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Holiday rentals in Red Oak Hollow

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Top-rated holiday rentals in Red Oak Hollow

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 205 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.

Top guest favourite
The cabin features a traditional log design complemented by a striking red metal roof. Soft lighting enhances the welcoming porch, which wraps around the structure. Surrounded by tall trees, the secluded setting offers an inviting retreat into nature.
Cabin in Yanceyville
5 out of 5 average rating, 83 reviews

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!

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
4.99 out of 5 average rating, 144 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 Danville
4.87 out of 5 average rating, 23 reviews

Cozy cottage

Stay at this beautifully renovated, 1940s cottage, right on the outskirts of Danville. Perfectly placed on a calm street, you will be able to relax while only being 5-10 minutes from all stores and attractions. The space is cute and cozy with everything you need to feel right at home! **PLEASE READ** This home was built in the 1940s. The ceilings are low. Most rooms are around 7 ft. The living room is 6’ 8”. If you are a taller person, the ceiling height may be uncomfortable.

Top 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, 181 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
Home in Blairs
5 out of 5 average rating, 10 reviews

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.

Top guest favourite
Home in Chatham
5 out of 5 average rating, 33 reviews

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.

Guest favourite
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
4.94 out of 5 average rating, 104 reviews

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!

Guest favourite
The exterior of a charming single-story home features white siding, a grey roof, and two front entrances. A well-maintained lawn with green grass surrounds the house, and trees with autumn foliage provide a colorful backdrop. A paved walkway leads to the front doors.
Home in Gretna
4.98 out of 5 average rating, 87 reviews

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

Top guest favourite
A fire pit is surrounded by four adirondack chairs, inviting relaxation and conversation. The fire flickers, casting a warm glow amidst a backdrop of green trees and open farmland. The area offers a serene setting for enjoying quiet evenings under the sky.
Farm stay in Ringgold
4.99 out of 5 average rating, 98 reviews

The Cedar Farm | Close To VIR, Danville

Welcome to the Cedar Farm located in Ringgold, Virginia. This beautiful and newly renovated home is surrounded by nature. Cedar Farm is the perfect stay for those looking to getaway and enjoy the quiet of nature while still being close to everything the area has to offer. Relax in the upscale interior, hangout on the sunny back deck, or build a cozy fire at the fire pit and gaze at the stars. We can't wait to host you at Cedar Farm!

Guest favourite
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
4.94 out of 5 average rating, 162 reviews

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.

Guest favourite
The living room features a comfortable black leather sofa and a classic armchair with a patterned design. A coffee table sits centrally on a patterned area rug, while a TV is mounted on the wall. Natural light enters through the windows, enhancing the space.
Home in Danville
4.94 out of 5 average rating, 106 reviews

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!

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