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Holiday rentals in Red Oak Hollow

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Top-rated holiday rentals in Red Oak Hollow

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Guest favourite
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
4.94 out of 5 average rating, 194 reviews

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.

Guest favourite
Home in Sutherlin
5 out of 5 average rating, 6 reviews

Eagles’ Haven | Private Luxury Retreat Overlooking

Welcome to Eagles’ Haven, a newly constructed luxury retreat completed in 2025. This home is the newest property from an experienced super host! It was thoughtfully designed for unforgettable gatherings, peaceful escapes, and memory-making moments. Nestled on a private 130-acre property in Sutherlin, Virginia, this stunning 5-bedroom, 4-bath home overlooks a serene pond and offers the perfect balance of refined comfort in a peaceful retreat setting. This 5BR/4BA home features two king suites, a

Top guest favourite
Flat in Danville
4.96 out of 5 average rating, 220 reviews

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.

Top guest favourite
Home in Roxboro
5 out of 5 average rating, 9 reviews

Glass House on the Lake

Previously listed with a 4.99 rating and 357 Reviews. This midcentury modern retreat nestled in a relaxing cove features floor-to-ceiling glass walls allowing the outdoors in, beautiful exposed wood beams, hardwood floors, and a cozy concrete fireplace. Enjoy the screened porch, updated kitchen, and stunning lake views. The gentle slope to the private dock passes by numerous resting nooks. Convenient to the Triangle, Triad, and VIR, it’s the perfect getaway blend of relaxation and adventure.

Top guest favourite
A modernized cabin is set in a serene natural environment, surrounded by green grass and trees. A covered porch is featured at the front, with rocking chairs and a porch swing positioned for relaxation. A pathway leads to the cabin, enhancing accessibility.
Cabin in Long Island
4.92 out of 5 average rating, 100 reviews

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!

Guest favourite
A cedar cabin is set against a backdrop of serene water and mountains, with vibrant pink blooms in the foreground. The tranquil scene is enhanced by lush greenery surrounding the cabin, providing a peaceful lakefront atmosphere.
Cabin in Huddleston
4.9 out of 5 average rating, 124 reviews

Cute and Comfy Cabin

Escape to one of the most charming lakefront cabins on Smith Mountain Lake. This cozy 2-bedroom, 1-bath retreat is wrapped in warm cedar with soaring cathedral ceilings, creating the perfect blend of rustic charm and comfort. Inside, you’ll find a playful bear-themed décor that guests of all ages love—adding a fun, memorable touch to your stay. Step outside and take in peaceful views of the lake, Smith Mountain, and a lovingly tended lakeside garden , perfect for mornings and sunsets.

Top guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows and a red throw blanket. Warm wood paneling creates a natural ambiance. Soft lighting is provided by bedside lamps, and a wooden bench offers additional seating at the foot of the bed.
Cabin in Union Hall
4.98 out of 5 average rating, 132 reviews

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.

Guest favourite
Home in Halifax
4.91 out of 5 average rating, 142 reviews

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.

Guest favourite
The interior space features a warm wooden ceiling and a large Smart TV mounted on the wall. A glass sliding door offers views of the lush greenery outside and the lake beyond, leading to a deck with outdoor seating.
Home in Leasburg
4.93 out of 5 average rating, 163 reviews

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!

Top guest favourite
A spacious living area features a gray sofa and a small table with four black chairs. Light enters through windows, illuminating the cozy atmosphere. A second room is visible through an open door, showcasing additional sleeping arrangements, and the light-colored walls contribute to a bright environment.
Guest house in Blanch
4.98 out of 5 average rating, 62 reviews

Backwoods Guesthouse Near VIR

Welcome to your cozy peaceful escape! This 1 bedroom guesthouse offers perfect blend and comfort with everything you need. The guest house features 1 queen bed and twin daybed with twin bed pull out, could sleep maximum of 4 guests. Master bathroom with shower and separate tub check photos and second bathroom has the washer and dryer and shower & tub, close to your living room and kitchen area. The guesthouse is surrounded by nature and nestled in a quiet place.

Guest favourite
Home in Semora
5 out of 5 average rating, 7 reviews

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.

Top guest favourite
A lakehouse is framed against a vibrant sunrise, with soft hues of orange and pink reflecting on the tranquil water. The structure features a wraparound deck, and a slight mist hovers above the lake, enhancing the serene atmosphere of the secluded setting.
Home in Pittsville
4.95 out of 5 average rating, 200 reviews

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.

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