
Holiday houses in Red Oak Hollow
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Top-rated holiday rentals in Red Oak Hollow
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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.

Cozy Private Cabin • Relaxing Hot Tub Retreat
Unwind in our cozy, private traditional log cabin tucked amid pines. Step outside to take a romantic dip in your exclusive hot tub and gaze at the star-filled sky. • 2 comfortable bedrooms & 1 full bath • Full kitchen with dishwasher & coffee maker • Fast Wi-Fi & dedicated workspace • Backyard fire pit for nightly s’mores • Wraparound porch for coffee or nightcap • Quick drive to Caesar’s Virgina casino (25 mins) We are Superhosts and respond within the hour—reserve your escape today!

Mountain cabin feel on Hyco Lake.
Unwind at this hidden jewel tucked in the woods on Hyco Lake. Forget tiny houses, this “Skinny House” boasts two bedrooms, two baths, a spacious open floor plan, cedar ceilings, fully equipped kitchen, gas grill, solo stove, laundry room. Indoor and outdoor living that is large enough for six adults. Floating dock invites you to spend your days on the lake - swimming, fishing, boating, or just soaking in the views. Canoe, Kayaks, Paddle-boards & life vests provided!

Hummingbird Hollow at Lake Hyco
Escape to a serene, family-friendly lake house retreat with a private boat house and stunning views. Enjoy cozy interiors, a fully equipped kitchen, and a deck perfect for morning coffee and outdoor dining. Spend your days kayaking, fishing, or relaxing in the yard. Unwind by the fire pit as the sun sets. With multiple bedrooms, pool and ping-pong tables and modern amenities, it’s ideal for families or groups. Book your stay for peaceful, fun-filled memories by the lake.

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.

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!

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.

Nellie's Nest
This adorable three bedroom is perfect for your stay in Gretna. Hit the sidewalks for a run or walk down to the best coffee shop around, The Pod. Take a quick 15 min drive to Smith Mountain Lake or visit the wineries just outside of town. Relaxed living at it's best here in small town Virginia! *More photos coming Common Destinations: Chatham Hall and Hargrave Military Academy - 12 mins Olde Dominion Agricultural Complex - 6 mins Liberty University - 36 miles

18th Century Cabin Retreat
Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!

Lake Front | Beautiful Views | Perfect Getaway
Come find a place of rest, relaxation and renewal here at Still Waters. A place that has been built by the hands of its owners, bringing peace to everyone that enters the home. This custom built home is situated just on the waters edge, with a dock and canoes available for use. This home is perfect for a couples get away, looking to recharge away from the hustle and bustle of our everyday lives. Roxboro is about 25 minutes away from the home.

The Empty Nest
Located just 2.7 miles from Caesars Virginia and 2 miles from the NC state line, the Empty Nest is your perfect getaway. With Virginia International Raceway 20 miles away and Martinsville Speedway just 30 miles, it's an ideal base for both adventure and relaxation. Enjoy the comfort and convenience of this charming retreat!

Hunter's Retreat at Springfield 1842
Private log cabin with king size bed, kitchenette, bathroom on main level, two full size beds in the loft. Includes air conditioning and heating, sleeps up to 4 adults. Upstairs is accessed by a ships ladder so unfortunately its not suitable for all. 24 miles from VIR or around 30 mins drive time
Popular amenities for Red Oak Hollow holiday rentals
Other great holiday rentals in Red Oak Hollow

Hermione’s Purse

Dora’s Place

The Cedar Farm | Close To VIR, Danville

Hyco Horizon, Boat Tie, Calm Cove, Outdoor Vibes

Glass House on the Lake

Willow Oaks Guest House

Checkmate! Near VIR, Unsalted & Caesars Casino

Eagles’ Haven | Private Luxury Retreat Water View
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- Smith Mountain Lake State Park
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- Amazement Square
- Martinsville Speedway
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