The cows, in various shades of brown and black, are scattered throughout the expansive landscape, surrounded by tall grass and a clear blue sky.

Home in Halifax

Pastoral Retreat: Embracing Equines, Cows & Nature

Escape to this serene retreat, where comfort meets nature. The home features 3 cozy bedrooms, 2 modern bathrooms, and ample space for six guests. Relax in the inviting living area, cook in the fully equipped kitchen, or explore the 300-acre property with hiking trails and an equestrian facility. This nonsmoking house ensures a fresh environment, with a $150 fee for any violations. Book now to experience the perfect blend of comfort and adventure in a truly special setting.

4.93 out of 5 average rating, 43 reviews

Top guest favorite

Home in Chatham

Hermione’s Purse

In the heart of downtown Chatham just across the creek from Chatham Hall, you will find a tiny home with room for everyone. Private and quiet with sweeping green views, Hermione’s Purse is within easy walking distance of both private schools and all downtown businesses. Built to last in 1960, the original part of the home consists of the living room and kitchen, with two bedrooms upstairs. The home’s first indoor bathroom and a bedroom downstairs were added in the 1980s.

5.0 out of 5 average rating, 36 reviews

Guest favorite

A spacious porch area is highlighted by three blue rocking chairs, each adding a pop of color against the natural wood decking. A decorative cushion with a paisley pattern sits on one chair, complementing the inviting outdoor space near large windows adorned with soft curtains.

Home in South Boston

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!

4.94 out of 5 average rating, 106 reviews

Top guest favorite

A two-story house is set against a blue sky with fluffy clouds. The front porch features a spacious deck with wooden railings. Lush green grass surrounds the property, with small bushes lining the perimeter. Steps lead up to the entrance, enhancing accessibility.

Home in Blanch

Backwoods Family Getaway! 3 Bedroom house!

Originally an amish family house back in year 1995, that was remodeled and renovated to give that modern look. We are located 6 miles away from the local town nearby groceries, restaurants and fast food. You will not miss our house, as we are the last house by the end of the road, we have a quarter a mile gravel driveway from the stop sign, just come through the stop sign and you will see the property. This is property near the woods, with different wildlife sightings.

4.99 out of 5 average rating, 114 reviews

Top guest favorite

A well-lit living area features a cozy couch and an orange loveseat, with decorative throw pillows. A wooden coffee table sits in the center, adorned with a vase and flowers. Three framed art pieces hang on the gray wall, and sheer curtains cover the large windows.

Home in Danville

"Remodeled Spacious Retreat"

Welcome to our tranquil retreat. Our renovated home provides a spacious, peaceful environment in a quiet neighborhood. The open layout encourages stress-free relaxation, and the basement includes a fun entertainment area with a wet bar, pool table, and arcade machines. Relax and rest in cozy bedrooms with modern amenities and explore nearby attractions. Make unforgettable memories in this revitalized gem, where comfort and happiness come together!

5.0 out of 5 average rating, 81 reviews

Top guest favorite

Home in Sutherlin

Eagles’ Haven | Private Luxury Retreat Water View

Welcome to Eagles’ Haven, a brand-new luxury retreat completed in 2025. Set on 130 private acres in Sutherlin, VA, this 5BR/4BA home overlooks a peaceful pond—perfect for relaxing getaways. Designed by an experienced Superhost, it blends comfort and style in a serene nature setting. Enjoy hiking on the property, catch and release fishing, and exploring the beautiful surroundings. If you’re lucky, you may spot our nesting bald eagles!

4.95 out of 5 average rating, 20 reviews

Guest favorite

The exterior of a welcoming single-story home is highlighted, featuring a red roof and a spacious front porch. Lush greenery surrounds the property, enhancing the tranquil setting. A paved driveway leads to the home, providing access to its inviting facade.

Home in Alton

Guest House near VIR, Hyco Lake, Dan River.

Enjoy this privately located home tucked into a cove of trees. Just 7 miles to VIR. A 17 mile drive brings you to Dan Daniels Memorial Park which offers beautiful, scenic, and paved walking trails, biking and fishing. (Bike & canoe rentals available at the park) The Hyco lake Marina in NC is only 9.5 miles away. Shopping and restaurants as close as a 10 minute drive.

4.94 out of 5 average rating, 163 reviews