
Holiday rentals 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, clean, & relaxing, this home is less than 8 miles from VIR and 18 mi to Danville, South Boston, or Roxboro. The listing is on one floor level to accommodate those with mobility issues. High-speed Starlink WiFi. Bedrooms provide linens/pillows/blankets. Bathrooms provide towels & necessities. Full kitchen w/coffee. Oversized paved parking with easy accessibility. Perfect for trailers/multiple large vehicles. Close to hwy, may want to pack earplugs. Strict no smoking or pets please.

The Historic Blessing House in Danville on Main
Located on historic Main Street, the home has central HVAC, is workspace friendly, w/ tv and walking distance to coffee shop/wine bar/restaurant/museum/ hospital. Averette Univ is 6 blocks. Casino 1 mi Queen bed, ceiling fan, window blinds, drapes, full floor mirror & walk-in closet. Full kitchen w/ ceiling fan, coffee, tea, Keurig, bottled water, disinfectant, sanitizer, and cooking essentials. Private Bath with shower, soap, shampoo, conditioner, hair dryer. Linens incl. W/D available.

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.

100acre Woods Cabin Retreat
No Smoking in home, No animals or pets allowed! 30 mi to Lynchburg, 11 to Altavista. This cabin boasts 100 acres of serene nature while hiking the trails, fishing and swimming in the river. Canoe from the boat slip down river to the long Island community center. Relax on the large rocking chair front porch with your honey on the porch swing, or roast marshmallows and sip drinks around the fire pit! This is not a party house, it is meant to relax and enjoy peace, quiet, and nature, enjoy!

Black Water Junction Cabin
Our cabin is built out of old wood and doors found on the farm. Because I am such a cold natured person, I installed heated floors and a heated towel bar in addition to the mini-split and electric fireplace! The cabin is surrounded by pastures that are the home to our cows, horses, goats, pot belly pig, and chickens. The highlight of a stay at BWJ Cabin would be to sit on the front porch in a rocking chair, day bed swing or hot tub looking out over the landscape and do nothing.

Spencer Hill
Home Away from Home! Spencer Hill features 3 bedrooms, 1 bath, large fully equipped kitchen, family room, and screened in patio. We are centrally located between Historic Downtown Halifax and South Boston minutes to shopping, fine dining and entertainment, Molasses Grill, Berry Hill Plantation, Factory Street Brewing, Springfield Distillery, Tunnel Creek Vineyards, short track racing at South Boston Speedway, 20 mins west is VIR race track, and Clarksville lake is 20 mins east.

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 half a mile gravel driveway from the stop sign, just come through the stop sign and you will see the property. This is 11 acres property near the woods, with different wildlife sightings.

Country Comfort Entire House for Perfect Get-away
This beautiful two-bedroom, two-bath home, affectionately referred to as Patsy's Place, was built in 2017 and is perfect for a short stay or relaxing vacation. A long winding driveway leads to this private home that overlooks a three-acre pond. The heart of Greensboro is only twenty minutes away so you can enjoy the best of both worlds: getting in touch with nature or perusing local shops, dining, and entertainment. Pets are welcome with prior approval.

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.

Eagles’ Haven | Private Luxury Retreat Overlooking
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!

Lakehouse on Leesville Lake in Bedford County VA
My late wife, Gail, & I came out of retirement to renovate this unique home with a completely new kitchen, vinyl plank flooring, new deck & new well in the Fall of 2019. This 3 bedroom lakehouse is very secluded within about an hour drive from Lynchburg, Roanoke or Danville. The dock and boat ramp are especially convenient. Keep an eye out for eagles, osprey, deer, bear, turkeys, otters, geese & heron.

The Central Stay on Main 1b/1bth
Discover the perfect blend of history and comfort in this 1-bedroom, 1-bathroom apartment located in a beautifully preserved historic house on Main Street, Danville, VA. With stunning natural light, exquisite stained glass accents, and a welcoming atmosphere, this space is perfect for a relaxing getaway.
Popular amenities for Red Oak Hollow holiday rentals
Other great holiday rentals in Red Oak Hollow

Cozy Danville Retreat- updated game room!

Lover’s retreat, walk to casino

The Empty Nest

Black Water Junction Casa

Spacious ICF House on Dan River near VIR

Country Cottage with Pool Table!

The Owl House

Hyco Lake’s Crystal Haven | Hot-tub | Large Dock
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